Sign of the Mermaid by AMI Locals Vacation Rental License: VR17-000054 Welcome to Sign of the Mermaid, a breathtaking four bedroom, four and a half bath luxury vacation home with a bonus loft, located just four houses from the white sands of Anna Maria Beach. Featuring a private pool with spa, coastal chic interiors, and multiple balconies, this home offers the perfect blend of island charm and modern elegance. With its prime location near the beach and trolley stop, you’ll be perfectly The space Highlights • 2-minute walk to the beach • 4 Bedrooms / 4.5 Bathrooms • 4 King beds, 2 Twin-over-Twin bunk beds • Private Pool with In-ground Spa • Ping Pong Table • BBQ Grill • Outdoor Shower • Steps from the Island Trolley Stop • Pet Friendly (with approval and fee) • 4 Parking Spaces The outdoor space at Sign of the Mermaid is designed for ultimate relaxation and fun. Take a refreshing swim in the sparkling pool, soak in the spa, or enjoy a sunny afternoon lounging on the deck chairs surrounded by tropical landscaping. Host family cookouts on the BBQ grill, challenge friends to a ping pong match in the shaded game area or rinse off after the beach in the outdoor shower. Step inside and be greeted by coastal elegance and modern comfort. The open concept living area features plush sofas, a large TV, and natural hues of sea blue and sand, creating a serene atmosphere. The fully equipped kitchen shines with upscale appliances, sleek countertops, and island seating perfect for casual breakfasts. Gather around the dining table under a decorative chandelier for shared meals, laughter, and panoramic treetop views that capture the spirit of Anna Maria Island. Each bedroom is a tranquil escape designed for relaxation and comfort. The primary suite features a king bed, private balcony, and a spa like ensuite bathroom with dual vanities and a walk-in shower. Two additional bedrooms each offer king beds and ensuite bathrooms, with beautiful tile finishes and coastal accents. The fourth bedroom includes a king bed, and the loft area features two twin-over-twin bunk beds, creating a fun space for kids or extra guests. A large hallway bathroom with dual vanities and a walk-in shower completes the upper level. Room Details -Primary Bedroom, 2nd Floor: King bed, ensuite bathroom with dual vanities and walk-in shower, private balcony -Second Bedroom, 2nd Floor: King bed, ensuite bathroom with walk-in shower -Third Bedroom, 3rd Floor: King bed, ensuite bathroom with walk-in shower -Fourth Bedroom, 3rd Floor: King bed -Loft Area: Two Twin-over-Twin bunk beds With four parking spaces and the trolley stop just steps away, exploring local favorites like Pine Avenue’s shops and restaurants, Holmes Beach, and Bean Point is effortless. After a day of island adventures, relax on one of the home’s breezy balconies, watch a golden sunset, or cool off with a swim in your private pool. This home is dog friendly, making it a great option for guests traveling with furry companions. Just steps from the Gulf, Sign of the Mermaid by AMI Locals delivers the ultimate Anna Maria Island beach vacation; combining luxury, comfort, and unbeatable location. Whether you’re lounging poolside, walking to the beach, or exploring the island’s best dining and shops, this coastal escape offers everything you need for a memorable stay. Book your stay today with AMI Locals and make your dream island getaway a reality! Other things to note 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. With host approval before check-in, this property accepts dogs only. Breed and weight restrictions apply. (No cats or other animals are allowed). An additional pet fee will apply. See our Rental Policies for full details. This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. *The City of Anna Maria, Holmes Beach, and Bradenton Beach all have noise ordinance policies in place, and they are enforced by local law enforcement and code enforcement officers. The goal of this program is not to limit your fun or vacationing experience, instead it is designed to ensure a quality stay for every guest and resident on our island. Please be mindful of our neighbors during your stay. Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.*

Luxury home w/ pool! Just steps to the beach!

BBQ Ready | Private Dock | 12 Mi to Bradenton Step into the island lifestyle — this 4-bedroom, 4-bath vacation rental has everything for a memorable Anna Maria getaway! Sip morning coffee on the furnished patio, unwind in the hot tub, and cast a line from the private dock. After beach days just a few blocks away, gather by the fire pit or grill at sunset. An open floor plan, modern kitchen, and ample entertainment space make this home perfect for family and friends! The space SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 queen bed - Bedroom 4: 1 queen bed, 1 twin bunk bed - Bonus Room: 1 full daybed  OUTDOOR LIVING - Private pool (not heated), hot tub - Kitchen area w/ gas grill - Fire pit - Dock, canal access - Beach chairs  KITCHEN - Stove/oven, refrigerator, microwave, dishwasher - Nespresso Vertuo coffee machine - Blender, spices - Beverage fridge - Cooking basics, dishware & flatware - Trash bags/paper towels  INDOOR LIVING - Smart TVs - Board games, books - Dining table  GENERAL - Central heating & A/C - Washer/dryer, laundry detergent - Linens/towels, complimentary toiletries, hair dryer - Free WiFi - Keyless entry  FAQ - Golf cart not available - 1 exterior security camera (facing out)  ACCESSIBILITY - 2-story home, 1 step to enter - 3 bedrooms & 3 full bathrooms on 1st floor  PARKING - Driveway (5 vehicles) Guest access Guests will have access to the entire property via keyless entry Other things to note - No smoking - No pets allowed - No events, parties, or large gatherings - Must be at least 21 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in  ADDITIONAL INFORMATION - This 2-story home requires 1 step to enter; the 1st floor includes 3 bedrooms and 3 full bathrooms - The golf cart is not available for guests use - Your safety matters. This property features a Ring doorbell device with an exterior security camera facing the front outdoor entry. The camera does not look into any interior spaces. The camera actively records video and sound when motion is detected by the device

Steps to Bean Point Beach: Family Home w/ Pool

Bollinger Duplex Both Sides 3 Bedroom Pet Friendly

Discover the charm of island living in our newly opened island retreat, boasting a sprawling 3,600 square feet of living space. Be enveloped in the comfort and convenience it offers, ideal for family vacations or groups. Our home is managed by Beach Life Vacations on the stunning Anna Maria Island. We understand the importance of flexibility in these unpredictable times, so feel free to reach out and we'll strive to cater to your travel plans. This island paradise awaits! The space Enjoy this newly renovated, serene island retreat. Spanning 3,600 square feet, this stunning home is one of the largest layouts on the island. Featuring two full kitchens, a large heated pool and spa, a customized putting green for the golf enthusiasts, along with corn hole, and a fun-filled ping pong table, this home offers great entertainment. Elevate your mobility with our sleek 6-seater golf cart included in your rental, providing ready access to all corners of the island *For confirmed reservations made on May 01/2026 or later. Boasting two private suites which, each commodious space is complete with a fully-stocked kitchen and a cozy living room. Suite A has two bedrooms upstairs with a queen bed and full bath in the first bedroom and a king bed and full bath in the second bedroom. Suite B has two bedrooms as well, with a king bed in the first bedroom and a queen bed and bunk bed in the second bedroom. There is a full bath with a jacuzzi tub between the bedrooms. The addition of a (2) twin-over-queen bunk bed on the ground level with an additional two full baths makes this property an ideal choice for families and larger groups. Guest access All access is controlled remotely. Other things to note You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property License: Unit A: VRC25-000073 Unit B: VRC25-000074

Twin Tides, Pool Spa, Minigolf, Golfcart, Sleeps14

Sato Real Estate: Island Faces Selling & Renting Island Places The space Welcome to the Ultimate Beach Front Paradise on Anna Maria Island at Beaches & Dreams, where stunning panoramic bay views and top-tier amenities await you. This 4-bedroom, 5-bathroom home offers endless entertainment for you and your guests.  Beaches & Dreams features an outdoor bar with a fridge and ice machine, a swinging outdoor bed, a large heated pool with waterfalls, a spa, see-through kayaks, paddleboards, a game room, a gym, a putting green, an elevator, an outdoor grill, and much more!  Located directly on the beach in the desirable north end of Anna Maria Island, it's steps away from the Rod & Reel Pier and Bayfront Park. Enjoy dolphin and manatee sightings right from the home. The popular Bean Point and Pine Street are just a short walk away.  New as of late 2020, the home spans over 3,000 square feet and has been professionally designed with a coastal elegant theme, featuring shiplap and local art. Each bedroom includes an ensuite bathroom and captures the spirit of Anna Maria Island. Two king bedrooms are beachfront with balcony access, and the fourth bedroom includes a ship-themed bunk bed system and a multi-cade system with over 60 games.  The Shark's Den game room, top-of-the-line kitchen, spacious family room, and incredible pool and patio area with a commercial-grade bar, putting green, and private beach access complete this luxurious retreat. The 2-car garage is stocked with bikes, beach gear, and various toys and games for your perfect vacation.  GOLF CART: For an additional fee of $550, the owner is offering the enjoyment and convenience of a 6-seat electric golf cart to explore the island. Instructions for payment and necessary paperwork will be available in the unit.   SORRY, DUE TO FAMILY ALLERGIES, WE CANNOT ALLOW ANIMALS OF ANY KIND IN OUR HOME. THERE IS ABSOLUTELY NO SMOKING OR VAPING OF ANY KIND IN OR ON OUR PREMISES AND NO PARTIES/EVENTS. BREAKING OF ANY HOUSE RULES WILL RESULT IN IMMEDIATE EVICTION AND LOSS OF ALL PAYMENTS AND DEPOSITS. MINIMUM AGE OF PRIMARY RENTER: 25 YEARS OLD.  BEACH DISCLAIMER Please be aware that the beach and sand may differ from the photos due to natural processes like tides, weather, and erosion. The beach environment is dynamic and constantly changing, and we appreciate your understanding. Enjoy the beauty of our beachfront properties!  NOTE: For security purposes there are exterior only video cameras on premises.  Amenities Include: - Beach Front - View Tampa Bay - Bed Size 1st Master King w/ ensuite - Bed Size 2nd Rm King w/ ensuite - Bed Size 3rd Rm King w/ ensuite - Bed Size 4th Rm 2 Twin-over-Queen bunk beds w/ ensuite - BBQ Grill Propane - 3 Balconies - 10 4K TVs  ***OVERCROWDING CONSEQUENCES*** Maximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.

Beaches and Dreams: Luxury Beachfront Paradise

Coconut Breeze Estate by Anna Maria Island Accommodations Escape to Coconut Breeze Estate, your ultimate four-bedroom, four-bathroom retreat on Anna Maria Island! Nestled on the highly desirable northern end, this stunning home is just a five-minute walk from the pristine beaches at Bean Point. Located near Pine Avenue’s charming shops and locally owned restaurants, this coastal estate offers the perfect setting for family gatherings, friends’ adventures, and memorable island experiences! The space Highlights •	5-minute walk to Bean Point Beach •	4 Bedroom / 4 Bath •	3 Kings, 2 Twin-over-twin Bunk Beds, 1 Queen Sleeper Sofa •	Saltwater pool •	Rooftop deck •	Pool table •	Outdoor kitchen and dining •	Beach gear and cart provided •	Close to Pine Avenue’s shops and dining •	4 Parking Spaces Relax outdoors in your private backyard paradise. Splash in the heated saltwater pool or head to the rooftop deck for spectacular sunset views over Anna Maria Bay. The full summer kitchen, outdoor dining table, lounge chairs, outdoor shower, and lush landscaping create the ideal setting for family barbecues, poolside cocktails, or simply soak up your tropical surroundings. Inside, the home boasts spacious, elegant interiors designed for comfort and gatherings. The large living room seamlessly connects to a modern kitchen featuring high-end appliances including a refrigerator, stove, oven, dishwasher, and microwave. The formal dining area comfortably seats over 10 guests, perfect for family dinners or special occasions. Large windows and sliding doors flood the space with natural light and open directly to the outdoor oasis. Retreat into luxury with a primary bedroom offering a plush king-sized bed, a private ensuite bathroom, and serene water views. Each of the three additional bedrooms features ensuite bathrooms for premium convenience, two with king beds and a fourth with two twin-over-twin bunks, ideal for children or additional guests. A queen sleeper sofa adds extra sleeping space for larger groups, ensuring everyone enjoys restful nights in style. Room Details •	Primary Bedroom: King bed, ensuite bathroom •	Second Bedroom: King bed, ensuite bathroom •	Third Bedroom: King bed, ensuite bathroom •	Fourth Bedroom: 2 Twin-over-twin bunks, ensuite bathroom •	Bonus: Queen Sleeper Sofa Book Coconut Breeze Estate today and enjoy a luxurious escape on Anna Maria Island. Whether exploring nearby beaches, dining at Pine Avenue, or relaxing in your private outdoor oasis, this home provides everything you need for a memorable coastal getaway! Other things to note This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. This property has an active Ring doorbell at the main entrance. This property does not allow pets of any kind. 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Anna Maria Island Accommodations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Home with Pool, Rooftop Deck, and Walk to Beach!

🌊 Casa Amiga by Beach Retreats Vacation Rentals 144 Crescent Dr. Anna Maria, FL 34216 📍 City of Anna Maria | 4 Bedrooms | 4.5 Bathrooms | Sleeps 10 | Heated Pool + Jacuzzi | Rooftop Deck | Shared Dock ✨ Luxury Island Living Near Bean Point ✨ The space Single family home, 4 bedrooms, 4.5 bathrooms, heated private pool w/spa, putting green Guest access Keyless entry Other things to note Pool is serviced twice a week, weather permitting. Pools are serviced by outside vendor. We do provide a net to skim the pool for debris. We provide 4 beach chairs, beach wagon, and beach umbrella.

Casa Amiga managed by Beach Retreats

Welcome to Hammock Daze, a luxury 4BR/3.5BA canal-front home in the heart of Anna Maria Island. Just a 10-minute walk to the Gulf and steps from Pine Avenue, this resort-style retreat features a heated walk-in pool and spa, peaceful water views from multiple balconies, and a private boat dock. Enjoy beach gear, baby items, an elevator, ping-pong, and spacious living areas—perfect for families and groups seeking an effortless, unforgettable AMI getaway. The space If you’re dreaming of getting on the water and bringing your boat, look no further. This luxury canal-front home features a private dock for your exclusive use—a rare and highly sought-after amenity that elevates your entire stay. HIGHLIGHTS • Private heated pool + in-ground spa • Private dock for boating, kayaking & paddleboarding • Less than a 10-minute walk to the Gulf beach • Beach chairs, wagon, cooler & umbrella provided • Pack & play + high chair for little travelers • Water-view balconies overlooking canal & pool • Elevator access to all levels • Outdoor ping-pong table for family fun ROOM DETAILS: • Primary Bedroom: King bed (memory foam) • Second Bedroom: Queen bed (memory foam) • Third Bedroom: Queen bed (memory foam) • Fourth Bedroom: 2 twin bunk beds (memory foam) • Bonus Area: Queen sleeper sofa ADDITIONAL INFO: • Pets are not permitted. • AMI has low/high tides and two bridges leading to the home—please consider clearance if you have a taller boat. • Exterior security cameras face the front of the home and the entry hallway for safety. Guest access To access the property you need to go to the west side of the house into the screen lanai, white door has a smart lock and your code will be provided the day of your arrival. Front door can be use once you enter the house and can only be locked from the inside. Garage is not available. Early Arrival Guarantee of 1 pm is offered for $100.00 Late Check out of 12:00 pm is offered for $100.00 Other things to note Please Remember: " You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property". *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination for your rental agreement without refund.

Luxury Canal Home + Heated Pool/Spa, Sleeps 12

ANNA MARIA-LOCATED JUST STEPS AWAY FROM THE BEACH AND SHOPPING! This luxury house on the bay features sweeping views of the Bay, Passage Key, Beachfront, and Skyway Bridge. With 4 bedrooms and several entertainment areas this makes an amazing retreat for a family or group of friends that have luxury tastes while enjoying the relaxed atmosphere of Anna Maria. Features include a pool and spa with a putting green and rooftop deck! This is as luxurious as it gets with a short walk to downtown shops

Luxury Beachfront House in Anna Maria!

