
House rentals near Anna Maria Island
Find and book unique houses on Airbnb
Top-rated house rentals near Anna Maria Island
Guests agree: these stays are highly rated for location, cleanliness and more.

Be an AMI
This stylish and light home offers single-level private accommodations. The recently updated interior and private backyard oasis with plunge pool offers the perfect space for a truly relaxing and enjoyable vacation. Inside, the stylish and comfy space has room for everyone to spread out and relax while enjoying the two flat screen TVs. No expense was spared in designing and furnishing this home. The sleeper sofa pulls out to a memory foam queen bed, meaning the cottage can comfortably sleep 4.

100 yr Old Stone Home + Pool + 9 miles to beaches
Charming 100-Year-Old Restored Stone House with Italian Flair – Close to Beach & Downtown! Welcome to your dream getaway! This beautifully restored 100-year-old stone home blends old-world charm with modern luxury. Inspired by the elegance of Italy, this unique retreat is just minutes from the beach and vibrant downtown Bradenton. The home has abundant natural light and has 2 bedrooms, 2 half baths and a spacious yard! You will love the heated pool and outdoor firepit for year-round relaxing.

Private Heated Pool Retreat for Two Families
🌴 Welcome to your private Sarasota escape - designed for easy, extended stays, where two families can relax together around a private heated pool. With generous living spaces and thoughtful touches throughout, the home balances comfort and connection. Located minutes from Siesta Key, Lido Beach, and downtown Sarasota, and within walking distance of a park with playground, public pool, courts, fitness areas, and scenic trails. Relaxed, comfortable, and ideal for memorable family getaways.

Bayfront Beach access with Heated Pool!
Our modern yet beachy retreat is the perfect oasis on the North end of Anna Maria Island w/breathtaking panoramic views of Tampa Bay & the iconic Skyway Bridge. The backyard oasis features a refreshing saltwater pool & fully fenced backyard, complete w/artificial turf & outdoor shower. Just steps away, you'll find full access to a stunning white sandy beach & the crystal-clear waters of Tampa Bay! Conveniences have been carefully considered, creating the most ideal vacation destination!

Gulf Front! Beach Views!+ Walk to Bridge St Pier!
🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

Anna Maria retreat house
Elevated home with all the amenities. Walking distance to the beach, chairs and towels provided. Relax in the backyard patio, including pool with waterfall . The shaded balcony overlooks the pool if you need to escape the sunshine. There’s a free trolley that runs all day in AMI if you don’t want to take the car out. The house is located across the street from Bimini Bay, enjoy a jog through these side streets in the morning. Local shops and restaurants that will not disappoint .

The Peachy Beach House, steps to the gulf
The perfect place for a combination family vacation and some romance-when the kids are in bed, turn on the spa and music. June, July and August, Saturday to Saturday only. If custom trip length is wanted- ask Two bedroom, 2 full bathroom, new heated private pool/spa Steps to semi-private gulf beach, on quiet street in N. HB Well-stocked kitchen, 2 TVs, large primary suite and amazing gulf views from bedrooms. Crib, high chair, beach chairs, wagon, umbrella, beach toys and towels

The Riverview Nook in Downtown!
Stylish 2 bed, 2.5 bath cottage, walking distance to the beautiful Manatee river and historic downtown Bradenton. Only a 20 minute drive to Anna Maria Island and neighbors major cities, Tampa and Sarasota. A cozy house, with stunning professional interior design. Clean-ability was highly prioritized with this home, with virtually every surface, from the couch covers to the duvet inserts being washable, or bleach-able. Be advised the third bed is a pullout bed in the living room!

Ocean Air Oasis-New Centrally Located AMI Luxury
Immerse yourself in coastal luxury at this exceptional 3-bedroom, 2.5-bathroom custom home, where opulent high-end finishes and stunning pecky cypress floors adorn every nook. Revel in the impeccable features, including Sub-Zero and Wolf appliances, marble countertops, Shaw’s sinks, and exquisite custom woodworking, all bathed in abundant natural light. This delightful space offers panoramic views of the lavish backyard, complete with a heated pool and spa.

83rd St Villas West by Duncan Real Estate
Welcome to 83rd St Villas West! A stunning ground-level vacation villa just a 6-minute walk from the beach! With two bedrooms and two bathrooms, this rental sleeps up to six guests. You and your guests can sit back, relax, watch movies, and connect over effortless conversations in the living area. Top of the range, fully equipped kitchen with Cafe appliances, ample counter space, cook top and oven, extra-large fridge/freezer making meal prep a breeze.

Ocean Views - Spacious Unit, Bonus Loft & Hot Tub
Welcome to "A Wave From It All" – your perfect retreat on Holmes Beach, Anna Maria Island, FL. Nestled within a charming triplex, our end unit offers front-row views of the Gulf of Mexico, ensuring a truly unforgettable stay. With its unbeatable location, spacious accommodations, and top-notch amenities, this is the perfect escape for families, friends, and couples seeking a memorable AMI getaway.

