
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.

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.

Manatee Sanctuary - in the heart of Anna Maria
Welcome to Manatee Sanctuary – a spacious 3 bed/ 2 bath canal-front retreat with a private heated pool and hot tub, located in the quiet and highly sought-after North End of the island. This serene and private oasis offers everything you need for a relaxed and memorable beach vacation. The home features an open-concept living and dining area, fully stocked kitchen, and an upstairs porch ideal for morning coffee or evening relaxation. The backyard opens onto a peaceful saltwater canal.

Coral Beach by Duncan Real Estate
Welcome back to Coral Beach! Amenities Include: - Bedroom 1 King Ensuite - Bedroom 2 King Ensuite - Bedroom 3 Queen - Work Space Y - Bathroom 1 Walk-in Shower - Bathroom 2 Walk-in Shower - Bathroom 3 Shower/Tub - Hot Water - Beach Access 0.3 miles - Ground Level Y - Central A C - Cental Heat - Ceiling Fan Living Area - Sqft under a c 1,908 - Free Parking - Parking Spots 4 - Front Security Camera - Self Check In - Keyless Entry - Bath Towels - Beach Towels - Quality Linens - Hair Dryer

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

Sea Shack - 2bd/2ba POOL Home
Welcome to Sea Shack, an inviting ground level vacation home with a pool just steps away from the beach! Visit Pine Ave’s locally-owned boutiques and restaurants just a five-minute walk away. This rental accommodates up to 6 guest. Fully equipped kitchen has plenty of storage space for all your cooking necessities. Friends and family can gather in the living area for movie night or a bored game. have a fun-filled day in your backyard oasis, swim in the gorgeous pool.

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 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.

NEW Canal Family Home - Pool, Kayaks, Game Room
Just minutes from Anna Maria Island's turquoise water and powder-white beaches, Sandpiper Retreat is your home base for the ultimate Gulf Coast getaway. Wake up to canal views, paddle out to Robinson Preserve at sunrise, then dive in your private heated pool and spa when you come home. A dedicated game room with pool table, foosball, and ping-pong keeps everyone happy once the sun finally sets.
Popular amenities for house rentals near Anna Maria Island
House rentals with a pool

The Shell House

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

Anna Margaritas by Beach Boutique Rentals

Bayfront Beach access with Heated Pool!

Stunning beach house with heated pool and hot tub!

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

Ocean Air Oasis-New Centrally Located AMI Luxury

Sleeps 20 | Games | Basketball | Pool | Movie Room
Weekly house rentals

Ocean72 | Heated Pool & Spa | 2BR Near Beach

Luxury Beach Home•Steps to Beach•Essentials

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

Luxury Lido Key Getaway on St. Armands Circle

Key Lime Cottage | Hot Tub | Steps to Beach

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

Sleeps 10 | Pickleball | Pool | Tiki Bar | Games

Destination Relaxation
Private house rentals

Sunlit Shores New Luxury Retreat | Private Pool

Backyard Bliss Anna Maria Island

Walk to Beach, heated pool/Jacuzzi on N end of AMI

Becker's Beach Bungalow by A Shore Thing Vacations

NEW! w/ Pool - The Pearl Unit 2 on AMI

The Cottage on Pine - Pine Ave Cottage w/ Pool

Luxury Beach House Steps to Quiet Beach

1918 Historic Cottage • Walk/Bike to AMI Beaches
Pet-friendly house rentals

Island in the Sun, luxury beach house,private pool

Sarasota's Luxury Oasis

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

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

Island Oasis on Anna Maria Island off Pine Ave

Exquisite modern home with pool - 10 min to beach

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

The Pink House - Short Walk to the Beach
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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