Escape to Acacia Breeze for an unforgettable Anna Maria Island getaway!There are so many areas to explore at this resort style island home that offers plenty of space to accommodate up to 10 vacationers. Step into the ground level foyer where stairs lead up the main living level. The open floor plan features the fully equipped kitchen with breakfast bar and dining table. Gather at the living room which offers a full window front facing the 32' X 12' pool and canal side of the property and ... The space ...get the popcorn ready for a movie night. Enjoy gentle island breezes on the screened lanai on this level and relax on comfy sofas and rocking chairs. The area wraps around and also offers an alfresco dining space.Three of the four bedrooms are located on this floor. There is a king ensuite bedroom with a dedicated work space, the queen bedroom with a hallway bathroom and the kids room with full, twin and twin bunk beds as well as another hallway bathroom. The laundry room offers washer and dryer, iron and ironing board.The entire upper level features a spacious king suite. If you need to work, you will also find a dedicated working space complete with fridge for that cool refreshing drink on warm summer days. The spa inspired bathroom features a double sink vanity, soaking tub and large walk in shower .To top this area off is the patio area with outdoor shower and rooftop deck walk up. Overlook the North end with views of the beach and the famous island sunsets. Admire the many wooden Acacia furniture pieces sprinkled through the house that inspired the name!The spacious pool side area offers plenty of entertainment for the entire family. Swim a few laps, soak in the hot tub or just listen to the waterfall when relaxing on the loungers by the pool. Don't forget to enjoy the private outdoor shower after coming back from the beach or a quick freshen up on hot summer days! Dock repair pending!The fishermen in your party can try their luck to catch dinner by the canal dock. A small boat up 20 feet can be tied there or launch a kayak to explore Bimini Bay or go all the way to Tampa Bay. No bridges!Hangout by the bar or sitting area for your 5 o'clock cocktail. The propane grill is close by to prepare dinner. The bonus area (no air conditioning) offers more leisurely fun and features a sitting area with TV, foosball table and fridge for convenient pool side refreshments. HIGHLIGHTS •	2140 sq. ft. •	Private pool (32X12) and hot tub•	Expansive king suite level•	Canal front - dock piling repair is pending BEDROOMS•	Sleeps 10•	Primary Bedroom: King Ensuite•	Second Bedroom: King Ensuite•	Third Bedroom: Queen•	Forth Bedroom: Full, Twin, Bunk bed BATHROOMS•	Ensuite Bathroom: Walk-in Shower, Tub•	Second Bathroom: Walk-in Shower•	Third Bathroom: Walk-in Shower•	Fourth Bathroom: Walk-in ShowerEXTERIORIt will be difficult to pick your favorite spot at Acacia Breeze! The large lanai area off the main level invites to spend hours enjoying the gentle island breezes. Head all the way to the roof top deck for amazing views. Enjoy the back yard oasis with pool and hot tub. Other features include canal side dock, an outdoor shower and gas grill.There are 4 parking spaces designated in the driveway for this property. The garage is not available for parking. This property is protected by video surveillance by the driveway and by the side of the house at the pool equipment.The weekly pool and hot tub heat fee is $150.00. Pool heaters in private homes are locked for your safety and controls must not be tampered with as they are monitored by the pool company. 86° F is the highest heat temperature setting which might not be always reached. Please note if cold days and nights occur, water temperatures will drop and may stay cooler longer. Pool heaters will not operate and will automatically shut down if outside temperatures get too cold. Hot tub heat only can be selected separately for $75/week at 102 ° F maximum. In the event of pool equipment malfunction during your stay, Duncan Real Estate will expedite repairs as quickly as possible. It may be necessary to close pools for maintenance purposes. No refund or rent adjustment except for pool heat fees will be made for circumstances beyond our control, malfunctions, or loss of use of equipment or amenities. Please keep in mind that you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.VR16-000191 Amenities Include: - Bedroom 1 King - Bedroom 2 King - Bedroom 3 Queen - Bedroom 4 Queen, Twin, Bunk bed - Work Space Y - Hot Water - Water View Y - Canal View - Canal Access - Elevated - Central A C - Central Heat - Sqft under a c 2,729 - Free Parking - Parking Spots 4 - Front Security Camera - Self Check In - Keyless Entry - Bath Towels - Beach Towels - Quality Linens - Hair Dryer - Hangers - Refrigerator - Ice Maker - Stove - Cookware - Toaster - Blender - Drip Coffee maker - Dishwasher - Microwave - Garbage Disposal - Dining Table - Breakfast Bar - High Speed WIFI - TV 5 - TV Streaming Only - Washer - Dryer - Iron - Ironing Board - Cleaning Kit - First Aid Kit - Fire Extinguisher - Smoke Alarm - Private Pool Y - Pool Dimensions 32X12 - Hot Tub Y - Pool Alarms - Sun Loungers - Screened Lanai - Outdoor Dining - Rooftop Deck - Boat Dock - Outdoor Shower - Propane Grill - Beach Amenities - Bonus Room - Foosball

Acacia Breeze by Duncan Real Estate

Water Colors by Anna Maria Island Accommodations VR18-000060 Welcome to Water Colors, a stunning four-bedroom, four-bath Anna Maria Island accommodation just a one-minute walk from the powdery white sands of Anna Maria Beach. Perfect for family getaways or group vacations, this coastal retreat combines luxury amenities with a relaxed, welcoming vibe. With Gulf views from the rooftop deck, a private pool and spa, and a location just five minutes from Pine Avenue’s boutiques and restaurants, The space Highlights -1-minute walk to Anna Maria Beach -4 Bedrooms / 4 Bathrooms -3 King beds, 1 Twin-over-Full bunk with Twin trundle -Rooftop deck with Gulf views -Private pool with in-ground spa -Outdoor dining and BBQ grill -Elevator access -Beach chairs and wagon provided -Dog friendly with approval and fee -5-minute walk to Pine Avenue shops and dining -4 Parking spot Step into your private tropical oasis where relaxation comes easy. Spend sunny afternoons lounging beside the sparkling pool or soaking in the spa. The covered patio is perfect for family cookouts with a BBQ grill, outdoor dining table, and comfy sofa. In the evenings, head up to the rooftop deck for unforgettable Gulf Coast sunsets and stargazing under the island sky. Inside, you’ll find a bright open concept living area with coastal charm decor. The living room invites you to kick back on plush seating while streaming your favorite shows. The chef’s kitchen is fully equipped with high end appliances, a wine fridge, and plenty of cookware to make meal prep a breeze. Guests can gather around the kitchen island, the breakfast table, or enjoy larger meals at the balcony dining table with seating for eight. Each bedroom is a cozy retreat with plush bedding, smart TVs, and ample storage. The primary suite feels like your own spa getaway with balcony access, a king bed, and an ensuite bathroom featuring a soaking tub, double vanity, and walk-in shower. Two additional king bedrooms provide comfort and privacy, while the bunk room is a kid-friendly favorite with a twin-over-full bunk plus a trundle bed. Four full bathrooms ensure everyone has plenty of space to refresh after beach days. Room Details -Primary Bedroom, 2nd Floor: King bed, balcony access, ensuite bath with soaking tub and walk-in shower -Second Bedroom, 2nd Floor: King bed -Third Bedroom, 3rd Floor: King bed, ensuite bath -Fourth Bedroom, 3rd Floor: Twin-over-Full bunk with Twin trundle This home also features elevator access from the garage to the main living floor, a washer and dryer, and beach essentials including chairs and a wagon for easy trips to the shore. Multiple balconies provide private spots to sip your morning coffee or evening cocktails with sea breezes in the air. With its unbeatable location near Anna Maria Beach and Pine Avenue, plus luxury touches like a private pool, spa, and rooftop deck, Water Colors is the perfect choice for families or groups seeking a carefree island getaway. Book your stay with Anna Maria Island Accommodations today and start making memories on Florida’s Gulf Coast! Other things to note This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. The elevator goes from the garage to the first floor outside the balcony. With host approval before check-in, this property accepts dogs only Breed and weight restrictions apply. (No cats or other animals are allowed). An additional pet fee will apply. See our Rental Policies for full details. 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Luxury Retreat! Pool, Spa and Walk to Beach!

🌴 Palm Paradise is a 4BR/4BA beach getaway just five houses from Palmetto Ave Beach 🌊. Enjoy a private heated pool, poolside dining, washer & dryer 🧺, and outdoor games like corn hole, connect four, and tether ball 🎯. Sleeps 8 with king beds, twin beds, and a queen sleeper sofa. Steps from the soft white sands, shops, and restaurants, with the free island trolley nearby 🚎. Perfect for families or groups seeking a relaxing Anna Maria Island escape ☀️🏖️. The space 🌴 Welcome to Palm Paradise – Steps to Beach & Shops! 🏖️ Escape to Palm Paradise, an inviting 4BR / 4BA vacation home just five houses from Palmetto Ave Beach—perfect for families or groups looking for a relaxing Anna Maria Island getaway ☀️. Enjoy a private heated pool, tropical breezes, and plenty of fun both inside and out. ✨ Highlights • Less than a 5-minute walk to the beach 🌊 • Private heated pool & loungers 💦 • Washer & dryer for convenience 🧺 • Outdoor games: corn hole, connect four, tether ball 🎯 • Owner-managed for personal touch 🏡 Living Spaces The bright living area offers comfy seating, a TV 📺, and plenty of space to plan your island adventures. The fully equipped kitchen features an island with seating, flowing into the dining area for family meals or take-out feasts 🍽️. Step out to the screened lanai and poolside dining area to enjoy the tropical breeze and grill up fresh seafood 🦐🔥. 🛏️ Bedrooms & Bathrooms • Primary Bedroom: King bed, TV, ensuite with walk-in shower 🛁 • Second Bedroom: King bed, TV, ensuite with walk-in shower • Third Bedroom: Twin beds, TV • Fourth Bedroom: Twin bunk beds, TV • Living Area: Queen sleeper sofa for extra guests 🌴 Outdoor Fun & Island Adventures Relax by the heated pool, soak up the sun ☀️, or take a short stroll to the soft white sands of the Gulf. Explore Anna Maria Island via the free trolley, bike rides, or water adventures like kayaking, paddleboarding, fishing charters, or manatee & dolphin tours 🐬🚤. Don’t miss a sunset sail for breathtaking views 🌅. Palm Paradise is your perfect blend of comfort, fun, and island charm—just steps from the beach and shops! (Please note: The umbrella shown in photos is no longer on property) Guest access Guests have full access to the entire home, including a private heated pool and a fully fenced backyard—perfect for relaxing, entertaining, and enjoying your own secluded space. Other things to note 🏖️ Beach-Ready Convenience 🌴 To make your stay effortless, the home is fully stocked with 4 beach chairs, a beach cart, and a beach umbrella, plus all bath towels, beach towels, and linens—just pack your bags and enjoy island time ☀️🐚 🚗 Parking Information Parking is available for up to 3 vehicles maximum. Please plan ahead and coordinate with your group accordingly. 🌙 Friendly Island Reminder This home is located in a residential neighborhood. We kindly ask guests to be respectful of our neighbors by keeping noise at a considerate level day and night. Thank you for helping preserve the peaceful island atmosphere 🌺

Palm Paradise~Steps to Shops/Beach~Best location!

Welcome to a stunning waterfront retreat located in the heart of Anna Maria Island. This luxurious 4-bedroom home offers a perfect blend of comfort and elegance, making it an ideal getaway for families or groups of friends seeking relaxation and adventure. With a spacious layout, this property comfortably accommodates up to 10 guests. Beds include 2 kings, 1 queen, 2 bunk beds. Amenities include sauna, balconies, heated pool, Roku Tv's, fully equipped kitchen. Book now! The space Luxury, Luxury, Luxury! Welcome to your vacation rental, a stunning home nestled in the heart of Anna Maria Island, where the serene intercoastal channel waterfront meets luxurious living. This exquisite, post Hurricanes Helene & Milton, renovated 4-bedroom, 4-bathroom home comfortably accommodates up to 10 guests, making it the perfect getaway for families or groups seeking relaxation and adventure. Step inside to discover a beautifully designed space that exudes warmth and comfort. The home features two master bedrooms, each with a king-sized bed, a queen bedroom, and a fun bunk bed room, ensuring everyone has their own cozy retreat. The open-concept living area is perfect for gathering, with ample seating and a smart TV for entertainment. The outdoor space is a true highlight, boasting a private heated pool & hot tub where you can soak up the sun or enjoy a refreshing swim. Pool features 2 small waterfalls, sun loungers and in-water sun loungers. The property also features a sauna for ultimate relaxation after a day of exploring the island. For those who love to stay active, a small gym is available, ensuring you can maintain your fitness routine while on vacation. Relax in the hammock after a busy day, while kids can enjoy the game and hangout room for hours of fun.  The fully equipped kitchen is a chef's dream, complete with modern appliances, a dining area, and all the essentials needed to prepare delicious meals. Enjoy your culinary creations indoors or take them to the outside kitchen for al fresco dining with a view of the pool. Safety and comfort are prioritized with features such as air conditioning, heating, and enhanced cleaning practices. The property is also pet-friendly, allowing you to bring your furry friends along for the adventure. (fees apply) Located just moments away from the beautiful beaches, local shops, and dining options, this property is the ideal base for exploring all that Anna Maria Island has to offer. Whether you're looking to relax by the pool, enjoy water sports, or indulge in the vibrant local culture, this property has it all. Don't miss out on the opportunity to create unforgettable memories in this luxurious retreat. Book your stay today! Other things to note • No smoking • No parties or events • Check-in is anytime after 4:00 PM • Minimum rental age of 25 • For a confirmed reservation, it is mandatory to submit a comprehensive guest list via Airbnb messaging. • Guests will receive a rental agreement which must be signed and returned to the host prior to arrival. • Nightly rate based on standard occupancy rate, additional occupancy fees may apply.  • Hourly rates may apply for early check in or late check out.  • We are happy to accommodate pets and charge a pet fee per pet per stay. For stays of up to 7 nights, a one-time fee is applied and paid separately after booking confirmation. For stays longer than 7 nights, an additional fee per pet will apply for each succeeding night. Please contact us before booking to inquire about the applicable pet fee, as it varies based on breed and size. Breed restrictions apply. Due to insurer's policy, the following breeds are prohibited: Akitas Alaskan Malamutes Bull Mastiffs Presa Canarios Chow Chows Doberman Pinchers German Shep- herds Pit Bull Terriers American Staffordshire Terriers Rottweilers Siberian Huskies Wolf/Dog hybrids Belgian Malinois American bully Alsatian mixed breeds linked to any of the breeds described in this schedule any trained attack or fighting dog Please inquire for specific details

New Luxury Getaway on Anna Maria Island

Elevated coastal living on Anna Maria Island. This canal-front 4BR/4BA estate sleeps 10 across two king master suites, a queen room, and a family bunk room. Heated pool under ambient lighting, hot tub, private sauna, gym, and a full-scale outdoor mini-golf course. Shaded poolside patio for al fresco dining. Chef's kitchen. Direct Gulf access from your private boat slip. Sunrise coffee on the dock, sunset swims. Bean Point Beach 3 minutes away. Pet-friendly. The space Highlights ☀ Canal front with private boat slip ☀ Heated pool with ambient lighting ☀ Relaxing hot tub ☀ Private sauna & Gym ☀ Outdoor mini-golf for all ages ☀ Poolside dining terrace w/ smart TV and grill ☀ Smart Roku TVs ☀ Two master suites with king beds & ensuite bathrooms ☀ Queen suite & fun bunk room for families ☀ Fully equipped kitchen with modern appliances ☀ Air conditioning & central heating throughout ☀ Washer & dryer for convenience ☀ Private driveway parking ☀ Family-friendly entertainment spaces ☀ High-speed WiFi throughout ☀ Pet-friendly ($200 Pet Fee per pet) ☀ Peaceful intercoastal waterfront setting ☀ Coastal-inspired décor & premium linens ☀ Close to beaches, shops & island dining ☀ Enhanced cleaning for peace of mind Approximate Drive Time to Attractions ☀ Canal-front location on Anna Maria Island — direct Gulf access ☀ Bean Point Beach: ~3 min drive ☀ Anna Maria City Pier: ~6 min walk ☀ Bayfront Park: ~10 min walk / short drive ☀ Anna Maria Island Historical Museum: ~9 min walk ☀ The Waterfront Restaurant: ~6 min walk ☀ Sandbar Seafood + Spirits: ~5 min drive ☀ Holmes Beach / Manatee Public Beach: ~11 min drive ☀ Bradenton Beach / Bridge Street (shopping & dining): ~20 min drive ☀ Coquina Beach: ~25 min drive ☀ Leffis Key Preserve & Coquina Baywalk: ~20 min drive ☀ Robinson Preserve (nature trails on mainland): ~25 min drive ☀ De Soto National Memorial: ~25 min drive ☀ The Bishop Museum of Science & Nature (Bradenton area): ~35 min drive ☀ Palma Sola Botanical Park: ~25 min drive ☀ Bradenton Riverwalk (downtown riverfront): ~35 min drive ☀ LECOM Park (Bradenton baseball stadium): ~35 min drive Guest access During your stay, you will have complete and exclusive access to the entire property. Other things to note 1. This unit has a boat slip available with a maximum docking capability of 30ft. Please check send us a direct message for avaliability. 2. The home is professionally cleaned and sanitized between each guest. We ensure that our cleaners are committed to the highest standards of cleanliness. 3. **If you decide to heat the pool during your stay, it will be heated to a very comfortable temperature of 88 degrees if added to your reservation. The heater runs from 8am - 8pm. Please note, the temperature can vary depending on the outdoor temperature (it may not reach peak temperature on colder days) Please contact us at least 24 hours in advance if you would like the pool heated by your arrival** 4. Pet Policy We’re happy to welcome pets! 🐾 • A $200 pet fee applies per pet, per stay. • A pet fee applies per pet, per stay. Please include your pet in the reservation. • Breed restrictions apply due to our insurance policy. Prohibited Breeds (per insurer): Akita • Alaskan Malamute • Bull Mastiff • Presa Canario • Chow Chow • Doberman Pinscher • German Shepherd • Pit Bull Terrier • American Staffordshire Terrier • Rottweiler • Siberian Husky • Wolf/Dog Hybrid • Belgian Malinois • American Bully • Alsatian • Any mixed breed related to these breeds • Any trained attack or fighting dog Additional Notes: - No exotic or dangerous animals are allowed. - No pets with a history of biting are permitted on the property. -Please inquire for specific details or exceptions before booking. 5. **If you are booking our place, please make sure you will be staying at the property throughout the whole reservation since we don’t accept third party bookings. It could result in the cancellation of your reservation with NO REFUND** 6. We provide starter quantities of essential supplies to get you settled. Guests may wish to bring or purchase additional items for longer stays.