Sarasota's Luxury Oasis
Stay in comfort and style at this centrally located home just minutes from Siesta Key, downtown, and Sarasota’s best restaurants. Enjoy your own private pool, spa, and thoughtfully designed interiors. Whether you're traveling as a couple, family, or group of friends, this is the perfect spot to relax, reconnect, and explore everything Sarasota has to offer. Walk to parks, local cafes, and more!
Popular amenities for house rentals near Anna Maria Island
House rentals with a pool

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

Heated Pool, Hot Tub, Game Room, Steps to Beach!

Cozy Cottage - POOL HOME! 3/3

Becker's Beach Bungalow by A Shore Thing Vacations

Heated Pool, Elevator, Waterfront, Fire Pit, Dock

Pool & Sand Volleyball | 3 Kings | Near AMI & IMG

Lakeview Hideaway - Waterfront Anna Maria

L'Oasis East w/Dip Pool
Weekly house rentals

SunSalt Cottage~5 min to Beach, Shops & Food~Pool

Charming house B 2 min walk to beach, 4+, baby pet

༄ Sunset Shore on Anna Maria Island ༄

Key Lime Cottage | Hot Tub | Steps to Beach

Close to Anna Maria Beaches + IMG + Downtown

AMI Sunset~Close to beach! Heated Pool!

Anna Maria Aloha – Pet Friendly, Steps to Gulf

Palm Breeze Home
Private house rentals

Island in the Sun, luxury beach house,private pool

AMI Boathouse

3 Bed / Pool / Waterfront / Kayaks

TOES IN THE SAND!

Turtle Nest! Private Heated Pool and Access to the

Americana AMI Lighthouse 3BR w/pool + rooftop deck

Beachfront Villa | Pool + Lanai | Hosts 6

Walk 2 blocks to Beach + Private Pool + King Beds!
Pet-friendly house rentals

Glow in the dark game rm/HTD pool/Pool Table85”TVS

Cedar Sunsets-4 bed, 4 bath, 4 Houses to the beach

Blue Bungalow B

Salty Harbor AMI pool retreat near the Beach

2nd House from the Beach with No Roads to Cross

Sailfish Bungalow. Perfect for your family vacatio

Bayfront Oasis | Pool, Hot Tub & Dock

2-night available 5/21 & 6/18-Boat Dock, 30' Pool
Quick stats about house rentals near Anna Maria Island

Total holiday rentals
Explore 1,570 holiday rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island holiday rentals start at £8 per night before taxes and fees

Verified guest reviews
Over 20,200 verified reviews to help you choose

Family-friendly holiday rentals
1,500 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 640 rentals that welcome pets

Holiday rentals with a pool
1,330 properties feature pools

Rentals with dedicated workspaces
880 properties have a dedicated workspace

Wifi availability
1,560 of Anna Maria Island holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Anna Maria Island rentals

4.8 Average rating
Anna Maria Island stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Apartment rentals Anna Maria Island
- Rentals with a kayak Anna Maria Island
- Rentals with outdoor seating Anna Maria Island
- Rentals with breakfast Anna Maria Island
- Flat rentals Anna Maria Island
- Rentals with a sauna Anna Maria Island
- Waterfront rentals Anna Maria Island
- Beach apartment rentals Anna Maria Island
- Cottage rentals Anna Maria Island
- Resort rentals Anna Maria Island
- Villa rentals Anna Maria Island
- Rentals with a patio Anna Maria Island
- Luxury rentals Anna Maria Island
- Rentals with a washing machine and dryer Anna Maria Island
- Hotel rooms Anna Maria Island
- Rentals with pools Anna Maria Island
- Rentals with a hot tub Anna Maria Island
- Beachfront rentals Anna Maria Island
- Bungalow rentals Anna Maria Island
- Pet-friendly rentals Anna Maria Island
- Rentals with an EV charger Anna Maria Island
- Rentals with a fireplace Anna Maria Island
- Rentals with a firepit Anna Maria Island
- Townhouse rentals Anna Maria Island
- Family-friendly rentals Anna Maria Island
- Rentals with lake access Anna Maria Island
- Rentals with beach access Anna Maria Island
- Beach house rentals Anna Maria Island
- Fitness-friendly rentals Anna Maria Island
- House rentals Manatee County
- House rentals Florida
- House rentals United States
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Coquina Beach
- Turtle Beach
- Vinoy Park
- Lido Key Beach
- Caspersen Beach
- Amalie Arena
- Dunedin Beach
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Hard Rock Casino
- Manasota Key Beach
- River Strand Golf and Country Club
- Tampa Convention Center
- North Beach At Fort DeSoto Park
- Englewood Beach




