
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.

Carissa A | Beachside Retreat | Golf Cart | Pool
Carissa Loft A🏝️ A well-designed home offering comfortable spaces to relax, reconnect & experience all that AMI has to offer! Step inside to discover a private lower level retreat featuring a queen bed, sofa, TV and game table. Upstairs you'll find the fully stocked kitchen, inviting family room, 2-bedrooms & 2-full baths. The private outdoor oasis features a heated/cooled cocktail pool. 🚙Park the car & let the island adventures begin! The 6-person golf cart is complimentary with your stay!

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.

Anna Maria - 3 Bd 2 Bth-Heated Pool-Walk to Beach
Anna Maria Island - located in Holmes Beach within 5 blocks walking distance to beach, and even closer to restaurants, shops, etc. Heated Pool and All amenities provided including bikes(6), beach chairs(6), beach gear, and even a beach cart to haul it all. Ping Pong Table, Corn-hole, Smart TVs with free movies and HIGH Speed WiFi AZURE BLISS! Note: - Security device (video monitoring) at exterior front, side, and rear of property (front door, side gate, rear yard) - License # VRC21-

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! 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.

NEW! w/ Pool - The Pearl Unit 2 on AMI
The Pearl (Unit 2) is a newly renovated oasis in the heart of Holmes Beach on Anna Maria Island. Just a 3–5 minute walk to the beach, this sunny AMI duplex home has everything — sparkling saltwater pool, fresh interiors, no stairs, beach gear, and parrots that may say hi on your morning walk! Centrally located and steps away from the AMI trolley to whisk you around the island! Relax, explore, and live your best island life. *pool is shared with one other unit in the duplex home*

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.

Pergola Oasis | Walk to Beach + Outdoor Living
Welcome to Salty Palm, a newly remodeled coastal retreat in the heart of Holmes Beach. Just a short walk to the white sandy beaches of Anna Maria Island, this home features a private covered pergola with outdoor lounge seating and dining, creating the perfect space to relax day or night. Steps from shops and eateries, with nearby bike and golf cart rentals, plus access to community amenities including a boat ramp, kayak launch, fishing dock, and tennis & pickleball courts.

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.

Sun and Spring by Beach Boutique Rentals
*Features include* * Brand new luxury built home * Private turf yard with sparkling heated pool * Designer chef’s kitchen * King master suite with ensuite bath * Two queen guestrooms with Jack-and-Jill bath * Occupancy 8 with sleeper sofa * Patios on three levels * Outdoor TVs * Close proximity to shops and restaurants on Pine Avenue * Beach chairs, umbrella and cart * Short walk to the beach

Bean Pt. Bungalow - Half duplex w/private pool
Welcome to Bean Pt. Bungalow! A charming 3/2 villa with a private saltwater pool in the heart of Anna Maria. You're only 0.2 miles from the nearest beach access and 0.2 miles from the Rod and Reel Pier. The home comes equipped with 6 beach chairs and cart. This boutique rental is the perfect place for your next getaway! Primary - King Bed Front bedroom - King bed Bunk room - 4 twin beds
Popular amenities for house rentals near Anna Maria Island
House rentals with a pool

Beach House w/Private Pool & Spa

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI

Ocean72 | Heated Pool & Spa | 2BR Near Beach

L'Oasis East w/Dip Pool

The Florida Rooms

Bay beauty with heated pool, spa, games, ping pong

Manatee Sanctuary - in the heart of Anna Maria

Seaquel A Tropical Retreat - Private Pool Home
Weekly house rentals

Villa Mar- 2BD Waterfront Home in Holmes Beach, FL

Anna Maria Aloha – Pet Friendly, Steps to Gulf

Private Pool + Walk 2 blocks to Beach! King Beds!

Eileen’s house- steps to the beach.

Backyard Bliss Anna Maria Island

Key Lime Cottage | Hot Tub | Steps to Beach

Lakeview Lookout - Canal front Cottage

Heavenly Hideaway, 3 bdrm, 5 minute walk to beach
Private house rentals

Feelin' Salty-Pool Modern Beach House w/Pool/Spa

Angelfish Cottage, Sweet 2 BR/1B with Private Pool

The Peachy Beach House, steps to the gulf

Private pool home on Anna Maria Island, Florida

THE salty Marlin B: Dock, Beach Access 2 min walk

Bayfront Home:Dock, Heated Pool, Manatees

Pineapple Paradise | Private Pool | Walk to Beach

Well-Maintained 3BR | Pool | Patio/Balcony | W/D
Pet-friendly house rentals

Sunshine Cottage: 30’ Pool & Dock, Steps to Beach

Private pool, only two blocks .3 miles from beach!

Charming Beach house amongst huge Banyon Trees

Do you love the beach?

Stylish Pool Home 4BR Near Siesta Key "Palm Noir"

AMI Dock of the Bay - "Over the Water" 2nd Floor

AMI Oasis Pool, Spa, Golf Cart, Putting Green

Walk to Beach + Trolley + Heated Pool + Mini Golf!
Quick stats about house rentals near Anna Maria Island

Total holiday rentals
Explore 1,580 holiday rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island holiday rentals start at $14 AUD per night before taxes and fees

Verified guest reviews
Over 24,710 verified reviews to help you choose

Family-friendly holiday rentals
1,520 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 630 rentals that welcome pets

Holiday rentals with a pool
1,300 properties feature pools

Rentals with dedicated workspaces
890 properties have a dedicated workspace

Wi-Fi availability
1,580 of Anna Maria Island holiday 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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