Waterfront | Dock + Mini Golf | Pool, Spa, Sauna

When you open your door and step out, you will enjoy your own private white sandy beach, with sparkling blue/green, Gulf/Bay water. The location and view are incredible, only a blocks walk, to the famous Anna Maria City Pier, Pine Avenue, restaurants boutiques and shops. Enjoy kayaks, paddle boards and bicycles, all FREE, for our guests. Come and enjoy paradise! There is only one camera located at the front entrance (street side). The space An "Old Florida" family home, built on Anna Maria, before all the giant new homes have taken toll. Enjoy a piece of " Old Florida"charm, stay in this completely remodeled home, directly on the water and beach. The house has 4 bedrooms and 4 baths, with showers and towels. All four bedrooms have new King size beds, all linens are provided. There is a huge porch, facing the water and it has a large pull out queen-size sofa, available for sleeping. You will find a very comfortable living room, with a water view and a large smart tv, an open kitchen, with an oven, refrigerator, dishwasher, stove and microwave. Have your meals or coffee, while you eat or drink over an ole pine dinning table, with 8 nautical antique chairs, surrounded by mounted fish, on the walls. Mosey on out to the large porch, right on the water. It's a great spot, while still being inside in the cool AC, to watch through the big picture windows, all of the activities going on outside, on the beach and water, enjoy the large screen TV. Most likely, you will see boats of all sizes, jet skiers, paddle boarders, kayakers and of course, in the distance, the famous Sunshine Skyway Bridge and its nightly light show. Our family, has always enjoyed playing, the many board games, that are available at the house. Enjoy a game of gin rummy, canasta or chess, as we watched the dolphin and manatees often swimming, right out our window. Step outside and be on the deck, there are numerous patio lounge and rocking chairs available, sit on the deck table, enjoy your snacks, coffee or afternoon drinks. We know you will have a great stay at "AMISKYVIEW" ...........Make lifelong memories. Have fun. Welcome! Guest access Our house is completely open, for our guests, to enjoy. This house is wheelchair-friendly with ramps leading inside, outside, and throughout the house. Beach access and deck access is available. Other things to note Anna Maria Island is well known for guests using street legal rental golf carts. Guests enjoy, riding up and down the island, stopping at shops and restaurants. And best of all, it's wonderful in finding a parking space. I have a good friend who owns a really nice golf cart, jet ski and fishing charter business. He offers a nice discount to my customers. He will deliver and pick up the golf carts at the house. If you have any interest in renting any of these, please contact me and I will give you the information or have him contact you. The Anna Maria City Pier.... If you feel the urge or have children wanting, to go fishing... The Anna Maria City Pier offers free fishing, you don't need a license. The Pier sells, bait, tackle and has a snack-bar. **DISCLOSURE** Please be advised that there is a camera monitoring the front door of AMISKYVIEW. This camera is installed for security purposes to ensure the safety of our guests and the property. The camera is located at the front entrance (street side) and records video footage of the area immediately outside the front door. No other areas of the property, including the interior, are under surveillance. Your privacy and comfort are our top priorities, and we appreciate your understanding.

ami skyview

Sato Real Estate: Island Faces Selling & Renting Island Places The space Welcome to Anapauo Beachhouse! Pronounced ahn-ap-ow’-o, it is a Greek word meaning to give rest, refresh, recover and collect strength. Come rest and be refreshed in one of the most beautiful and family friendly homes on the island! This luxurious home is stocked with everything you need for the perfect beach vacation. The Anapauo Beachhouse will certainly live up to its name!  You can't beat the location and view of this house! It is steps from the famous Anna Maria City Pier and historic Pine Avenue, and across the street from the turquoise waters and sugar white beaches of Tampa Bay. This beautiful and completely renovated beach home gives you an opportunity to sit back and enjoy an unobstructed view of Tampa Bay. The incredible water view is available from balconies off the main floor and from the two master bedrooms above.   If your idea of a vacation is relaxing and laying around a pool, this is the perfect house for you! The extremely spacious private pool area is situated behind the house surrounded by beautiful landscaping and palm trees. You'll never tire of swimming in the heated saltwater pool and hanging out in this beautiful pool area, the pool basketball hoop is a hit too! There is also a covered deck behind the house overlooking the swimming pool that gives you a great vantage point to watch the kids in the pool or entertain a group outdoors.  Are you done with the pool and looking for other activities and entertainment options? Work on your putting stroke on the four hole putting green, challenge some friends to a game of bocce ball, enjoy a board game or puzzle, grab the tandem kayaks or stand-up paddleboards and walk across the street to the beach, or explore the island on one of the bikes. There are bikes for everyone! Men's bikes, women's bikes, kids bikes, even a tandem bike! And please check out the list below for many other items included with the house at no charge!  Come and enjoy paradise at Anapauo Beachhouse!  House items included at no charge: Putting green with four holes Adult and kids golf putters, golf balls BBQ grill propane Two adult bikes  Beach items included at no charge: Two tandem kayaks Two stand-up paddleboards Adult and child life jackets Boogie boards Beach wagon Beach cooler Beach chairs Beach toys  *Please note: 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.  ***OVERCROWDING CONSEQUENCES*** Maximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.

Anapauo Beachhouse: Million dollar views of Tampa

Anchor Splash is a 4 bedroom/3 bathroom private, updated home on the north end of AMI and a short walk to the white sand beaches. This home has a private heated pool with spa and is walking distance to shopping/dining of Pine Avenue. You will find the open living area complete with 2 queen pull-out sofas where you can relax and unwind after a day in the sun. This home has a gas BBQ grill, washer and dryer, an EV Charger, and a beach cart with beach chairs/umbrella for use during your stay. The space If you’re looking for the perfect spot to drop anchor on Anna Maria Island— look no further than this spacious four-bedroom oasis. Located on the idyllic north end, Anchor Splash is a short stroll from the white sandy beaches and warm, aquamarine gulf waters. It’s also within walking distance of the delicious dining and eclectic shopping on Pine Avenue. Featuring the ideal balance of “close-to-everything” and “away-from-it-all” plus a private pool— this is the Anna Maria Island escape your whole family will love.   The front of Anchor Splash is a classic Florida ranch— complete with a cobblestone driveway, carport, and manicured landscaping. A patio with an outdoor dining table leads up to the front door. Once inside, soaring, knotty pine vaulted ceilings and lots of sunny windows create an open, welcoming space. This home has just been completely updated and offers everything you will need for a fun-filled vacation. Comfy sofas and chairs face the large flat screen HDTV. On the other side of the room is the farmhouse-style dining table with seating for eight.  The kitchen is completely open to the living and dining area. It’s the perfect set-up for large families and groups of friends that like to socialize over the morning coffee and muffins or early evening cocktails and snacks. A large, quartz-topped island has lots of casual barstool seating. Bright white cabinets, gleaming quartz worktops, stainless steel appliances, elegant recessed lighting, and a sleek tile backsplash all combine to create a chic, efficient space. You’ll have all you need and more to prepare quick snacks for the beach, lunches by the pool, or complete family dinners.   Down the hallway are four private, peaceful bedrooms— each with its own flat screen television. The first bedroom has two twin-size beds, while the second bedroom has a king-size bed. Bedroom three features a comfy queen-size bed and an entrance that leads out to the pool and patio area. The final bedroom is the luxurious primary suite— complete with a king-size bed and an ensuite bathroom with a step-in shower. There are also two additional full bathrooms that can be accessed from the hallway one features a tub/shower combo while the other has a rain shower.   In the backyard, the dazzling blue pool was designed to take full advantage of the secluded space. Surrounded by lush, swaying palm trees and plenty of lounge chairs, the sun-kissed backyard oasis is the ideal spot to work on your tan or cool off after a day at the beach. Or, move your lounger to the shade of the palm tree and relax with a cool drink and a good book. After dinner, unwind in the hot tub under the stars. Anchor Splash is ideally located, close to the beach and the hustle and bustle of Pine Avenue, while still maintaining the privacy and peace of a luxury north-end home.   Bedrooms and bathrooms: Bedroom 1 features two twin-size beds & flat screen TV Bedroom 2 features a king-size bed & flat screen TV  Bedroom 3 features a queen-size bed, access to the patio & flat screen TV  Bedroom 4 is the primary suite— complete with a king-size bed, flat screen TV & ensuite bathroom An additional full bathroom can be accessed from the hallway This unit comfortably accommodates a group of 10  Parking: There are parking spaces for 3 vehicles in the driveway.  This property features an EV charger for our environmentally savvy guests! For just $7.50 a day, you can charge your electric vehicles right on-site, ensuring you’re always charged up and ready to explore. It's not just about convenience; it's about making a positive impact on the planet while providing top-notch service. So, get ready to plug in, charge up, and embark on eco-friendly adventures with us! For more info or to add EV Charging, contact SeaBreeze Vacation Reservations prior to your arrival.   This property participates in our Professional Linen Program. Agent strives to bring only the best quality experience to our guests. To do so, we provide a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you high-quality linens that are in place and ready for your use upon your arrival. These high-quality linens are laundered in a commercial setting that uses only hypoallergenic, perfume & dye free soaps assuring all of our guests a comfortable stay.  With all SeaBreeze Vacation properties, we think of the little things to make your vacation special. Included to get you started are the following:  Per Guest: 1 Bath Towel, 1 Hand Towel, 1 Washcloth, 1 Pool/Beach Towel Per Full Bathroom: 2 Rolls of Toilet Paper, Hand Soap, Shower Products Set (including trial size shampoo, conditioner, shower gel, and body lotion), Cosmetic Cloth, Bath Mat Per Kitchen: 2 Rolls of Paper Towels, Hand Soap, Dish Soap, Sponge, Dishwasher Pods (x4), Laundry Detergent Pods (x4), All-Purpose Disinfectant, Microfiber Cloth, 2 Kitchen Towels  We also offer a range of supplemental services including pre-stock grocery shopping and babysitting. These are available for a small additional fee and will be waiting in the home on your arrival.  You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.  *Please, no pets are allowed at this property! The owner has a severe allergy.* Guest access Door codes and access details will be provided three days before check in. We will also send you a reminder text on the day of arrival so you will have the important details at your finger tips.

Pool/Spa - Anchor Splash by SeaBreeze Vacation

Welcome to the perfect Anna Maria Island home on prestigious North Shore Drive. Overlooking a canal lake, Sunset Shore offers a serene escape just 2 blocks from the Gulf's legendary white sand beaches and steps away from Pine Ave's vibrant shops and restaurants. Explore the island easily with the nearby free AMI trolley, connecting you to the City Pier, all the way south on the island to Coquina Beach, and all attractions in between. It's a perfect blend of coastal relaxation and convenience! The space Indulge in the private heated saltwater pool, complete with a swim-up table and shallow sunning shelf. The spacious wrap-around pool deck offers a perfect setting for relaxing with family and friends, while you enjoy peaceful views of the lake. Enhancing the ambiance are unique potted palm trees that provide additional shade. Fire up the Gas grill and savor your favorite meals under the Florida sun! Sunset Shore has four bedrooms and three full bathrooms. The main floor bathroom features a tub with newly remodeled surround; the second and third bathrooms upstairs include luxurious fully tiled showers. The bedrooms are designed for comfort and include a king bed in the Primary Bedroom and Bedroom 2, a queen bed in Bedroom 3, and a full-over-full bunk bed with twin trundle in Bedroom 4. Additionally, there is a comfy queen sleeper sofa in the Living Room. Stay connected with our complimentary high-speed wireless internet, and unwind in the living room and all bedrooms with smart, flat-screen TVs with cable TV plus all streaming services available for you to sign in. Whether you're eager to watch a long-awaited movie or catch an exciting sports game, we've got you covered! We are thrilled that you've chosen Sunset Shore as your vacation destination. Book your stay with us now for an unforgettable Gulf Coast getaway on Anna Maria Island. Other things to note The Layout of the home is as follows: 1st Floor: Living Space (with Queen sofa sleeper) Kitchen Dining Space Bathroom 1: Hall bathroom with tub/shower 2nd Floor:  Bedroom 1 (Primary): King Bed Bedroom 2: Full over full Bunk Bed w/ pull-out trundle underneath Bathroom 2: Hall bathroom with walk-in shower Bedroom 3: King Bed Bedroom 4: Queen Bed Bathroom 3: Hall bathroom with walk-in shower Starter rolls of paper towels, toilet paper and trash bags are provided, plus dish soap, dishwasher pods and laundry detergent as well as travel-sized shampoo, conditioner, hand soap, and body wash. Any additional items that you may need during your stay can be purchased at one of the local grocery stores. The pool is heated from approximately mid-October to Easter and is set at 85 degrees. During especially colder weather, we are unable to guarantee that the pool can maintained to the desired temperature. Driveway parking includes up to 2 vehicle + a golf cart. There is street parking as long as all 4 wheels are off the pavement in designated parking zones. Dogs 25lbs or less are welcome; a $125 Pet Fee is required; no dangerous breeds allowed and no more than 2 dogs. Dogs that are not disclosed will result in additional cleaning charges to your reservation. Cats are not allowed.

༄ Sunset Shore on Anna Maria Island ༄

214 Oak Ave, Anna Maria, FL 34216 Location! On a Canal, 1.5 Blocks to Beach! 4 Bed / 4.5 Bath 4 King Beds Private Heated Pool & Spa Outdoor Shower Hammock Elevator Covered Poolside Entertainment Lounge with Bar & TV Gas Grill Canal Front with Dock Access Fire Pit Table with Adirondack Chairs Putting Green Pool, Ping Pong & Cornhole Keurig & Drip Coffee Makers Professional Linen Service, Washer & Dryer Complimentary WIFI Beach Towels, Chairs, Wagon Parking for 5 Cars VR21-000072 The space Manatee Lookout by Anna Maria Life Vacation Rentals 214 Oak Ave, Anna Maria, FL 34216  What You'll Love About This Home: Location! On a Canal, 1.5 Blocks to Beach! 4 Bed / 4.5 Bath 4 King Beds Private Heated Pool & Spa Outdoor Shower Hammock Elevator Covered Poolside Entertainment Lounge with Bar & TV Gas Grill Canal Front with Dock Access Fire Pit Table with Adirondack Chairs Putting Green Pool, Ping Pong & Cornhole Keurig & Drip Coffee Makers Professional Linen Service, Washer & Dryer Complimentary WIFI Beach Towels, Chairs, Wagon Parking for 5 Cars  Details: Located on the North End of the island and on a canal, Manatee Lookout is a quick walk to the sugar sand beaches of Anna Maria. The Gulf of Mexico is calling your name!  Load up the elevator with your luggage and let your vacation begin. The second level features the kitchen, living and dining rooms and the four bedrooms. With plenty of seating options for dining, there is room for everyone to enjoy a meal inside or outside on the patio while enjoying the island breezes.  Each guest room is furnished with a king-sized bed and includes an ensuite bathroom. One of the guest rooms has access to a balcony and each bedroom includes a TV, and crisp linens and plush towels from our professional linen company.  Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.  The sparkling pool and spa are highlights of the resort style backyard. Additional amenities include an outdoor shower, chaise lounges, and a fire pit table with Adirondack chair seating The covered poolside entertainment area provides relaxation out of the sun with a TV, bar, lounge furniture, and ping pong and pool tables. Guests will also enjoy the putting green, cornhole and private dock on the canal.  Manatee Lookout is easy walking distance to many shops and restaurants, and to the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!  Bedroom 1 - King bed, ensuite bathroom, balcony access, TV on Floor 2 Bedroom 2 - King bed, ensuite bathroom, balcony access, TV on Floor 2 Bedroom 3 - King bed, ensuite bathroom, TV on Floor 2 Bedroom 4 - King bed, ensuite bathroom, TV on Floor 2  Please Note: Pets are not allowed in this home. Amenities are subject to change. The owner's boat is on the boat lift. The remainder of the dock can accommodate a 25' boat.  Driveway parking is available for a maximum of 5 cars. Parking for additional vehicles is not available.  DISCLAIMER: Depth of the canals and channels vary depending on tides, weather, and other circumstances beyond our control. At times this can result in a water level that is too low to support watercraft. It is the responsibility of the guest to review forecasts and make alternate arrangements for watercraft as necessary.  You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is eight.  VR21-000072 Other things to note Please make sure to review the cancellation policy for your reservation.   AirBnB offers travel insurance which can be added to your reservation. Travel insurance is strongly recommended to help protect your vacation investment in the case of unexpected circumstances.  Please note the item ""Cleaning Fee"" includes the following:  Cleaning Fee Linen Fee Administration Fee Security Deposit Waiver Fee  Also, the item ""Service Fee"" is a fee charged by AirBnB. This fee helps them run their platform and gives them ability to offer different services such as 24/7 support during your trip."

