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

Waterfront, Heated Pool, Elevator, Fire Pit, Dock
Escape to The Blue Ark, a 3-story home inspired by Noah’s Ark. Families will love this peaceful retreat, blending luxury and comfort. Discover the island's only natural lagoon, boasting stunning views, manatee and occasional dolphin sightings! Unwind by the heated pool, fish from the dock, or take an easy 4-5 minute walk to the beach. End the day with a drink by the fire pit on the top deck, watching the sunset. The Blue Ark has an elevator, 3 bedrooms + extra sleep space, 8 beds and 4.5 baths.

The Florida Rooms
NEW POOL/SPA. Just 10 minutes from the beach, The Florida Rooms is a 3BR, 2BA retreat with NEW RESORT POOL & SPA, outdoor dining and living space, premium beds, rain showers, a full kitchen, and dining for 8. Extra sleeping includes a queen sofa bed and Pack ’n Play. Enjoy a pool table, ping-pong, board games, outdoor string lights, and a fire pit. We include beach gear—chairs, towels, umbrella, and wagon—for easy fun in the sun. Comfort, charm, and convenience await! Pool/spa heating included!

Beautiful Beach house! Heated pool and spa!
Discover your dream getaway at this beautifully decorated vacation rental in Anna Maria Island. This stunning 4-bedroom, 4.5-bathroom home offers luxury and comfort, featuring a spacious open-concept living area, modern kitchen, and elegant furnishings. Enjoy the private pool and hot tub, and the beach is just a 5-minute walk away. The highlight is the rooftop deck, where you can soak in breathtaking sunsets. Experience the perfect blend of style and convenience for your unforgettable vacation!

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.

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!

Heated Pool, Hot Tub, Game Room, Steps to Beach!
Welcome to Island Dreams, the ultimate peaceful escape just 4 min walk from Anna Maria Island's stunning beaches. This fully renovated three-bedroom, three-bath beach house features a Zen-inspired backyard oasis, a private cocktail pool, and a game room! Walk to shops, restaurants, and the trolley stop! Island Dreams offers the perfect blend of relaxation, location, and indoor and outdoor fun! NOTE: Holmes Beach has a 7-day rental minimum. Check in / Check out days are on Saturdays.

Gulf Front! Sunset Deck! + 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.

Salty Harbor AMI pool retreat near the Beach
Charming Salty Harbor sits in a quaint, exclusive corner of AMI and boasts a private heated pool and ample parking for 2 vehicles and even a boat: -Ask us if your dates don't fit our calendar! -If you don't have a single 50Lb pet, please discuss it with us -One of the twin boutique MyAnnaMariaStay homes, look us up! You'll love the luxury mid-century feel, lush yard, and a 6-min walk to the beach, Publix or the trolley stop. AMI was voted a top 50 vacation spot in the world in 2024

Coconut Cottage by Duncan Real Estate
Welcome to Coconut Cottage! This beautiful 3-bedroom, 2-bathroom cottage has 1,620 square feet of elevated living space and the ability to accommodate 6 guests very comfortably inside and out. From the quality quilts and linens on the beds, to the large TV in the living room, the fully equipped kitchen; nothing has been spared when decorating this home. You will not want for anything more when it comes to the amenities and the quality of vacation that you will experience.

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.

Black Pearl! NEW! Block and half to Beach!
Black Pearl is a brand-new luxury 4-bedroom, 4-bath home just a block and a half from the beaches of Holmes Beach. This modern coastal retreat features a rooftop deck with gorgeous views, a private pool and spa, BBQ grill, ping pong table, and corn hole. Each bedroom offers a queen bed and ensuite bath, making it perfect for families or friends seeking upscale comfort and walkable beach access on Anna Maria Island. 🏖️✨

L'Oasis East w/Dip Pool
Completely remodeled, this beautifully 2-bedroom duplex, crafted to enhance your living experience. Every detail has been thoughtfully designed to create a serene and inviting atmosphere. New images showcase this stunning transformation, come visit us to see the beauty in person! Additionally, West and East are now available for rent together, featuring convenient adjoining doors through the utility room.
Popular amenities for house rentals near Anna Maria Island
House rentals with a pool

100 yr Old Stone Home + Pool + 9 miles to beaches

Luxury Lido Key Heated Pool & Game Room

Boat Dock + Kayaks + Dolphins + Beaches + Hot tub!

New! Heated Pool • Shopping • Pine Ave • Beaches!

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

Ocean Minded by Beach Boutique Rentals

“Topside” luxury home in Cortez Village

Paradise on Pine
Weekly house rentals

AMI Boathouse

Sunlit Shores New Luxury Retreat | Private Pool

AMI Oasis Pool, Spa, Golf Cart, Putting, Sleeps 12

Cozy Cottage - POOL HOME! 3/3

Becker's Beach Bungalow by A Shore Thing Vacations

Key Lime Cottage | Hot Tub | Steps to Beach

Walk to Beach + Trolley + Heated Pool + Mini Golf!

Sandy Toes
Private house rentals

Sunkissed&Salty: 5 Star, Prime Location, Amenities

FoxSea Beach Cottage Longboat key Gulf Sunsets

Pelican Point in Anna Maria

Fins to the Right: On the Gulf of Mexico! Beach!

Swell Life-Beach Front Home!

Enjoy Endless Fun with a Private Pool at Key

Anna Maria Island of Palms - 5bedrooms POOL Games

1BR | Enclosed Yard | Deck | AC | W/D
Pet-friendly house rentals

NEW Saltwater Pool + Spa | Mins to AMI Beaches/IMG

Casa Noir | POOL • BBQ • FIRE PIT • GAMES • VIBES

Backyard Bliss Anna Maria Island

Pool, Bikes & BBQ Included! 2min to Beach!

2nd House from the Beach with No Roads to Cross

Limited Availably w/ Private Boat Dock & 30' Pool

Enjoy AMI sunsets | Chic home w/ Saltwater pool!

Stylish Pool Home • Near IMG & Beaches • Top Rated
Quick stats about house rentals near Anna Maria Island

Total vacation rentals
Explore 1,590 vacation rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island vacation rentals start at ﺩ.ﺇ 37 per night before taxes and fees

Verified guest reviews
Over 21,730 verified reviews to help you choose

Family-friendly vacation rentals
1,550 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 660 rentals that welcome pets

Vacation rentals with a pool
1,320 properties feature pools

Rentals with dedicated workspaces
910 properties have a dedicated workspace

Wi-Fi availability
1,590 of Anna Maria Island vacation rentals include wi-fi 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!
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- Siesta Beach
- Raymond James Stadium
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