
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.

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!

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.

Payton's Place | Private Heated Saltwater Pool/Spa
Slow down, settle in, and soak up the island pace of life. Your family will be close to everything when you stay at this centrally located private home — just a short stroll to local restaurants, charming shops, and the free trolley stop at the end of the street by the library. The white sand beaches and turquoise Gulf waters are only a 7-minute walk away. Spend your mornings at the beach, your afternoons by the heated saltwater pool, and your evenings under the stars in your private spa.

The Lady Fish by Duncan Real Estate
Nestled on the far North end of Anna Maria Island, with the beach cottage is just around the corner, The Lady Fish is a three-bedroom, two-bathroom vacation home. Guests will enjoy a full gourmet kitchen, perfect for cooking up your catch of the day! The living area is spacious, with plenty of seating for family and friends to take in a movie on the flat panel HDTV. 3 bedrooms offer comfortable sleeping for up to 6 guests. All have TVs. Step outside and enjoy a fantastic outdoor living.

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

Pool & Sand Volleyball | 3 Kings | Near AMI & IMG
Escape to Two Palms, a spacious 4-bedroom, 3-bath retreat in Bradenton, Florida. Perfectly located just minutes from the sugar-sand beaches of Anna Maria Island. Designed with comfort and relaxation in mind, this home offers everything you need for a memorable getaway. Step inside to an open-concept living space filled with natural light and plenty of space to unwind. Outside, enjoy a private salt-water pool and a beach sand backyard featuring a sand volleyball court.

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.

Key Lime Cottage | Hot Tub | Steps to Beach
Key Lime Cottage is a charming 3BR/2BA coastal retreat just across the street from the Gulf beach and two houses from the iconic Rod & Reel Pier. This pet-friendly home features a private fenced yard, hot tub, bikes, and paddle boards, plus a fully stocked kitchen, Smart TVs, and fast Wi-Fi. Walk to Pine Avenue shops and restaurants, enjoy effortless beach access. Relax, unwind, and experience the best of Anna Maria Island—right outside your door.

ami skyview
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).

Paradise on Pine
Welcome to "Paradise on Pine" – a stylish island retreat perfectly situated in the heart of Anna Maria! This charming 3-bedroom, 2-bath vacation home is nestled right on Pine Avenue – just 1.5 blocks to the stunning Gulf beaches and only a few blocks from the bay, City Pier, and all the boutique shops, eateries, and island favorites Anna Maria is known for. No need for a car – you’re just a flip-flop stroll to it all!

Birdsong-Steps to Bean Point Beach Heated Pool!
Birdsong is a charming 2-bedroom, 2-bath home just a 3-minute walk to Bean Point Beach on Anna Maria Island. Recently remodeled in 2025, it features a private heated pool, fenced backyard, outdoor dining with BBQ, and included beach gear. With a king suite, queen bedroom, and sleeper sofa, this owner-managed retreat is perfect for a relaxing coastal getaway. 🏖️☀️
Popular amenities for house rentals near Anna Maria Island
House rentals with a pool

Ocean72 | Heated Pool & Spa | 2BR Near Beach

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

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

Backyard Bliss Anna Maria Island

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

TOES IN THE SAND!

Bayfront Beach access with Heated Pool!

50% Off June 28/29 w/ Private Boat Dock & 30' Pool
Weekly house rentals

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

Pergola Oasis | Walk to Beach + Outdoor Living

AMI Cortez Beach Retreat "Views" Resort-style Pool

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

Sandy Toes

Anna Maria retreat house

H2O Bungalow by Beach Boutique Rentals

Ocean Views - Spacious Unit, Bonus Loft & Hot Tub
Private house rentals

1 block to Pine Ave + Shopping + Beach + Dining!

Sunlit Shores New Luxury Retreat | Private Pool

VillaEsperanza-Private Pool-BBQGrill-Acces Beach

Pet-Friendly -3BR - Near AMI & IMG - Fenced Yard

Pelican Point in Anna Maria

TieDyeSky: Waterfall Pool, Steps 2 Beach, Elevator

Beach getaway pool, spa, mini golf, walk to beach

Paradise Cove - Bayfront Oasis 10 mins from AMI!
Pet-friendly house rentals

+ Anna Maria Seaside Escape +

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

2nd House from the Beach with No Roads to Cross

Coastal Cottage 1 - Close to the Beach - Updated

༄ Sunset Shore on Anna Maria Island ༄

Mid-Century Modern, Pool, Mins to Siesta Key Beach

Enjoy AMI sunsets | Chic home w/ Saltwater pool!

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI
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
- Anna Maria Island Beach
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Dunedin Beach
- Vinoy Park
- Tampa Convention Center
- Manasota Key Beach
- University of South Florida
- Hard Rock Casino
- Crescent Beach
- John's Pass
- Tropicana Field
- Fort De Soto Park
- Englewood Beach
- Sand Key Beach
- Anna Maria Public Beach
- River Strand Golf and Country Club