Manatee Lookout: Canal Front, Pool, Spa, Dock

Welcome to Acqualuxe 🌊✨ — your luxury escape on AMI’s Willow Ave, a waterfront street lined with upscale coastal homes. 🌴 Relax in a true resort-style backyard featuring a heated pool and spa, sun shelf, outdoor lounge, firepit, game area, and private dock with direct access to Tampa Bay and the Gulf. 💫 Inside, 4 king bedrooms and a custom bunk room, designed with comfort and modern coastal style — and you’re just a short walk to the beach, restaurants, bars, and local hotspots! The space 🌴Step into your private backyard paradise where the heated pool and spa overlook a peaceful canal. ⚓️Private dock with quick boating access to Tampa Bay & the Gulf (Boats up to 30’) ☀️In-water loungers & shallow sun shelf for effortless relaxation 🍹Covered outdoor lounge with dining area, Smart TV & bar 🔥Firepit for cozy evenings under the palms 🎱Game area plus yard space for outdoor fun 🏝️Whether you’re swimming, sunbathing, fishing, or unwinding with sunset cocktails, this outdoor space is designed for memories. 🌟 Highlights 🌊 7-minute walk to the beach 🏖️ Beach gear included — chairs, umbrella, wagon & cooler 🛍️ Walk to shopping, restaurants & bars 💦 Heated pool & spa with tranquil water views 🔥 Cozy firepit for evening hangs 🎣 Fish from the private dock 🛥️ Boaters welcome — bring your boat (up to 30’) 🎱 Pool table + Cornhole 🕹️ Arcade Game 💫 Bedrooms & Baths 🛌Primary King Suite (Upper Level) Private balcony overlooking the canal Smart TV Walk-in closet Luxury en-suite wet room with soaking tub & walk-in shower 🛌Second King Suite (Main Level) Smart TV Private en-suite bath 🛌Third King Suite (Main Level) Smart TV Private en-suite bath 🛌Custom Bunk Room (Upper Level) One king bed + two twin beds Smart TV Private en-suite bath Perfect for families or groups Half Bath Conveniently located off the main living area 🏠 Layout & Living Space 📍Ground Level Garage, foyer, and elevator access. The home features a private residential elevator. To help preserve this amenity, elevator access is available upon request prior to arrival. A one-time $149 activation fee applies. Elevator will remain non-operable unless requested ahead of time. 📍Main Level Open-concept living, dining & kitchen with water-view deck Two king bedrooms with private en-suite baths Game room with pool table and lounge seating 📍Upper Level Primary king suite + custom bunk room Both with private en-suite baths and balconies overlooking the canal 🤩Why Guests Love Acqualuxe ✨One of the best locations on Anna Maria Island ✨Quiet, upscale street just steps to the Gulf ✨Resort-level amenities rarely found in private homes ✨Perfect home layout for families & groups ✨Designed for luxury, comfort, and easy island living Guest access Guests have access to the entire home. The home features a private residential elevator. To help preserve this amenity, elevator access is available upon request prior to arrival. A one-time $149 activation fee applies. Elevator will remain non-operable unless requested ahead of reservation. Other things to note 🏖️Exploring Anna Maria Island is part of the fun! From Acqualuxe, you’ll be just a 7 minute walk to the beach and centrally located near restaurants and shops. 🚙 Golf Carts: A favorite way to get around the island — and this location is prime for it! We recommend Coastline Shuttle Services for direct to your driveway delivery of Golf carts. 🚌 Free Island Trolley: Runs the length of Anna Maria Island daily and is a great way to explore without driving. Download the MyStop App for routes and wait times. ✅ Effortless Checkout Your departure should be as relaxing as your stay. There’s no need to strip the beds, start laundry, or wash dishes — our team will take care of everything. We believe your vacation should feel like a true break, from start to finish. 🅿️ Parking: The home offers free on-site parking for four cars for your convenience. ✈️ Airport Transfer: We reccomend Coastline Shuttle Services for all group sizes! Mention Host “Ashley” for a discount. ☀️ No matter how you choose to explore, getting around the island is easy and fun! 💦Pool settings are scheduled & set to 86 degrees. However, when air temperatures drop below 70 degrees, pool temperature may be affected. We unfortunately cannot guarantee pool temperature. ↕️ Elevator access. The home features a private residential elevator. To help preserve this amenity, elevator access is available upon request prior to arrival. A one-time $149 activation fee applies. Elevator will remain non-operable unless requested ahead of reservation. 🌀Hurricane Policy Guest safety is our top priority. In the event of an official hurricane warning issued for our area during your stay or within a few days of your scheduled arrival, we will offer flexible options including rescheduling or a full refund. Please reach out with any concerns—we’re here to help and want you to feel confident booking with us.

Prime Location! Waterfront! Walk to it all! Beach!

Welcome to PalmHaus, a spacious and stylish beach retreat on Anna Maria Island. Designed for comfort and privacy, this modern coastal home is perfect for families and groups seeking a luxury getaway near the beach. Enjoy a private heated pool, jacuzzi spa, and complimentary kayaks. The open layout, fully equipped kitchen, comfortable bedrooms, and outdoor living areas make it easy to relax and unwind. Close to white-sand beaches, dining, and shopping. The space Welcome to PalmHaus, a spacious and stylish beach retreat in the heart of Anna Maria Island. Designed for comfort, privacy and effortless relaxation, this modern coastal home is ideal for families, groups and guests seeking a luxury vacation rental near the beach. Why Guests Love This Home Private heated pool Jacuzzi spa Complimentary kayaks Large open layout for groups Modern coastal design Quiet residential location Close to beaches dining and shopping About the Space This oversized multi level home offers bright open living areas with contemporary coastal finishes and comfortable furnishings throughout. The layout is perfect for spending time together while still enjoying privacy and space to unwind. The home features spacious living areas ideal for relaxing after beach days, a fully equipped kitchen with ample seating for meals, comfortable bedrooms designed for restful nights, and multiple balconies and covered outdoor areas to enjoy the island breeze. Private Outdoor Oasis Enjoy your own resort style backyard, a guest favorite. Relax in the sparkling private pool, unwind in the jacuzzi spa, or lounge in shaded seating surrounded by tropical landscaping for added privacy. This space is perfect for morning coffee, afternoon swims and peaceful evenings. Island Extras Complimentary kayaks are included so guests can explore calm island waters and nearby waterways at their own pace. Location Located on Anna Maria Island, this home offers easy access to white sand beaches, local restaurants, cafes and boutiques, bike paths, water activities and island attractions. Ideal For Family vacations Multi generation trips Friends traveling together Guests looking for space privacy and premium amenities Other things to note ✨ Private Pool Heating – Luxury Comfort Upgrade ✨ To enhance your stay and ensure the ultimate comfort experience, our private pool can be heated upon request. The pool heater operates for a scheduled duration each day — 3–4 hours in the morning and 4–5 hours in the afternoon, customized to your preferred timing for optimal enjoyment. Pool heating is available for an additional $65 per day. This service must be arranged and paid prior to arrival and is non-refundable, as preparation and scheduling are completed in advance. To guarantee availability and proper scheduling, we kindly ask that you notify us at least 3 days before your arrival if you would like to add this luxury upgrade. We are committed to making your stay exceptional and tailored to your comfort. Please let us know how we can personalize your experience. Warm regards, Sonia

PalmHaus Jacaranda

The Willow Inn by Anna Maria Life Vacation Rentals 201 Willow Ave, Anna Maria, FL 34216 1 Block to Beach 4 Bed / 4.5 Bath 3 Kings, 2 Queens with 2 Twin Bunks Heated Pool & Spa In Pool Loungers Adirondack Chairs & Pool Loungers Outdoor Verandah Pool Level Dining for 8 Pool Level Entertainment Area, TV, Fireplace & Ping Pong Elevator Roof Top Deck with Adirondack Chairs Grill Living Room Fireplace Putting Green Washer & Dryer WIFI Beach Towels, Chairs, Wagon Parking for 4 Cars The space The Willow Inn by Anna Maria Life Vacation Rentals 201 Willow Ave, Anna Maria, FL 34216  What You'll Love About This Home: Location - 1 Block to the Beach! Corner of Gulf & Willow! 4 Bedrooms / 4.5 Bathrooms 3 King Beds, 2 Queen Beds with 2 Twin Upper Bunk Beds Heated Pool & Spa In Pool Loungers Elevator (access to all 3 floors) Roof Top Deck with Adirondack Chairs Gas BBQ Grill Living Room Fireplace Putting Green Pool Side Adirondack Chairs & Pool Loungers Outdoor Verandah with Lounge Furniture Pool Level Outdoor Dining Table for 8 Pool Level Entertainment Area with Large TV, Lounge Furniture, Fireplace & Ping Pong Table Professional Linen Service, Washer & Dryer Complimentary WIFI Beach Towels, Beach Chairs, Beach Wagon Parking for 2 Vehicles : Details: Located on the corner of Gulf & Willow, The Willow Inn is one block to the crystal-clear waters of the Gulf of Mexico! With gorgeous outdoor spaces, multiple balconies and living areas, our custom home has everything you need to vacation in style.  The main living level of the home features a living room with a gas fireplace, gourmet kitchen, dining area and sliding glass doors to a balcony overlooking the tropical backyard and pool. A large kitchen island includes bar seating for four. Enjoy a meal at the dining room table which seats eight.  This level also includes two king bedrooms with en-suite bathrooms. The master bedroom features a private balcony, oversized walk-in shower and free-standing bathtub. The second king bedroom also has a walk-in shower. The third level has a separate living area with a TV, wine chiller, and access to the roof top deck where you can relax in an Adirondack chair and take in a peaceful sunrise. The additional bedrooms on this level, one with a king bed and the other with two twins over two queen bunkbeds, have their own private en-suite bathroom. Each bedroom has a TV and includes crisp linens and plush towels from our professional linen company. Your guests will stay connected with complimentary WFI and enjoy all of the comforts of home, including a washer and dryer. The convenience of an elevator provides easy access to each level of the home.  Our sparkling, heated pool is one of the largest private pools on the island and is complete with a spa and in-pool loungers. You will love the putting green, poolside entertainment area with a ping pong table, fireplace, large screen TV and cozy lounge seating. A gas grill and dining table for eight, lend to lovely dinners al fresco. An outdoor shower allows you to rinse the sand from your suit before entering the pool.  The Willow Inn is easy walking distance to Gulf Ave, restaurants, and the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!  Bedroom 1 - King Bed, Ensuite Bathroom, TV - Floor 2 Bedroom 2 - King Bed, Ensuite Bathroom, TV - Floor 2 Bedroom 3 - King Bed, Ensuite Bathroom, TV - Floor 2 Bedroom 4 - 2 Sets of Twin over Queen Bunkbeds, Ensuite Bathroom, TV - Floor 3  Please note: Pets are not allowed in this home. Amenities are subject to change.  You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The maximum occupancy is eight.  VR21-000076 Other things to note Please make sure to review the cancellation policy for your reservation.   AirBnB offers travel insurance which can be added to your reservation. Travel insurance is strongly recommended to help protect your vacation investment in the case of unexpected circumstances  Please note the item "Cleaning Fee" includes the following:  Cleaning Fee Linen Fee Administration Fee Security Deposit Waiver Fee  Also, the item "Service Fee" is a fee charged by AirBnB. This fee helps them run their platform and gives them ability to offer different services such as 24/7 support during your trip.

The Willow Inn: Pool Spa, Game Room, Beach 1 Block

Sweet Caroline by Exclusive Vacations VR23-000009 Welcome to Sweet Caroline, part of our Exclusive Collection. This luxury four bedroom, four and a half bath Anna Maria Island vacation home just one small block from the Gulf beaches. This coastal retreat blends refined design, resort-style amenities, and a relaxed island vibe. Guests can enjoy a private pool and spa, rooftop deck with bay views, and outdoor living and kitchen areas; all within walking distance of the Pine Avenue shops and The space Highlights • 2-minute walk to the beach • 4 Bedrooms / 4.5 Bathrooms • 3 King beds, 1 Full-over-Queen bunk bed • Private pool and spa with tanning deck • Rooftop deck with panoramic bay views • Elevator for guest convenience • Dog friendly with approval and additional fee • Putting green and ping pong table for family fun • 3 parking spaces • Walking distance to Pine Avenue shops and restaurants Exclusive Amenities: • 6-Seat Club Car Cru Golf Cart for guest use • Luxury beach bikes for guest use • Luxury beach chairs and beach cart for guest use • Upgraded bed and bath linens and toiletries • Portable Pack and Play Step outside to your private backyard oasis, where a resort-style pool and spa glisten under swaying palms. The tanning deck invites you to lounge in the Florida sunshine, while a putting green and ping pong table add a playful touch for guests of all ages. Fire up the outdoor kitchen and grill and dine beneath the shaded covered patio with plush seating and a large dining table. Ride the golf cart to the nearby beach, then return to unwind on the rooftop deck, where panoramic views set the perfect island mood. The elevator makes every level easily accessible, and with exclusive AMI Locals Collection upgrades, your stay feels effortless from check-in to checkout. Inside, the open concept great room welcomes you with coastal decor, a comfortable seating area, and a TV for streaming your favorite shows. Sliding glass doors open to a balcony overlooking the pool, creating a seamless indoor-outdoor connection. The modern kitchen features stainless appliances, custom cabinetry, and a large island with bar seating. A family-sized dining table nearby brings everyone together for shared meals and laughter. Each bedroom is thoughtfully designed for relaxation, blending premium comfort with chic coastal style. The primary suite features a king bed, private furnished balcony, and a spa-inspired ensuite with dual vanities, a walk-in shower, and a stand-alone soaking tub behind glass doors. Two additional king guest rooms each include private balconies and ensuite baths with walk-in showers. The bunk room, complete with a Full-over-Queen bunk bed and ensuite with a shower/tub combo, is a hit with younger guests. Room Details • Primary Bedroom (3rd floor): King bed, private balcony, ensuite with walk-in shower and tub • Second Bedroom (3rd floor): King bed, balcony, ensuite with walk-in shower • Third Bedroom (2nd floor): King bed, balcony, ensuite with walk-in shower • Fourth Bedroom (2nd floor): Full-over-Queen bunk, ensuite with shower/tub combo Located in the heart of Anna Maria, Sweet Caroline is steps from Anna Maria Beach and just a short stroll from the boutique shops and waterfront restaurants along Pine Avenue. Explore the island by bike or golf cart, paddleboard through tranquil bays, or book a sunset cruise for a classic Gulf Coast experience. This home accommodates three vehicles and is dog-friendly with prior approval and a pet fee. From its rooftop bay views to its private pool and spa, Sweet Caroline delivers the perfect blend of modern luxury and island ease. Designed for families and groups seeking style, comfort, and convenience, every detail invites relaxation and connection. Book your stay today and enjoy the best of Anna Maria Island living in this stunning luxury beach home! Other things to note This home is managed by AMI Locals, an Anna Maria Island property management company. With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Rental Policies for full details. 3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Locals Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Luxury home! Pool and Spa, Golf cart, and Bikes

