
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.

Limited Availably w/ Private Boat Dock & 30' Pool
✨ 4.95★ GUEST FAVORITE! Canal Front & 1/2 Block to Beach Experience the ultimate AMI getaway! This 4.95-star tropical oasis features a wide canal with a 30' boat/fishing dock, a massive 16'x30' private pool, and is just a 1/2 block to the beach. Walk to everything:• 3-min walk to Bay Beach, 15 to Bean Point• Steps to Pine Ave shopping & City Pier• Stroll to Waterfront Restaurant & Two Scoops. Bring your boat, lounge poolside, or hit the sand. Perfect island living with 200+ rave reviews!

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!

Sea 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.

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

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach
You asked, we delivered. Inspired by our Top 1% listing and consistent 5⭐ stays at “The Tiny Oasis”, Haus De Noir is a moody, boutique 3BR/3BA retreat with Plunge Pool, Hot Tub, Sauna, Outdoor Cinema and More! Slip into the Midnight Kafana, your own after-hours Hideaway Bar with Karaoke, Lights, and Late-Night energy. Fully stocked with everything you need and then some! Family-Owned and Managed! We don’t just host we LOVE what we do! Just 10 mins to Indian Rocks & Madeira Beach🏝️.

Modern 4BR Home *Heated Pool & Spa*
Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. VR24-00265

Beach Baby/4 Min Walk to Beach/ Pool/HotTub /Games
Welcome to Beach Baby – Your Laid-Back Island Escape Just a short stroll from the sugar-white sands, Beach Baby is your perfect Anna Maria Island getaway. Located only six houses from the Gulf and about a 4-minute walk to the stunning Bean Point Beach, this bright and breezy retreat is all about soaking up sunshine, salty air, and easy coastal living. Spend your days beach hopping, biking to local shops, or simply unwinding in your own private backyard oasis.

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.

L'Oasis West 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.

Palmetto Sunset -Heat Pool/Spa, Steps to Beach!
🌴 Palmetto Sunset is a stunning multi-level luxury retreat featuring 4 ensuite bedrooms, open-concept living, and upscale finishes throughout. Enjoy a chef’s kitchen, 75” TV with fireplace, private balconies, elevator access, and a rooftop deck with Gulf views 🌊. Relax in your heated pool and spa, grill outdoors, and unwind in spacious comfort just moments from the beach. ✨🏖️
Popular amenities for house rentals near Anna Maria Island
House rentals with a pool

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

Casa Cay by Duncan Real Estate

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

Bayfront Beach access with Heated Pool!

Heated Pool, 5 miles to the Beach, Sleeps 8

Modern Home Heated Pool near Siesta & Downtown

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

Waterfront Pool Home Steps to Beach
Weekly house rentals

The Toasty Coconut in Anna Maria

Stunning beach house with heated pool and hot tub!

Key Lime Cottage | Hot Tub | Steps to Beach

The Cottage on Pine - Pine Ave Cottage w/ Pool

Sea Shack - 2bd/2ba POOL Home

Serenity by the Bay.

Anna Maria retreat house

H2O Bungalow by Beach Boutique Rentals
Private house rentals

Magnolia Palms: Family Retreat w/ Backyard Oasis

Dream's Corner Cove

Sunlit Shores New Luxury Retreat | Private Pool

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

Pelican Point in Anna Maria

TOES IN THE SAND!

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

Fins to the Right: On the Gulf of Mexico! Beach!
Pet-friendly house rentals

Oceans Blue Walk to the beach,stunning pool/spa

AMI Boathouse

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

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

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

Backyard Bliss Anna Maria Island

༄ Sunset Shore on Anna Maria Island ༄

100 Steps to Beach | Pool, Spa & Beach Views
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 $13 SGD 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!
Destinations to explore
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- Siesta Beach
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