
House rentals near Anna Maria Island
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Top-rated house rentals near Anna Maria Island
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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.

4-Min Walk to Beach | King Suite | Kid-Friendly
Escape to this beautifully renovated 3BR, 2BA family retreat just steps from the beach. This open layout home sleeps 8 & comes with a fully stocked kitchen, Pack ’n Play, booster seat, beach toys, board games & Netflix & Disney for movie nights. Enjoy the shaded outdoor space to grill, play some outdoor games or relax & enjoy a fire at sunset. The home also offers an outdoor shower & washer & dryer for easy cleanup after beach days. Relax, unwind & make lasting memories just steps from the Gulf!

Carissa A | Beachside Retreat | Golf Cart | Pool
Welcome to Carissa Loft A, your completely private half of a beachside duplex on AMI! The duplex is designed back-to-back, meaning you have your own private indoor/outdoor spaces, entrance & pool-No shared amenities! Loft A includes: 1pm CHECK IN, 3 beds, 2 baths, full kitchen, 2 living spaces, balcony, heated/cooled cocktail pool & 6 person golf cart included w/stay! Ideal for up to 6 guests. Need more space? You can book both sides for larger groups while still enjoying separate living areas.

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.

Your Own Resort - 4B Heated Pool & Luxury Finishes
Minutes to Siesta Key Beach, this Sarasota home is made for effortless group getaways. Start your mornings by the private screened pool, unwind on the cabana daybed, and gather in bright open living spaces designed for connection. Enjoy a fully equipped kitchen, 3 full bathrooms, and a separate studio offering extra space and privacy. Centrally located with quick access to St. Armands Circle, The Ringling, and Mote Marine Laboratory & Aquarium—perfect for dining, culture, and family fun 🌴

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.

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

Casa Cay by Duncan Real Estate
Welcome to Casa Cay! This Bay front pool home on Anna Maria Island is an absolute paradise! With its prime location on the North end with stunning views of the bay and the Sunshine Skyway Bridge, and direct access to a private bay beach, it offers the quintessential Island experience. The layout of the house, featuring three bedrooms and three bathrooms, including two suites with Ensuite bathrooms, is perfect for families or groups of friends looking for comfort and privacy.

NEW! Coconuts 106! Beach Front! Heat Pool!
Welcome to Coconuts Beachfront #106! This renovated ground-floor condo features 1 bedroom and 1 bathroom, on the sands of Holmes Beach. Enjoy Gulf views from the living room, kitchen, and private patio, or step out your back slider straight onto the beach. Perfect for couples or small families, this retreat offers comfort, relaxation, and unforgettable days by the shore.

Anna Margaritas by Beach Boutique Rentals
*Features include* * Private tropical yard with sparkling pool and spa * 2 bedrooms, 2 luxurious full bathrooms * Bonus room for the kiddos with bunk bed * Updated kitchen * Washer and dryer * Expansive patio with loungers and Tiki hut * Outdoor dining table for 6 * Beach chairs, umbrellas, beach toys * Gas grill * Steps to Bean Point!

10 min AMI | 15 min IMG | Heated Pool
Escape to paradise in this beautifully designed 2-bedroom, 2-bathroom bungalow, located in the heart of sunny Bradenton just 10 min to Anna Maria Island. This chic and tranquil retreat boasts modern comforts and coastal charm, offering the perfect getaway for relaxation and rejuvenation.
Popular amenities for house rentals near Anna Maria Island
House rentals with a pool

Ocean72 | Heated Pool & Spa | 2BR Near Beach

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

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

AMI*Steps to the beach-Modern LUX* POOL SPA*Views

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

3 Bed / Pool / Waterfront / Kayaks

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

Heated saltwater pool near Siesta and Downtown
Weekly house rentals

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

Backyard Bliss Anna Maria Island

Key Lime Cottage | Hot Tub | Steps to Beach

250 steps to the Beach | Heated pool + spa

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

Luxury Beach House Steps to Quiet Beach

Sleeps 10 | Pickleball | Pool | Tiki Bar | Games

Sunrise Vista in Anna Maria, FL
Private house rentals

Magnolia Palms: Family Retreat w/ Backyard Oasis

Luxury Beach Home•Steps to Beach•Essentials

The Shell House

TOES IN THE SAND!

༄ Sunset Shore on Anna Maria Island ༄

Pergola Oasis | Walk to Beach + Outdoor Living

Sea Shack - 2bd/2ba POOL Home

New Prof Decorated-Pool/Spa 5 minute walk 2 Ocean
Pet-friendly house rentals

Sarasota's Luxury Oasis

Sea Escape - Located in Siesta Key Village!

2nd House from the Beach with No Roads to Cross

The Pink House - Short Walk to the Beach

Summer House longboat key

The Cottage on Pine - Pine Ave Cottage w/ Pool

Luxury | Steps To Beach | Tropical Views

Enjoy AMI sunsets | Chic home w/ Saltwater pool!
Quick stats about house rentals near Anna Maria Island

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

Nightly prices starting at
Anna Maria Island holiday rentals start at £7 per night before taxes and fees

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

Family-friendly holiday rentals
1,550 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 660 rentals that welcome pets

Holiday rentals with a pool
1,320 properties feature pools

Rentals with dedicated workspaces
910 properties have a dedicated workspace

Wifi availability
1,590 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!
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- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Coquina Beach
- Lido Key Beach
- Turtle Beach
- Amalie Arena
- Vinoy Park
- Caspersen Beach
- Tampa Convention Center
- Dunedin Beach
- Sand Key Beach
- Cortez Beach
- Hard Rock Casino
- Manasota Key Beach
- St Pete Beach
- Anna Maria Public Beach
- Englewood Beach
- Jannus Live
- University of South Florida