Aqua Cove by Anna Maria Vacations Home in Anna Maria, FL VR16-000429 Welcome to Aqua Cove by Anna Maria Vacations, a beautiful canal-front vacation rental featuring 4 bedrooms and 3.5 bathrooms in the heart of Anna Maria Island, Florida. Perfect for families who love boating and beach adventures, this home offers a private pool with spa, boat dock, and game tables for hours of fun. Located just a 6-minute walk to Anna Maria Beach and the shops and restaurants along Pine Avenue. Aqua Cove The space Highlights • Canal front with private dock • 6-minute walk to Anna Maria Beach • 4 Bedrooms, 3.5 Bathrooms • 2 Kings, 2 Twins, 1 Full-over-Full Bunk with Trundle • 6-minute walk to Pine Avenue shops and restaurants • Private pool with in-ground spa • Pool table and ping pong table • Elevator access • 4 parking spaces • Professional Linen Program included Step into your own private tropical paradise. The backyard oasis features a heated pool and spa, surrounded by lush landscaping and sunny lounge areas perfect for relaxing or watching boats drift by. Launch your boat, kayak, or paddleboard from the private 26-foot dock for a day on the water. Afterward, enjoy a family cookout at the outdoor dining area with grill, or challenge friends to a round of ping pong or pool. Aqua Cove offers the perfect balance of relaxation and recreation. Inside, this home radiates coastal comfort with beach inspired decor and an open concept layout ideal for family gatherings. The living area includes plush recliner sofas and TV for movie nights. The fully equipped kitchen features stainless steel appliances, kitchen island seating, and everything you need to prepare home-cooked meals. A formal dining table and balcony seating provide options for both casual breakfasts and sunset dinners overlooking the canal. Retreat to the primary suite, featuring a king bed, private balcony, and luxury ensuite bathroom with a double vanity, soaking tub, and walk-in shower. The second bedroom also includes a king bed and ensuite bathroom with a walk-in shower. The third bedroom offers two twin beds, while the fourth bedroom includes a full-over-full bunk bed with a trundle; perfect for kids or cousins. These two rooms share a hall bathroom with a tub/shower combination, ensuring comfort for every guest. Room Details -Primary Bedroom: King bed, ensuite bath with walk-in shower, soaking tub, double vanity, private balcony -Second Bedroom: King bed, ensuite bath with walk-in shower -Third Bedroom: Two twin beds -Fourth Bedroom: Full-over-full bunk bed with full trundle Guests will enjoy the Professional Linen Program, providing premium bedding, bath towels, and beach towels for your stay. Additional conveniences include a washer and dryer, private elevator, and parking for four vehicles. Explore the island by foot, bike, or golf cart. Pine Avenue’s local boutiques, ice cream parlors, and waterfront restaurants are just minutes away. Spend your days at Anna Maria Beach or venture to nearby Holmes Beach and Bradenton Beach for more Gulf Coast fun. Whether you’re relaxing by the pool, launching your boat for a day on the water, or walking to the beach for a sunset stroll, Aqua Cove delivers the perfect blend of comfort, adventure, and island charm. Book your stay at Aqua Cove today with Anna Maria Vacations, your trusted source for family-friendly Gulf Coast vacation rentals! Other things to note This home is managed by Anna Maria Vacations, an Anna Maria Island property management company. This property participates in our Professional Linen Program. In Anna Maria Vacation's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to enhance your enjoyment better while staying here. This luxury amenity provides you with high-quality linens, including bedding, bath towels, washcloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed commercially using the latest and best technology. This property does not allow pets of any kind. 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Anna Maria Vacations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Canal Retreat Near Beaches and Shops - Aqua Cove

CabAnna Maria is a newly renovated 4 bedroom, 4.5 bath house, that sleeps 8 (max) comfortably, a quick 450 ft to the pristine sands of AMI beach. 3 king bedrooms w/ en-suite baths and large TVs. 4th bedroom has a twin over full bunk. Common bath has a tub. Open spacious living room w/large comfy couch and a 75" TV. 1/2 bath on pool level, cabana with TV, sink & fridge. Beach chairs, umbrellas, bikes, SUP, kayak & more. Linens, beach towels and toiletries provided. Managed by Doreste Properties

CabAnna Maria Beach Block 4 Bedroom 4.5 Bath

🌅 Meet Me at Sunset is a 4BR/4.5BA beach-boho villa just 3 homes from the Gulf 🌊. Enjoy a heated pool & spa, private balconies, ping pong 🏓, outdoor grill 🍽️, and dog-friendly stays 🐾. Walk to Pine Avenue shops & dining 🛍️, hop on the AMI trolley 🚎, or bike the island 🚲. Beach chairs & cart provided 🏖️. Perfect for families or friends seeking the ultimate Anna Maria Island getaway ☀️🍹. The space 🌅 Welcome to Meet Me at Sunset 🐚 109 Palmetto Ave | Anna Maria Island, FL Escape to Meet Me at Sunset, a stunning 4BR / 4.5BA beach-boho villa just three homes from the Gulf—no busy roads to cross! Enjoy private balconies, a heated pool with spa, ping pong, and outdoor grilling, plus dog-friendly stays with prior approval 🐶. Walk to Pine Avenue’s shops and dining, hop on the free AMI trolley, or explore the island by bike 🚲. ✨ Highlights • Just 3 homes from the beach 🌊 • Private heated pool & spa 💦 • Ping pong table for family fun 🏓 • Outdoor grill & covered dining area 🍽️ • Dog-friendly with approval and fee 🐾 • Walk to Pine Avenue shops & restaurants 🛍️🍦 • Beach chairs and cart provided 🏖️ 🏡 Island Comfort & Style Step inside to airy, light-filled interiors featuring a chef’s kitchen with quartz countertops and high-end appliances, open living and dining areas, and seamless indoor-outdoor flow 🌴. Relax on the balcony, enjoy movie nights, or gather for family meals 🍹. 🛏️ Bedrooms & Baths • Primary Suite (3rd Floor): King bed, smart TV, ensuite with soaking tub + shower 🛁 • 2nd & 3rd Bedrooms: King beds with ensuite walk-in showers • 4th Bedroom: Full-over-full bunk with ensuite bath—perfect for kids 🌴 Outdoor Oasis Soak up the sun in your resort-style heated pool and spa, dine alfresco under the covered patio, or play ping pong with family and friends 🎾. Beach chairs and a cart make trips to the Gulf easy. 🌊 The Island Experience From fishing at Historic City Pier, kayaking in the bay, birdwatching, or sunset cruises, Anna Maria Island offers endless activities. With calm Gulf waters, tropical breezes, and a prime location, Meet Me at Sunset is your ultimate island getaway ☀️🏖️. Guest access Guests have full access to the entire home, including a private heated pool/spa and a fully fenced backyard—perfect for relaxing, entertaining, and enjoying your own secluded space. Other things to note 🏖️ Beach-Ready Convenience 🌴 To make your stay effortless, the home is fully stocked with 6 beach chairs, a beach cart, and a beach umbrella, plus all bath towels, beach towels, and linens—just pack your bags and enjoy island time ☀️🐚 🚗 Parking Information Parking is available for up to 4 vehicles maximum. Please plan ahead and coordinate with your group accordingly. 🌙 Friendly Island Reminder This home is located in a residential neighborhood. We kindly ask guests to be respectful of our neighbors by keeping noise at a considerate level day and night. Thank you for helping preserve the peaceful island atmosphere 🌺

NEW! Meet Me At Sunset! 3 Homes from the Beach!

Brand-new luxury home! Pool, Bikes, close to beach

The Oasis at Palmetto – Steps to Beach & Pool, Spa

Welcome to Island Girl East & West! On Anna Maria Island (Holmes Beach, FL) Managed by Once Upon A Beach Vacation Rentals The space This listing is for BOTH units: Island Girl East & Island Girl West  With room for up to 10 guests, Island Girl East & West is thoughtfully designed for shared experiences and easy island living. Each side of this home mirrors the other, allowing everyone to gather together while still enjoying their own space. Inside, bright open-concept living areas invite conversation, laughter, and long dinners that stretch into the evening. Outside, the deck and pool patio set the stage for laid-back afternoons under the palms.  Perfect for: Families traveling together • Multi-generational groups • Friends seeking shared space and privacy  Highlights - Two complete homes—rent both sides for exclusive use - Heated saltwater pool with sun loungers and outdoor dining - Two king master suites with ensuite baths - Steps to the beach (just five houses away!) - Beach gear credit included - On-site grill, private decks, and tropical landscaping - Washer & dryer in each unit  Interior Spaces - Living Areas: Each home features an inviting living room with comfortable seating and Smart TV—perfect for movie nights or unwinding after a day by the Gulf. - Dining Areas: Gather around dining tables that seat six, or combine both spaces to host a full family meal. - Bathrooms: Four full bathrooms in total, each stocked with fresh linens and thoughtful amenities.  Bedrooms: - Two king master suites, each with private ensuite bath. - One queen bedroom (West unit). - One bedroom with two twin beds (East unit). - Two twin hotel-quality rollaway beds available for groups over eight.  Layout Overview - Island Girl East: King ensuite, twin bedroom, two full bathrooms, open living/dining/kitchen area, washer/dryer. - Island Girl West: King ensuite, queen bedroom, two full bathrooms, open living/dining/kitchen area, washer/dryer.  Together, they offer double the comfort and connection—ideal for families or groups traveling together.  Outdoor Living Step out to a private tropical yard with a heated saltwater pool, surrounded by lush landscaping, sun loungers, and shaded seating areas. Fire up the grill for fresh-caught seafood or enjoy a quiet morning coffee on the deck overlooking the pool.  Just five houses away, a convenient public beach access leads you to the white sands and turquoise waters of Holmes Beach. Return home for sunset swims and stories shared beneath the soft glow of the patio lights.  Kitchen & Dining - Each side of the duplex offers a fully equipped gourmet kitchen with: - Stove/Oven, Dishwasher, Microwave, Refrigerator w/ Ice & Water - Coffeemaker (12-cup), Blender, Toaster, and full kitchenware - Open layout with counter seating and adjacent dining table  Prepare shared meals with ease, or let everyone create their own favorites—there’s plenty of space for both collaboration and comfort.  Additional Amenities - High-speed WiFi - Cable TV - Central A/C & Heat - Linens, towels, hair dryers, and irons provided - Beach gear rental credit included (chairs, umbrellas, carts, bikes, and more) - Professional cleaning between stays  Parking Driveway parking available for 1–2 cars per unit (4 total). Garage is used for storage and not available for vehicles.  At Island Girl East & West, mornings begin with coffee shared across sunlit porches and the gentle hush of waves nearby. Days unfold between the pool and the shore, where laughter drifts as easily as the sea breeze. Evenings bring everyone back together—grilling, storytelling, and soaking in the glow of another island sunset.  Write Your Vacation Story. 🌴 Guest access Guests have exclusive access to both sides of the duplex, including all living areas, pool, patio, and decks. A smart lock system allows for easy, contactless check-in. Other things to note See “House Rules – Additional Rules” for full property policies and details.  Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.  - No Smoking - Pets: Welcome with prior approval; maximum of one pet under 65 lbs - Guests must be 25+ and remain on-site for the duration of the stay - Quiet Hours: 10 PM – 8 AM — please respect our island community - Pool & Spa: Heated to 82–85°F year-round; temperature may vary with weather. Spa, if present, operates as part of the pool system, not stand-alone. - Beach Gear: A rental credit is included with your stay; select items before arrival for delivery. Some items may be on-site but are not guaranteed. - Cleaning & Linens: Professionally cleaned between stays with starter supplies provided. Mid-stay cleans required for stays over 28 days. - Golf Carts: Reserve through Once Upon A Beach Carts for an exclusive guest discount. - Security: Exterior cameras monitor entry points and equipment for safety and occupancy compliance. Cameras do not face private areas. - Accessibility: Homes are not wheelchair accessible; stairs required for entry.  City of Holmes Beach Licenses: VRC17-000038 and VRC17-000039 Max Occupancy: 10 Guests | Max Vehicles: 4 Information deemed reliable but not guaranteed; subject to change or withdrawal without notice.

Island Girl – AMI Retreat w/ Pool & Walk To Beach

Dragonfly Harbour 511 Loquat Dr, Anna Maria, FL 34216 Canal Home! 2 Blocks to Bay! 4 Bed/ 4.5 Bath 3 King Beds, 1 Twin Bed & 1 Set of Twin Bunkbeds Heated Pool & Spa In Pool Loungers Outdoor Shower Dock Access (on Canal) Boat Dock (Up to 50 ft) * lift unavailable for guest use * Corn Hole Foosball, Ping Pong Putting Green Grill Multiple Decks with Seating Rooftop Deck with Patio Dining Set & 360 Views Washer & Dryer WIFI Beach Towels, Chairs, Wagon Parking for 4 Cars The space 511 Loquat Dr, Anna Maria, FL 34216 What You'll Love About This Home: Location! North End Canal Home! 2 Blocks to Bay! 4 Bedrooms / 4.5 Bathrooms 3 King Beds, 1 Twin Bed & 1 Set of Twin Bunkbeds Private Heated Pool & Spa In Pool Loungers Outdoor Shower Dock Access (on Canal) Boat Dock (Up to 50 ft) * lift unavailable for guest use * Corn Hole Foosball Table & Ping Pong Table Putting Green Gas Grill Multiple Decks with Outdoor Seating Rooftop Deck with Patio Dining Set & 360 Views Professional Linen Service & Washer & Dryer Complimentary WIFI Beach Towels, Beach Chairs & Beach Wagon Parking for 4 Cars  Details: Dragonfly Harbor has it all; location, views, games for family fun, boat dock, sparkling pool and gorgeous outdoor spaces. Welcome to your ultimate AMI beach vacation!  Situated on one of Anna Maria's famed canals, you will enjoy the quaint water views while relaxing dockside.  With three levels of decks, including a roof top deck with views of Tampa Bay and the Sunshine Skyway, Dragonfly Harbour delights in sunsets and sunrises. The many glass doors and windows soak the living room in natural light while providing a relaxing vista to watch boats sail by.  The well appointed kitchen will please the chef in the family. Dine inside at the table for six or take a step outside the patio doors and enjoy the island breezes with your meal at the patio dining table for eight.  Guests will have the choice of three king bedrooms or a bedroom with a twin bed and a set of twin bunkbeds. Each bedroom features an en-suite bathroom, a Smart TV, and includes crisp linens and plush towels from our professional linen company.  The huge sundeck overlooks the canal and features an oversized pool with in pool loungers with an umbrella and hot tub. The outdoor shower and many deck chairs complete the poolside vibe. Poolside dining is complete with a patio dining table for four and gas grill. Adirondack chairs on the dock are the perfect place to thrown in a fishing line or read a good book. The 100 ft dock can support a boat up to 50 ft.  Challenge your family to ping pong, foos ball or a game of corn hole and don't forget about the putting green. With so much to enjoy, Dragonfly Harbour will become your favorite island home.  Your guests will stay connected with complimentary WFI and enjoy all of the comforts of home, including a washer and dryer.  Our home is easy walking distance to many shops and restaurants, and the free island trolley stops a few blocks way and travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!  Bedroom 1: King with TV and Ensuite Bath on Floor 3 Bedroom 2: King with TV and Ensuite Bath on Floor 3 Bedroom 3: 1 Twin Bed and a set of Twin Bunkbeds with TV and Ensuite Bath on Floor 3 Bedroom 4: King with TV and Ensuite Bath (shared with hall) on Floor 2  Please note: This home does not allow pets The boat lift and any onsite motorized watercraft are not available for guest use The golf cart is not available for guest use** The fireplace is not operable. Amenities are subject to change. Dock can accommodate boat up to 50'.   DISCLAIMER: Depth of the canals and channels vary depending on tides, weather, and other circumstances beyond our control. At times this can result in a water level that is too low to support watercraft. It is the responsibility of the guest to review forecasts and make alternate arrangements for watercraft as necessary.  You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. Other things to note Please make sure to review the cancellation policy for your reservation.   AirBnB offers travel insurance which can be added to your reservation. Travel insurance is strongly recommended to help protect your vacation investment in the case of unexpected circumstances.  Please note the item ""Cleaning Fee"" includes the following:  Cleaning Fee Linen Fee Administration Fee Security Deposit Waiver Fee  Also, the item ""Service Fee"" is a fee charged by AirBnB. This fee helps them run their platform and gives them ability to offer different services such as 24/7 support during your trip."

Dragonfly Harbour: Canal, Pool, Spa, Rooftop Deck

Sea Vous Play is central located in the north end of Anna Maria Island. Short walking distance to all Anna Maria attractions whether it be the beach, shops, or restaurants. The space 4 Bedroom with ensuite washrooms. Guest access Access to the home is obtained by using a unique 4 digit code which is changed for every guest. Other things to note You won't be disappointed with this new home! This 4 bedroom, 4.5 bathroom home is located in the heart on ANNA MARIA ISLAND! When you come up the stairs or elevator you are greeted by beautiful coastal decors in soft hues of light blues, turquoises, and corals. The open living, dining, and kitchen areas are the perfect spot to host a family meal, game night, or just relax and take a load off. The kitchen has Jenn Air appliances that are accented by a breathtaking glass backs plash, and white custom cabinets! The living room opens up to a spacious back porch that overlooks the spacious freeform swimming pool! The entire home was professionally decorated with luxury and comfort in mind. A dining room sits 8 comfortably, and the kitchen island seats 4. All four bedrooms have en-suite bathrooms. The home is a few blocks walking to Anna Maria's famous shopping district, Pine Ave. If you ever want to leave your private oasis, the home is a short five minute walk to the white sandy beaches!

4 Beds 4.5 Bath with Pool 3 Blocks to Beach

Seaside Maison is centrally located in the north end of Anna Maria Island, a short walk to all of Anna Maria's attractions; whether it be a day at the beach, a little shopping on Pine Street, or a dinner out with family or guests, this house has it all. Guest access Access to the home is obtained by using a unique 4 digit code which is changed for every guest. This code is sent to you 1 week prior to your arrival.

4 Bed 4.5 Bath Family Friendly, 3 Blocks to Gulf

Freckled Fin by AMI Locals VR19-000006 Welcome to Freckled Fin, a vibrant and luxurious four-bedroom, four-and-a-half-bathroom vacation home located just a short walk from the beautiful beaches of Anna Maria Island and the charming boutiques and cafes of Pine Avenue. Designed for comfort and connection, this retreat features a private pool with built-in seating, a soothing spa, and a separate private suite, perfect for families or groups seeking both togetherness and personal space. The space Highlights • 10-minute Walk to the Gulf Beaches • 4 Bedroom and Private Suite / 4.5 Bath • 5 Kings + 1 Queen Sleeper Sofa • Private Pool with Built-In Seating and In-Ground Spa • Covered Patio with Outdoor Dining and BBQ Grill • Two Blocks to Pine Avenue’s Shops and Restaurants • Separate Suite with Private Entrance and Ensuite • Living Areas and Roku HDTVs • 4 Car Parking Limit Step into this tropical oasis and enjoy a spacious open floor plan featuring plush seating, colorful island décor, and seamless indoor-outdoor flow. The main living area is perfect for lounging after a day at the beach or watching your favorite show on the large Roku HDTV. The kitchen boasts stainless steel appliances, beautiful chandeliers, a broad prep island with bar seating, and an adjacent dining space that opens to the patio for breezy alfresco meals. Outdoors, relax in the beautifully landscaped backyard with a private pool and spa, surrounded by palm trees and comfortable lounge seating. A covered patio with plush furnishings and a large outdoor dining table makes this space ideal for family BBQs or evening cocktails under the stars. Room Details -Primary Bedroom, 2nd Floor: King bed, private deck, walk-in closet, and ensuite bathroom with dual vanity, soaking tub, and walk-in shower -Mother-in-Law Suite, 2nd Floor: King bed, ensuite bathroom with walk-in shower, mini-fridge, and private entrance -Third Bedroom, 3rd Floor: King bed and ensuite bathroom with dual vanity and walk-in shower -Fourth Bedroom, 3rd Floor: King bed and ensuite bathroom with walk-in shower -Living Area, 3rd Floor: Queen sleeper sofa and TV With thoughtful amenities, ample sleeping space, and a flexible layout that caters to groups of all sizes, Freckled Fin is the ideal destination for your next beach vacation. Book Freckled Fin today and start planning your dream vacation on Anna Maria Island! Other things to note This home does NOT ALLOW pets. *Please note: 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Luxurious Island Retreat with Pool, Spa and

Bikini Bottom by Anna Maria Life Vacation Rentals 302 Spring Ave, Anna Maria, FL 34216 5 Min to Gulf & Bay 4 Bed / 4.5 Bath Pool & Spa Pool Loungers Outdoor Shower Poolside Lounge Area with Swings & Furniture Pool Level Indoor Living Room with Foos Ball & Ping Pong Outdoor Patio Dining Grill Roof Top Deck with Gulf & Bay Views Cornhole 5 Hole Mini Golf Keurig & Drip Coffee Makers Dog Friendly ($150 + tax per dog) Fenced Yard Beach Towels, Chairs, Wagon Parking for 4 Cars The space Welcome to Bikini Bottom, your dream vacation retreat in the heart of Anna Maria Island! Perfectly situated just a block from Pine Avenue, you'll enjoy being close to shops, dining, and the beach. A quick stroll down Spring Avenue brings you to the sparkling waters of the Gulf of Mexico — paradise is just steps away.  Our three-level beach retreat provides guests with lovely gathering places inside and out. The main living level on floor two consists of the spacious kitchen with island bar seating for six, dining room with a table for eight and living room. Oversized windows allow the sunshine to flood the living space and patio doors provide access to a furnished deck.  The second floor is also home to two bedrooms, one with a king bed and the other with two sets of twin over queen bunkbeds. Each of these rooms have an ensuite bathroom. Two additional king bedrooms with ensuite bathrooms are on level three. Each bedroom has a TV and includes crisp linens and plush towels from our professional linen company.  Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.  End your day on the furnished rooftop deck, the ideal spot to take in a breathtaking Anna Maria Island sunset while gazing out at the Gulf and Bay.  The fun continues downstairs with an indoor game room featuring foosball, ping pong, and a cozy seating area with a TV. Step outside to the heated pool and spa, surrounded by lounge chairs, a shaded lounge area with swings, and a gas grill for easy outdoor dining. Challenge your group to a friendly round of cornhole or try out the private 5-hole mini golf course — perfect for guests of all ages!  Bikini Bottom is dog friendly with a pet fee of $150 plus tax per dog. If you have added a pet to your reservation, the fee including tax ($168) has been included in your total.  Bikini Bottom is easy walking distance to many shops and restaurants, and less than a block to the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!  Bedroom 1: King, Ensuite Bathroom, TV on Floor 2 Bedroom 2: Twin over Queen Bunkbeds (2 Sets), Ensuite Bathroom, TV on Floor 2 Bedroom 3: King, Ensuite Bathroom, TV on Floor 3 Bedroom 4: King, Ensuite Bathroom, TV on Floor 3 Queen Sofa Bed in 3rd Floor Loft  Please note: Amenities are subject to change. Driveway parking is available for a maximum of four cars. Parking for additional vehicles is not available.  You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.   VR20-000056 Other things to note Bikini Bottom is a dog friendly property!   You may add a max of 2 dogs (under number of pets) to your reservation.   Please make sure to review the cancellation policy for your reservation.   AirBnB offers travel insurance which can be added to your reservation. Travel insurance is strongly recommended to help protect your vacation investment in the case of unexpected circumstances.  Please note the item ""Cleaning Fee"" includes the following:  Cleaning Fee Linen Fee Administration Fee Security Deposit Waiver Fee  Also, the item ""Service Fee"" is a fee charged by AirBnB. This fee helps them run their platform and gives them ability to offer different services such as 24/7 support during your trip."

Bikini Bottom: Mni Golf, Games, Dogs, Pool

Blue Marlin by AMI Locals VR18-000106 Welcome to Blue Marlin by AMI Locals, a stunning four bedroom, four and a half bath Anna Maria Island vacation home featuring a private pool, hot tub, and putting green. This luxury beach retreat is perfectly located just a 10-minute walk to the Gulf beaches and two blocks from Pine Avenue, where you can explore local boutiques, cafes, and island dining. Ideal for families, large groups, or guests traveling with pets, Blue Marlin combines modern coastal The space Highlights • 10-minute walk to Anna Maria Beach • 4 Bedrooms / 4.5 Bathrooms • 4 King beds, 2 Queen sleeper sofas • Private Heated Pool and Hot Tub • Putting Green • Pool Table and Outdoor Bar • Pet Friendly (with approval and fee) • 4 Parking Spaces • Close to Pine Avenue shops and restaurants Step into your private backyard oasis, where sunshine and relaxation await. Lounge by the heated pool with beach entry, unwind in the hot tub, or practice your short game on the private putting green. The shaded outdoor entertainment area is perfect for family fun, featuring a pool table, outdoor TV, island bar, and BBQ grill. Dine under the covered patio or sip a tropical cocktail as the island breeze drifts through. With a design focused on outdoor living, Blue Marlin offers everything you need to enjoy Florida’s Gulf Coast lifestyle. Inside, coastal chic meets modern comfort. The open concept living area features plush sofas, a large TV, and seamless access to the deck, creating an inviting space to gather after a day at the beach. The fully equipped kitchen includes stainless steel appliances, quartz countertops, and an expansive island with bar seating for six; ideal for cooking together or enjoying morning coffee. The dining area comfortably seats eight, perfect for shared meals or family game nights. The primary bedroom provides a private retreat with a king-sized bed, private balcony, and a spa-inspired ensuite bathroom complete with a double vanity, walk-in shower, and a soaking tub. The second bedroom, connected to the main house by the deck, features a king bed, a wet bar with a wine and beer cooler, and a private ensuite bathroom. On the upper floor, two additional bedrooms each include king beds and ensuite bathrooms with walk-in showers. Every space has been thoughtfully designed for comfort and relaxation, ensuring a restful night’s sleep after your island adventures. Room Details -Primary Bedroom, 2nd Floor: King bed, ensuite bathroom with dual vanity sinks, walk-in shower, and soaking tub -Second Bedroom, 2nd Floor: King bed, wet bar, ensuite bathroom with walk-in shower -Third Bedroom, 3rd Floor: King bed, ensuite bathroom with dual vanity sinks, walk-in shower -Fourth Bedroom, 3rd Floor: King bed, ensuite bathroom with walk-in shower -Loft: Queen Sleeper Sofa -Living Area: Queen Sleeper Sofa Guests can enjoy easy access to the Anna Maria Island trolley, which makes exploring nearby attractions like Bean Point Beach and Bradenton Beach effortless. The home is pet friendly, welcoming dogs with prior approval, so your furry family members can join in the fun. Whether you’re looking to kayak in the bay, shop along Pine Avenue, or take a short drive to Holmes Beach and Coquina Beach, Blue Marlin places you near it all. From the resort style pool and spa to its prime location near Pine Avenue and the beach, Blue Marlin by AMI Locals offers the perfect blend of luxury, comfort, and coastal charm. Ideal for family vacations, group getaways, or pet-friendly stays, this home invites you to relax, reconnect, and make unforgettable memories. Book your stay today with AMI Locals and make your dream beach vacation a reality! Other things to note 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. With host approval before check-in, this property accepts dogs only. Breed and weight restrictions apply. (No cats or other animals are allowed). An additional pet fee will apply. See our Rental Policies for full details. This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Pool and Putting Green! Near Beach - Blue Marlin

Incredible Modern Home with Pool - Daiquiri Deck

Welcome to Sea La Vie Beach House! On Anna Maria Island (Anna Maria, FL) Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated boutique vacation rental agency. The space Where connection meets calm, Sea La Vie Beach House brings family, friends, and loved ones together in a space designed for comfort, laughter, and easy island living. Nestled along a peaceful canal with direct access to the Bay and Gulf, this home blends modern elegance with warm hospitality — the perfect setting to create your next island story.  Perfect for: families gathering for quality time, friends celebrating together, and groups who love boating and outdoor living.  Highlights - Canal-front location with private dock and bridge-free access to the Bay and Gulf - Heated private pool and spa with sun shelves, spillover spa, and in-pool table - Open-concept living area with vaulted ceilings, sectional sofa, and canal-view balcony - Four en-suite bedrooms including a King master suite with spa-style bathroom - Game room with ping pong table and lounge space - Outdoor living area with fire pit, grill, TV, and porch swing - Elevator access (home not ADA accessible) - Located on the peaceful north end of Anna Maria Island, close to Pine Avenue and beaches  Interior Spaces Step inside and feel instantly at home in the expansive living space, where natural light and vaulted ceilings create a sense of openness and ease. The main living area features a large sectional sofa, Smart TV, and glass doors that open to a private balcony overlooking the canal — the perfect backdrop for morning coffee or evening conversation.  The chef-inspired kitchen features top-of-the-line Jenn-Air appliances, a gas stove, double oven, quartz countertops, and a wine cooler. The oversized island with seating for 4 compliments the dining table for 8, inviting everyone to gather and share meals together.  Each bedroom is thoughtfully designed for comfort and privacy:  - Primary King Suite: Canal-view balcony access, walk-in closet, Smart TV, and spa-inspired en-suite bathroom with soaking tub, walk-in shower, double sinks, and separate toilet area. - King Guest Room: En-suite full bath with walk-in shower. Clothing Storage. Smart TV. - Two Queen Bedrooms: Each features an en-suite full bath with walk-in shower. Smart TV. Clothing Storage. - A powder room and laundry room complete the main level for added convenience.  Layout Overview - Ground Level: Garage, bonus game room with ping pong table and access to the pool and patio. - Main Level: Open-concept living, dining, and kitchen area with canal-view balcony; four en-suite bedrooms; laundry room; and half bath.  Outdoor Living Life here naturally flows outdoors. The private heated pool and spa feature sun shelves, a spillover spa, and an in-pool table — perfect for lounging in the water. A travertine deck lined with seating, sun loungers, umbrellas, and lush tropical landscaping makes it easy to unwind in style.  Gather around the outdoor dining area or relax in the shaded lounge with a TV, porch swing, and propane fire pit. After a beach day, rinse off in the outdoor shower and settle into the evening as boats glide quietly along the canal.  For those bringing a boat, the private dock offers tie-offs for large vessels and bridge-free access to open water. It’s an ideal launch point for fishing, kayaking, or exploring the Gulf’s sparkling blue horizon.  Additional Amenities - Air conditioning and heat - Wireless internet and cable TV - Smart TVs throughout - Premium linens, plush towels, hair dryer, iron, and ironing board - In-home washer and dryer - Beach gear rental credit included (chairs, umbrella, cart, bikes, games, and more) - Some beach gear may be available onsite but is not guaranteed  Parking 2-car garage plus driveway parking for 2 additional vehicles.  At Sea La Vie Beach House, life slows down and connection comes easily — whether you’re sharing laughter by the pool, watching the boats drift by, or gathering around the table after another day in the sun. Write your vacation story where the water, the warmth, and the people you love all come together. Guest access Guests have full access to the home, pool, dock, and outdoor spaces. Smart lock entry makes check-in easy and flexible. Other things to note See “House Rules – Additional Rules” for full property policies and details.  Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.  - No Pets / No Smoking - Guests must be 25+ and remain on-site for the duration of the stay - Quiet Hours: 10 PM – 8 AM — please respect our island community - Pool & Spa: Heated to 82–85°F year-round; spa (if available) operates as part of the pool system. - Beach Gear: A rental credit is included with your stay; select items before arrival for delivery - Cleaning & Linens: Professionally cleaned between stays with starter supplies provided; mid-stay cleans required for stays over 28 days - Golf Carts: Reserve through Once Upon A Beach Carts for an exclusive guest discount - Security: Exterior cameras monitor entry points and equipment for safety and occupancy compliance - Accessibility: Home is not wheelchair accessible; stairs required if elevator unavailable.  Elevator Note This home includes a residential elevator for guest convenience; however, please note that elevator operation is dependent on third-party service providers. In the event the elevator becomes inoperable during your stay, repair timelines cannot be guaranteed, and stairs will be required for access to upper levels.  City of Anna Maria Vacation Rental License: VR18-000092 Max Occupancy: 8 Guests | Max Vehicles: 4 Information deemed reliable but not guaranteed; subject to change or withdrawal without notice.

Sea La Vie Beach House - Pool, Spa & Dock

Paradise on Pine by AMI Locals VR20-000052 Welcome to Paradise on Pine, a spectacular four bedroom, three and a half bath waterfront vacation home located in the heart of Anna Maria Island. Featuring a private pool, boat dock, and elevator access, this home offers the perfect blend of island luxury and laid-back charm. Just a 10-minute walk to the beach and steps from Pine Avenue’s boutiques and restaurants, this modern retreat is designed for families and friends seeking the ultimate The space Highlights • Waterfront home with private dock • 10-minute walk to the beach • 4 Bedrooms / 3.5 Bathrooms • Private Pool • Elevator Access • Tesla Universal Wall Connector (both NACS and J1772 compatible) • Dog Friendly (with approval and fee) • Outdoor Dining and BBQ Grill • 4 Parking Spaces • Near Pine Avenue shops and restaurants Your private backyard oasis awaits, complete with a sparkling pool, covered patio, and canal views. Lounge under the Florida sun, grill fresh seafood, or dine outdoors as boats drift by. The private dock accommodates vessels up to 35 feet, making it perfect for fishing, kayaking, or launching a paddleboard adventure through the bay. For guests driving electric vehicles, a Tesla Universal Wall Connector is available; both NACS and J1772 compatible, delivering up to 48 Amps. This advanced charger accommodates all North American EVs, offering convenient and eco-friendly charging during your stay. With its modern amenities and tropical surroundings, Paradise on Pine blends cutting-edge convenience with timeless island beauty. Inside, Paradise on Pine offers an open, airy floor plan framed by floor-to-ceiling windows overlooking the water. The living room features plush sofas and a large flat-screen TV, perfect for movie nights or planning the next day’s adventures. The fully equipped kitchen includes stainless steel appliances, quartz countertops, and a large island for meal prep and casual dining. Gather at the dining table for family meals or step out to the outdoor dining area to enjoy a sunset dinner with canal views. The primary suite is a peaceful retreat featuring a king bed, private balcony, and an ensuite bathroom with dual vanities, a walk-in shower, and a standalone soaking tub. The second bedroom also offers a king bed and private ensuite bathroom with a walk-in shower. A third king bedroom and a bunk room with two twin-over-twin bunks share a modern hallway bathroom with a walk-in shower. Each bedroom is designed with comfort and style in mind, creating a tranquil haven after a day of island adventures. Room Details -Primary Bedroom, 3rd Floor: King bed, private balcony, ensuite bathroom with walk-in shower, double vanity, and soaking tub -Second Bedroom, 2nd Floor: King bed, ensuite bathroom with walk-in shower -Third Bedroom, 3rd Floor: King bed, shares hallway bathroom with walk-in shower -Fourth Bedroom, 3rd Floor: Two twin-over-twin bunk beds, shares hallway bathroom with walk-in shower Guests can easily hop on the Anna Maria Island trolley, which stops nearby; just south of Bayfront Park and north of local restaurants and shops. This home is dog friendly (with approval and fee) and features an elevator for added convenience. Spend your days exploring the island by bike, taking a sunset cruise, or booking a dolphin tour; the best of Anna Maria Island is right at your doorstep. With its private dock, pool, and prime location near the beach and Pine Avenue, Paradise on Pine by AMI Locals captures the heart of Anna Maria Island living. Perfect for families, friends, and boaters alike, this home combines elegance, comfort, and the spirit of coastal adventure. Book your stay today with AMI Locals and start making unforgettable memories at Paradise on Pine! Other things to note With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. Please see our AMI Locals Rental Policies for full details. Christmas decorations provided unless requested otherwise in the month of December. This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Luxury Canalfront Home with Pool- Paradise on Pine

Luxury waterfront home with a heated pool and spa! The space A beautifully furnished 4-bedroom, 3.5-bathroom home, this canal front property is in the heart of the Historic Anna Maria City. It sits right on an expansive waterway leading into Tampa Bay and has been lavishly decorated with all the creature comforts and more. Stunning water views from living room, dining room, kitchen and master bedroom. Full kitchen is equipped with all your needed items. Granite countertops, stainless steel appliances. Outdoor seating on decks off master bedroom upstairs and the living room which includes a 50 in flat screen TV. Lounge by the heated pool by the water or sit and unwind in the hot tub! Covered outdoor eating area on the ground level by the pool and gas grill. We offer four beach chairs and one umbrella for your visit! Bedroom Layout: #1 en suite main level King bed, 2# ensuite upper level King bed, with full sleeper sofa, #3 king bed, #4 2 twin beds. Sleeps 10 - Pool Policy: *Please note this property has a private heated pool - no charges apply. Pet Policy: **This property is NOT pet friendly. Please note: if we find an unauthorized pet in the home, we will ask for it to be removed immediately and charged an additional Non-Refundable fee of $500 and in some cases can be up to $1,000. The LoveRentals portfolio is comprised of curated, professionally managed vacation rental homes around the world. We only select professional property managers that meet our high standards. Book with peace of mind knowing that you will have the very best vacation. LoveRentals - Find Your Bliss.  READ BEFORE BOOKING Upon booking, you will receive a separate request via Airbnb resolution center for The Tourist Development Tax. Manatee County requires us to collect tax on the rent from every reservation. This feature is not currently supported on Airbnb. The tax percentages associated with your stay will be 5% Please note, check-in details will not be sent until the mandatory taxes are fully paid.

Bay View Dream Waterfront Home

Costa Bella by Anna Maria Island Accommodations Welcome to Costa Bella, a four bedroom, four and a half bath luxury vacation home just steps from the beach and Pine Avenue. With chic coastal design, a private pool and spa, and ensuite bathrooms in every bedroom, this home is the perfect choice for families and groups looking to relax, explore, and create unforgettable memories on Anna Maria Island. The space Highlights • 1-minute walk to Anna Maria Beach • 4 Bedrooms / 4.5 Bathrooms • 3 King beds, 2 Twin-over-Twin bunk beds • Private pool with spa • Outdoor dining area with grill • Balcony for fresh island breezes • Pet-friendly with approval and fee • 4 parking spaces • Walking distance to Pine Avenue shops and dining Costa Bella’s backyard is designed for fun and relaxation, featuring a sparkling pool, spa, and plenty of lounge space. Fire up the grill for family meals, gather around the outdoor dining table, or enjoy a peaceful evening under the stars. With a prime location near the beach and Pine Avenue, everything you need for an effortless island escape is right at your doorstep. Inside, the open concept design is bright and airy, with a spacious living area perfect for movie nights or family game time. The modern kitchen is fully equipped with stainless steel appliances, custom cabinetry, and ample counter space for meal prep. Whether you’re cooking a family dinner or enjoying takeout, the dining table comfortably seats everyone for shared meals and celebrations. All four bedrooms at Costa Bella feature ensuite bathrooms for ultimate privacy and convenience. The primary suite includes a king bed and a spa-like ensuite with a soaking tub. Two additional bedrooms also feature king beds and walk-in showers, while the fourth bedroom offers twin-over-twin bunk beds with its own ensuite bathroom, a favorite for kids. With four bathrooms in total, every guest has their own retreat. Room Details -Primary Bedroom: King bed, ensuite bathroom with soaking tub -Second Bedroom: King bed, ensuite bathroom with walk-in shower -Third Bedroom: King bed, ensuite bathroom with walk-in shower -Fourth Bedroom: Two Twin-over-Twin bunk beds, ensuite bathroom with walk-in shower Located just one minute from the Gulf beaches and Anna Maria’s popular Pine Avenue, Costa Bella puts you close to boutique shopping, local dining, and historic attractions. Hop on the AMI trolley to explore Holmes Beach and Bradenton Beach, book a fishing charter, or spend the day kayaking on the bay. Traveling with a larger group? Siena Sky, Costa Bella’s neighboring home, is also available to rent for an unforgettable multi-family stay. Costa Bella by Anna Maria Island Accommodations combines luxury, comfort, and unbeatable location for the ultimate island getaway. With a private pool, spacious design, and steps to both the beach and Pine Avenue, this home is the perfect choice for families and groups. Book your stay today and start making memories at Costa Bella! Other things to note This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. Weight limit of 50lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. See our Anna Maria Island Accommodations Policies for full details. 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Anna Maria Island Accommodations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Costa Bella: 4-Bedroom Home with Private Pool and

Siena Sky by Anna Maria Island Accommodations Welcome to Siena Sky, a four-bedroom, four-bath luxury vacation home just steps from the beach. This stunning island getaway combines modern elegance with relaxed coastal comfort, featuring a rooftop deck with Gulf views, a heated pool and spa, and a prime location within walking distance of Pine Avenue, Bean Point, and the island’s best shops and restaurants. Perfect for families and groups, Siena Sky delivers the ultimate Anna Maria Island The space Highlights • 1-minute walk to Anna Maria City Beach • 4 Bedrooms / 4 Bathrooms • 3 King beds, 2 Twin-over-Twin bunk beds • Rooftop deck with Gulf views • Brand new construction • Heated pool with spa • Elevator access • Covered patio with seating and BBQ grill • Pet-friendly with approval and fee • 4 parking spaces Wake up to breathtaking views from the rooftop deck, spend sunny afternoons splashing in the pool and relaxing in the spa, and gather for dinners by the outdoor grill and covered patio. Siena Sky makes vacation living effortless, with upscale amenities like an elevator, washer and dryer, and upgraded linens to ensure every stay is comfortable and convenient. The second floor living area is bright and inviting, featuring plush seating, TV, and sliding doors that open to the balcony for seamless indoor-outdoor living. The chef’s kitchen is a highlight with quartz countertops, custom cabinetry, and appliances, while the dining area offers elegant seating for eight. Whether you’re cooking a family feast or enjoying takeout from a nearby restaurant, this open concept space is perfect for gathering together. Each of the four bedrooms is designed as a private retreat, complete with ensuite bathrooms, TVs, and plenty of storage. The primary bedroom boasts a king bed and a spa-inspired bathroom with a standalone tub and walk-in shower, plus balcony access for morning breezes. Two additional king bedrooms provide comfort and style, while the fourth bedroom is perfect for kids with two twin-over-twin bunk beds. With four and a half bathrooms, everyone in your group will enjoy space and privacy. Room Details -Primary Bedroom, 3rd floor: King bed, ensuite bathroom with tub and walk-in shower -Second Bedroom, 2nd floor: King bed, ensuite bathroom -Third Bedroom, 2nd floor: King bed, ensuite bathroom -Fourth Bedroom, 3rd floor: Two Twin-over-Twin bunk beds, ensuite bathroom Located just one minute from the beach and close to Anna Maria’s most popular spots, Siena Sky is perfectly positioned for exploring. Walk to boutique shopping and dining on Pine Avenue, take the trolley to Holmes Beach or Bradenton Beach, or spend the day kayaking, fishing, or booking a sunset cruise. Traveling with a larger group? Check out Costa Bella, Siena Sky’s neighboring home, also available for rent. Siena Sky by Anna Maria Island Accommodations is the perfect blend of modern luxury and coastal charm. With a rooftop deck, private pool and spa, and unbeatable location near the Gulf, this home is designed to make your Anna Maria Island getaway unforgettable. Book your stay today and create lasting memories at Siena Sky! Other things to note This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. Please see our Anna Maria Island Accommodations Rental Policies for full details. With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. Weight limit of 50lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. See our Anna Maria Island Accommodations Rental Policies for full details. 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Luxury Home with Beach Views and Pool - Siena Sky

Pelican Paradise by Anna Maria Island Accommodations VR19-000001 Welcome to Pelican Paradise, your dream getaway just one block from the white sands of Anna Maria beach and steps from the boutique shops and dining along Pine Avenue. These four bedrooms, four and a half-bathroom luxury retreat offers a private pool and spa, elevator, a putting green, and game area for the ultimate vacation experience! Perfect for families or groups, it combines coastal elegance, modern amenities, and a prime The space Highlights -2-minute walk to Anna Maria beach -4 Bedrooms / 4.5 Bathrooms -3 King beds, 1 Queen bed, 1 Queen bed in den -Private heated pool with in-ground spa -Elevator -Putting green, pool table, ping pong table, cornhole -Outdoor dining space -2-minute walk to restaurants and shops on Pine Avenue -Covered patio with TV -Laundry room on main living floor -4 Parking spots The private backyard oasis offers relaxation and fun in equal measure. Lounge on the sun shelf in the sparkling pool, soak in the spa, or enjoy a breezy meal under the covered patio equipped with a TV. Challenge friends and family to a game of putt putt, ping pong, pool, or cornhole. The home elevator ensures easy access to every floor, making it ideal for all ages. Step inside from the private elevator into a bright and spacious living area filled with coastal elegance. The main living room offers plush seating, a TV console, and patio access, while the dining room includes a large table perfect for family meals. The fully equipped kitchen is a chef’s dream with stainless steel appliances, a wine fridge, and a large island with seating for three. A second seating area upstairs provides a cozy escape with a sofa and TV. The primary suite is a serene retreat with direct patio access, a king bed, and an ensuite bathroom featuring a freestanding soaking tub, double vanity, and walk-in shower. Two more bedrooms on the second floor each have TVs, balcony access, and ensuite bathrooms, one with a walk-in shower and the other with a shower/tub combo. Upstairs, the fourth bedroom offers a king bed, large dresser, work desk, and ensuite with a walk-in shower. The bonus den provides a queen bed for additional sleeping space. Room Details -Primary Bedroom, 2nd floor: King bed, TV, ensuite with walk-in shower and tub -Second Bedroom, 2nd floor: King bed, TV, ensuite with walk-in shower -Third Bedroom, 2nd floor: Queen bed, TV, ensuite with shower/tub combo -Fourth Bedroom, 3rd floor: King bed, TV, ensuite with walk-in shower -Den, 3rd floor: Queen bed Pelican Paradise includes Wi-Fi, TVs, washer and dryer, and ample storage throughout. Multiple balconies provide additional spots to relax and enjoy the island breeze. The home’s unbeatable location places you just steps from the beach and Pine Avenue’s shopping and dining, making it easy to explore Anna Maria Island without a car. Pelican Paradise is your perfect island retreat. Book today and make lasting memories in this Gulf Coast haven! Other things to note There are no pets of any kind allowed in this home. 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. Please see our Anna Maria Island Accommodations Rental Policies for full details. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Island Retreat! Pool, Games and Gulf Access!

New Luxe Home with Rooftop Deck, Pool, Spa, Air

The Blue Crab by Anna Maria Vacations Home in Holmes Beach, Florida VRC-000057 Welcome to The Blue Crab, a stunning island retreat just three blocks from Holmes Beach! This luxurious four-bedroom, four and a half bath home boasts a tropically landscaped backyard featuring a private pool with a swim-up bar, fire pit, and hot tub. Surrounded by elegant, coastal farmhouse decor, the open layout offers plenty of space for family gatherings or friends’ getaways. Perfect for those seeking The space Highlights • 6-minute walk to Holmes Beach • 4 Bedroom / 4.5 Bath • 1 King, 4 queens, 2 twin/twin bunk beds, 1 sleeper sofa • Private pool, hot tub, and swim-up bar  • Balcony • Outdoor fire pit • EV Charger • Outdoor dining with BBQ grill • Beach chairs, wagon provided • 4 Parking Spaces • Located near Holmes Beach Towne Center restaurants and attractions   Enjoy the luxurious balcony and patio at the Blue Crab. The upper balcony, complete with multiple outdoor sofas, a TV, and ceiling fans, is perfect for relaxing with sunset views. The downstairs covered patio features an outdoor dining table and a BBQ gas grill. The converted garage turned bar, opens directly to the pool offering a fun space for drinks and mingling. End your day gathered around the fire pit with S’mores and conversations under the Anna Maria stars. Inside, the nautical coastal farmhouse theme continues with stunning wood floors, welcoming light fixtures, and artwork that evoke a peaceful island vibe. The spacious kitchen features stainless steel appliances, a Wolf oven, induction stovetop, farm sink, ample countertop space, a large wine fridge, and a breakfast nook, ideal for preparing gourmet meals and enjoying island-inspired cuisine. The adjacent dining area floods with natural sunlight through elegant bay windows, creating a warm atmosphere for family dinners or entertaining friends. A wet bar in the living room provides easy access to refreshments, while plenty of seating and the large smart TV make this space ideal for relaxed gatherings. The primary suite, located on the second floor, offers a king-sized bed, an ensuite with dual vanities, a walk-in shower, and a luxurious soaking tub. The second bedroom, also on the second floor, features two queen beds, a balcony, and a modern ensuite bathroom with a walk-in shower. The third bedroom boasts two queen beds and hall access to a third full bathroom. For younger guests, the loft area includes two twin beds, a fun space for recreation, along with an ensuite bathroom with a shower-bathtub combo. A bonus room equipped with a TV, couch, washer, and dryer, adds extra comfort and convenience. Room Details • Primary Bedroom (2nd floor): King bed, ensuite with walk-in shower, soaking tub, single vanity  • Second Bedroom (2nd floor): Two queen beds, ensuite with walk-in shower, double vanity  • Third Bedroom (2nd floor): One queen bed, ensuite bathroom  • Loft (3rd level): Two twin-over-twin bunk beds, ensuite with shower-bathtub combination  • Additional: Bonus room with TV, sofa. **Please note: the Matterport for the bedroom configuration may not be accurate ** The tropical landscaped yard includes an outdoor fire pit and a well-stocked garage closet with beach chairs, a wagon, and other outdoor essentials. Bring your beach gear and head just a short walk to Holmes Beach for sun soaked days in the surf and sand. Explore local water sport rentals, sport fishing, dolphin cruises, and sunset sails to make the most of your island adventure. Rent a golf cart or take the free island trolley to Pine Avenue, explore boutiques and unique restaurants, and check out the island’s beaches for more spectacular sunsets. Escape to The Blue Crab and experience luxurious island living in a tropical paradise. From the sparkling pool and relaxing hot tub to the stylish decor and prime location, this home is perfect for creating unforgettable memories. Book today and start planning your dream Anna Maria Island getaway! Other things to note Pools heated at request from Nov-April. This home is managed by Anna Maria Vacations, an Anna Maria Island property management company. This property has an active Ring doorbell at the entrance. *Please note that the outdoor dining area grill is not for guest use. An alternative BBQ gas grill is provided, located around the corner off of the covered lanai. * No Pets are allowed in this home. 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Anna Maria Vacations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Island home with Pool and swim-up bar!

New luxury vacation property offers the ultimate in resort-like living. Same owners of the successful 5* Amie House. AMI is known for its white sand beaches and crystal clear waters, this barrier island is the perfect destination for those looking to relax and unwind. The space The spacious modern design boasts beautiful natural views of canals lined with mangroves and an abundance of bird and fish life, including the gentle manatees. The idyllic balconies are perfect for morning coffee. Fish from the private dock. Launch your kayaks and paddleboards right from the property. Take in the stunning sunsets while enjoying cocktails on the rooftop deck. Enjoy the pool and spa after a day out at the beach. All of this is just a short walk from the beach, making this the perfect getaway for nature lovers and water enthusiasts alike. HIGHLIGHTS: - Heated Pool with spa - Automated botanical insecticide to control mosquitos and No-See-Ums - Easy 5 minute walk to beach - Spacious Open concept Kitchen, Dining, Living Area - bar area with dual zone fridge and icemaker - Large kitchen with subzero fridge and wolf range - Bedroom 1: King bedroom with private bathroom and balcony - Bedroom 2: King bedroom with private bathroom and balcony - Bedroom 3: bunk room with twin over queen bed and private bathroom - Bedroom 4: top floor king bedroom retreat with gorgeous bathroom with balcony - private den area with bar - Additional powder room - Laundry room - Pantry - adult bicycles - Tommy Bahama beach chairs - Beach umbrellas - Beach wagon - Paddleboards NOTE: This is a new construction home. This home has a heated pool and spa (year-round at no additional charge) for the convenience and comfort of our guests. Please note that pool is kept around 86F depending upon season. Due to strict city noise ordinances pool heaters do not run overnight and cooler ambient temperatures (>20 degree difference between water and air temperature) may result in pool heater unable to compensate the difference. We are not responsible for cold spells causing cooler pool temperatures or unexpected failure of equipment. Please note that a residential spa is a section of pool that once turned on provides relaxation, misting bubbles and warmer temperatures than the pool but does not remain on or reach temperatures like that of a commercial hot tub. Guest access Guest unique code valid for the duration of your stay will be issued 24 hours prior to check in. Other things to note Garages are not available for parking a vehicle. Please note this home is not wheelchair accessible and the elevator is available for convenience only. If the elevator unexpectedly becomes inoperable, stairs are required. Boat and boat lift are not available for guest usage. We do require that guests sign a rental agreement within 48 hours of making a reservation. Reservation will be canceled if rental agreement is not signed. We strongly recommend all Guests acquire cancel for any reason Travel Insurance Policies, as these policies may provide Guests financial protection in the event of cancellation due to unforeseen events, including pandemic, extreme weather, and acts of God which could render the property uninhabitable. We are doing everything to be fair and flexible, however we do have to maintain our small business. When we confirm your reservation, we are promising to hold your dates. By booking travel without insurance you assume the responsibility for the possibility of being unable to travel. We appreciate your understanding. Note: There are motion activated video security cameras at front door and front areas. All areas under surveillance are exposed to the street where there is no expectation of privacy. The exterior of the home has a noise monitoring system. This system does not record voice nor can we hear your conversations, it only monitors decibels. We do require a credit card hold of $500 as a security deposit. This hold is released within 7 days of check out. We strongly recommend all Guests acquire cancel for any reason Travel Insurance Policies, as these policies may provide Guests financial protection in the event of cancellation due to unforeseen events, including pandemic, extreme weather, and acts of God which could render the property uninhabitable. We are doing everything to be fair and flexible, however we do have to maintain our small business. When we confirm your reservation, we are promising to hold your dates. By booking travel without insurance you assume the responsibility for the possibility of being unable to travel. We appreciate your understanding. Note: There are motion activated video security cameras at front door and front areas. All areas under surveillance are exposed to the street where there is no expectation of privacy. The exterior of the home has a noise monitoring system. This system does not record voice nor can we hear your conversations, it only monitors decibels. We do require a credit card hold of $500 as a security deposit. This hold is released within 7 days of check out.

Summer Strand: Resort Like Pool, manatee watching

Banyan Manor by Anna Maria Island Accommodations VR20-000064 Welcome to Banyan Manor, a stunning canal front vacation home on the north end of Anna Maria Island. With four bedrooms, four bathrooms, a private 50-foot dock, and a resort style backyard, this luxury retreat is perfect for families and groups seeking both relaxation and adventure. Just a 5-minute walk to the Gulf beaches and moments from Pine Avenue’s shops and restaurants, Banyan Manor blends coastal charm with modern amenities The space Highlights • Canal-front home with private dock • 5-minute walk to the beach • 4 Bedrooms / 4 Bathrooms • 4 King beds • Pool with in-ground spa and waterfall feature • Game area with pool table and ping pong • Elevator access to all levels • Built-in BBQ grill and outdoor dining area • Resort-style backyard with lounge seating • 6 Parking spots The backyard at Banyan Manor delivers the full resort experience. Lounge by the sparkling pool with an in-ground spa and waterfall, or spend your day on the shaded patio with plush seating. Fire up the built-in BBQ grill for a fresh seafood feast and dine outside at the outdoor dining table with a convenient fridge. Challenge friends to a game of ping pong or pool while watching the big game on the outdoor TV. With a private dock just steps away, guests can fish, launch kayaks, or set out to explore the waters of Anna Maria Island. Inside, the home’s main living floor is bright and open with natural light. Relax on the couch while streaming your favorite shows on the TV, or gather around the gourmet kitchen, which is outfitted with high-end appliances, a spacious island with bar seating for family meals. The elegant dining table is perfect for group dinners, while upstairs, a second living space with cozy seating and a game table provides a quiet retreat. An elevator ensures seamless access across all levels. Each of the four bedrooms is a private sanctuary, complete with a king bed, TV, and ensuite bathroom. The primary suite is a true oasis, featuring balcony access, a soaking tub, and an enclosed dual-head walk-in shower. Additional bedrooms include spa-like ensuites with either walk-in showers or a shower/tub combo, ensuring comfort and convenience for every guest. Room Details -Primary Bedroom, 2nd floor: King bed, ensuite with soaking tub and enclosed dual shower -Second Bedroom, 2nd floor: King bed, ensuite with walk-in shower -Third Bedroom, 2nd floor: King bed, ensuite with shower/tub combo -Fourth Bedroom, 2nd floor: King bed, ensuite with walk-in shower This home includes an elevator, washer and dryer, furnished balconies, and ample parking for up to six vehicles. Guests are just steps away from Pine Avenue’s boutique shops, local dining, and attractions like Bayfront Park. Banyan Manor is the perfect vacation rental for families and groups with its canal-front setting, luxury amenities, and proximity to the beach. Book your stay today and enjoy the best of Anna Maria Island living in this resort-style retreat! Other things to note This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. DISCLAIMER: The depth of the canals and channels varies depending on tides, weather, and other circumstances beyond our control. At times this can result in a water level that is too low to support watercraft. It is the responsibility of the guest to review forecasts and make alternate arrangements for watercraft as necessary. There are no pets of any kind allowed in this home. 6 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Anna Maria Island Accommodations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Banyan Manor! Balconies, Dock and Waterfall Spa

This beautiful, brand-new luxury pool home is one of a kind in a secluded prestigious North end location directly on the canal with 100 feet of waterfront and is just a short walk from Pine Avenue's shops and restaurants. It is a short straight shot bike ride (2 minutes by golf cart) to the beautiful beach at Bean Point. Escape into this home's backyard oasis which includes a gorgeous pool, spa, and pool bar. Play corn hole or just chill out by the fire pit and take in the canal breezes. The space Open all the slider doors to the downstairs game room for an amazing indoor/outdoor flow and a perfect spot for watching games and playing pool and table shuffleboard. Enjoy 1 gigabyte speed Wi-Fi throughout the house. Spoil yourself vacationing at this magnificent 4 bedroom, 4.5 bath coastal contemporary pool home with views of nature and canal waterfront. This new home is loaded with impressive details and rich finishes throughout. The entire back side of the ground floor area offers an incredible indoor/outdoor living space. The upstairs (main floor) features an open floor plan that will amaze you with custom details throughout and canal views from the main living area. The natural light that shines through the home is so calming and relaxing. HIGHLIGHTS •	Luxury Vacation Rental Property •	Private dock access •	Fire pit •	In-unit elevator •	Private pool/spa/pool bar •	Towels and Linens provided •	Grayco Playard and Grayco Outdoor Playpen included •	Waterfront •	Centrally located near Pine Avenue LIVING SPACE •	2800 sq ft. •	Smart TVs in every bedroom •	Rooftop Deck •	Washer/Dryer located in the unit •	Fully equipped kitchen BEDROOMS •	Sleeps 8 •	Primary Bedroom: Ensuite King •	Second Bedroom: Ensuite Queen •	Third Bedroom: Ensuite Queen •	Fourth Bedroom: Ensuite Twin Bunk Beds BATHROOMS •	Primary Bathroom: Walk-in Shower •	Second Bathroom: Walk-in Shower •	Third Bathroom: Walk-in Shower •	Fourth Bathroom: Walk-in Shower •	Fifth Bathroom: Half Bathroom EXTERIOR The backyard of this property is beautifully landscaped and very private with an outdoor undercover seating area. Relax in the 278 sq ft pool as you listen to the breeze through the Australian Pines. Bring your paddle boards and kayaks or go fishing off the dock. The boat lift is not for guest use, but you can dock a small boat with low clearance (about 7-8 ft) along the dock up to 20 ft long. There is also a floating dock at the property for your easy access for canoes and paddleboards. If you are interested in fishing off the dock during your visit, a saltwater fishing license would be required if you are over 16 or under 65. To obtain a Fishing License, you may go to local bait and tackle shops, some marinas, or any tax collector office (3340 East Bay Dr Holmes Beach, FL 34217). The property includes the use of the two-car garage. In addition to the garage, there are four exterior parking spots available for use. Pool heat is $150.00 per week. The heater is locked for your safety and controls must not be tampered with as they are monitored by the pool company. 86° F is the highest heat temperature setting when the heat is turned on. Pool temperatures might not always reach 86° F. While we take every precaution to ensure that pools are heated as specified, weather conditions may affect the temperature of the pool. Nothing can be done about this issue. Outdoor spas are not hot tubs. The temperature of a spa is typically set at the same temperature as the pool. In the event of pool equipment malfunction during your stay, Duncan Real Estate will expedite repairs as quickly as possible. It may be necessary to close swimming pools for maintenance purposes. No refund or rent adjustment will be made for circumstances beyond our control, malfunctions, or loss of use of equipment or amenities. This property welcomes any day arrival for the months mid-August-January except holiday weeks. Please contact us for approval. Please keep in mind that you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. NO RETURN DISCOUNT Amenities Include: - Bedroom 1 King Ensuite - Bedroom 2 Queen Ensuite - Bedroom 3 Queen Ensuite - Bedroom 4 Twin Bunk Beds Ensuite - Pack N Play - Bathroom 1 Walk-in Shower - Bathroom 2 Walk-in Shower - Bathroom 3 Walk-in Shower - Bathroom 4 Walk-in Shower - Half Bath - Hot Water - Water View Y - Canal View - Canal Access - Bay Access 0.4 miles - Elevated - Elevator Y - Central A C - Central Heat - Sqft under a c 2800 - Free Parking - Parking Spots 4 - Garage - Self Check In - Keyless Entry - Bath Towels - Beach Towels - Quality Linens - Hair Dryer - Hangers - Refrigerator - Ice Maker - Wine Fridge - Stove - Cookware - Toaster - Blender - Keurig - Butler's Pantry - Dishwasher - Microwave - Dining Table - Breakfast Bar - High Speed WIFI - TV 7 - TV Streaming Only - Washer - Dryer - Iron - Ironing Board - Cleaning Kit - First Aid Kit - Fire Extinguisher - Smoke Alarm - Carbon Monoxide Alarm - Private Pool Y - Pool Dimensions 25x9 - Spa - Pool Alarms - Sun Loungers - Patio - Outdoor Dining - Deck - Boat Dock - Floating Dock - Outdoor Shower - Propane Grill - Fire Pit - Beach Amenities - Game Room - Ping Pong - Foosball - Exterior Outlet

Our Great Escape by Duncan Real Estate

Sato Real Estate: Island Faces Selling & Renting Island Places The space Come enjoy this luxury canal home that is located only 2 short blocks to the world-famous beaches of Anna Maria Island. Natural light abounds in this custom-built private 4 bedroom 4.5 bathroom, 2 car home situated in the heart of Anna Maria very close to all the shops and restaurants.   The home features an elevator accessing all floors, large chef's kitchen which combines elegance and cutting-edge appliances (gas stove, luxe fridge, microwave, etc.).   The property is surrounded by beautiful tropical landscaping creating a private backyard. Beautiful open plan kitchen as well as a wine bar spilling into the living room, creating a great entertaining area. The heated pool and spa offer great outdoor space for relaxation, as well as a covered patio, fire pit, and private garden around the house.   The property has been professionally furnished and decorated with a coastal modern design. Willow Hideaway is spacious with lots of natural light, 4 bedrooms all with private ensuites offer enough space for the entire group to enjoy and have their own privacy.  Floor 1 (ground-level): Heated pool, hot tub, fire pit, dock, lounge area, and canal view.  Floor 2: Bedroom 1: King with TV and walk-in shower ensuite bathroom. Bedroom 2: Queen with TV and walk-in shower ensuite bathroom. Bedroom 3: Queen with TV and walk-in shower ensuite bathroom.  Floor 3 (Master suite): Bedroom 4: King Master Suite with TV, balcony, walk-in closet, and ensuite bathroom with double sinks, soaking tub, and walk-in shower.   DOCK/BOATS: Boat docking is not available at property.  **Please note that the boat lift and any motorized watercraft are not available for guest use**  *Please note: 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.  ***OVERCROWDING CONSEQUENCES*** Maximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.

Willow Hideaway: Canal Front Home, Pool, Spa

Incredible New Construction Waterfront Home on Chilson Ave. Live The island luxury lifesstyle in this 4 Bed 4.5 Bath Pool Home on this highly sought after street in The City of Anna Maria. As you approach the property you will be in awe of the grand banyan tree that was preserved and this house was built around. Once on the grounds you will revel in the beauty of this custom home with private entry, multi car parking, fine details and exquisite architecture. Take the elevator or stairs up to the spacious open floor plan all on one comfortable level. The large living area features vaulted wood beamed ceilings. white oak wood flooring, highest rated impact windows, sliders and french doors, open air balconies and decks. The designer kitchen shines with the large eat in island with waterfall quartz countertop, custom cabinetry, gas range and separate hideaway refrigerator and freezer. The master bedroom is a spacious relaxing retreat with wood beamed ceilings, veranda deck, grand designer bathroom and generous walk in closet. All guest bedrooms are en suite.  Step outside to enjoy even more of this spectacular home. There is an enormous amount of covered entertaining space, bonus room, built in outdoor kitchen, sparkling blue pool and spa surrounded by all weather decking and no maintenance pro grade turf with outdoor shower. Fifty foot New dock, deep sailboat water with direct access to Tampa Bay and The Gulf of Mexico. Walking distance to shops, restaurants and one block to the beaches of Anna Maria.  Call today to experience island luxury at its best, Don't miss the chance to own one of the finest properties on Anna Maria Island!

219 Chilson Ave Anna Maria, Florida

$233,806

Annual Revenue

Investment Value Over Time