
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.

Breezy Harbor AMI pool retreat near the Beach
Stunning Fall 2024 renovation done! Charming Breezy Harbor boasts a private heated pool and sits on a quaint corner of AMI. Upon arriving you will immediately feel stress melting away. You'll love grilling in the lush yard and a 6-min walk to the beach or the AMI trolley stop. A supermarket is a couple of streets over. The home is perfect for families, couples, 1-50Lb pet, and working remotely. Ample Parking for 2 vehicles and toys. *Ask us for shorter stays and always discuss your pets with us*

Luxury 3BD Beachfront Retreat with Heated Pool!
Sandy Bottoms Beach House is a luxury Gulf-front retreat where modern comfort meets Floridaâs natural beauty. With three king bedroomsâeach with its own en suite bathâthis home is designed for families, couples, or groups seeking a premium beach getaway. Step through oversized sliding doors to a private patio with a heated pool, outdoor dining, and a direct trail to the sand. Spend mornings walking the shoreline, afternoons lounging by the pool, and evenings watching unforgettable Gulf sunsets f

Book Family Tides 7 Nts get 3 FREE~Pool~Beach view
Let me know if you need a stay for a period not listed. Unbeatable location, HEATED POOL, ultimate makeover & NEW bedrm, bathrm, lounge, & covered patio additions for spacious beauty are a few things that set us apart! Hidden behind our private gate, the beach is just a few steps away & remains uncrowded-even during busiest season. Premium fixtures, appliances, & plush furnishings create elegance. Garage/parking for 6 cars! Near restaurants, Publix, activities! 30 steps to FREE TROLLEY pick up!

Pineapple Paradise~WATER SLIDE/ Heated Pool & Spa!
Enjoy the waterslide heated pool home! Perfect for adults & kids of all ages. Owner managed. This exceptional 4 bed, 6 & 1/2 bath vacation home is just a few steps away from the beach. To provide guests with an unforgettable experience, we have designed this house with a perfect backyard for entertaining & an incredible rooftop deck that offers stunning views of the Gulf! ⢠Owner Managed ⢠Rooftop deck ⢠Private pool with waterslide & spa ⢠Outdoor living space ⢠Foosball/Ping Pong ⢠Connect 4

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.

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.

STEPs to BEACH! /Heated Salt Pool/Sunsets/5 STAR!
Less than a 2 min WALK to the white sand beaches of the Gulf, this 4 BR home comfortably sleeps 8. Large bedrooms & a spacious floor plan (the kitchen, dining and living rooms flow together), the house is perfect for families. The bedrooms are split 2+2 & paired with bathrooms on opposite ends of the house (a pocket door adds privacy). Private heated saltwater pool sits amidst the tropical yard. Hop on the free trolley and explore Florida's gorgeous Anna Maria Island.

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 Aveâs 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.

Waterfront Gem/ Pool Spa+ Dock/ Near Bridge Street
Anna Maria Waterfront oasis! **5 min walk to beach, private dock, pool heat included!!** Relax in the private heated pool, sip coffee on the dock, or walk to the beach. This bright, updated home has spacious living areas, a stocked kitchen, smart TVs, fast Wi-Fi, and cozy beds. Great for families or couples! Grill by the pool, dine under the stars, or fish from the dock. Includes washer/dryer, beach gear, and parking. Your peaceful, sunny getaway awaitsâbook now!

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI
Enjoy Florida sun in a stunning, newly renovated 4/2 pool home! We have provided almost everything we could think of including five 4k TVs w/ Netflix and cable, wifi, heated (optional) salt water pool w/ 7' privacy fencing, adult bikes, beach gear, Pack & Play, office, board games, relaxing lounge chairs, stocked kitchen, washer & dryer, garage parking, dog crate, all in a quiet and safe neighborhood. Oh, and of course it's just 5 miles to world renowned beaches.

New Prof Decorated-Pool/Spa 5 minute walk 2 Ocean
This brand new rebuild on Anna Maria Island located within Anna Maria city has 3 Bedroom, 3 Bathroom home plus loft is professionally decorated throughout, with state-of-the art quartz counter tops, JennAir professional stainless-steel appliances, wide plank wood tile floors, bead board ceilings. All bathrooms have basket weave marble and quartz counters and there is a Whirlpool Washer & Dryer. The house has everything necessary for a perfect beach vacation.

Captain's Quarters at Spinnakers Vacation Cottages
My place is close to the beach, family-friendly activities, nightlife, and the free AMI trolley. Youâll love my place because of the high ceilings, the location, and the ambiance. It is located in the lush tropical paradise of Spinnakers Vacation Cottages. With a large living room, dining area and large master suite, it is perfect for couples, families (with kids), and furry friends (dogs, with a small pet fee). Captains Quarters also has Private patio!
Popular amenities for house rentals near Anna Maria Island
House rentals with a pool

The Shell House

Bayfront Beach access with Heated Pool!

Turtle Nest! Private Heated Pool and Access to the

Location! Beach Access/Trolley/ Restaurants!

Orange Oasis: Clean, heated pool, near beaches.

Loggerhead - Private Pool + Golf Cart - AMI Oasis

Unwind Sunshine: steps to locals' favorite beach

Sunrise Villa - Tropical 3 bedroom home with pool
Weekly house rentals

Gulf Beach Front! Walk to Restaurants + Pier!

Veselka - Canal front w private heated pool & dock

Seconds to the Beach! Clean & Cozy NO flood damage

TOES IN THE SAND!

Private heated pool,2 minute walk to the beach! W

Luxury Home Steps to Quiet Beach on 78th St

Beachfront Villa | Pool + Lanai | Hosts 6

Fanta Sea | Island Fun w/Pool, Hot Tub, Game Room!
Private house rentals

Island in the Sun, luxury beach house,private pool

Cedar Sunsets - 4 bed, 4 bath, 4 Houses to the Bea

Close to IMG + Pool + Outdoor Kitchen & Projector!

Perfect Hideaway- Heated Pool, 5 min Walk to Beach

Canal front, dock, heated Pool, near AMI+IMG

Private Luxurious Ground Level Home

Sarasota Escape | Minutes to Beaches + Downtown

Bean Pt. Bungalow - Half duplex w/private pool
Pet-friendly house rentals

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

Heated Pool-Game Room-EV-Near AMI Beaches/IMG!

Beautiful Pool/Spa, Steps to sand, New Golf Cart

Twin Palms: Big House Steps to Beach w/Lush Pool

Gone Coastal - Heated pool, close to the beach

2nd House from the Beach with No Roads to Cross

Discounted October Stays w/Private 30' Dock & Pool

Enjoy AMI sunsets | Chic home w/ Saltwater pool!
Quick stats about house rentals near Anna Maria Island
Total rentals
1.5K properties
Total number of reviews
19K reviews
Family-friendly rentals
1.4K properties are a good fit for families
Pet-friendly rentals
590 properties allow pets
Rentals with a pool
1.2K properties have a pool
Rentals with dedicated workspaces
660 properties have a dedicated workspace
Destinations to explore
- Rentals with outdoor seating Anna Maria Island
- Waterfront rentals Anna Maria Island
- Rentals with beach access Anna Maria Island
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- Luxury rentals Anna Maria Island
- Rentals with lake access Anna Maria Island
- Rentals with a fire pit Anna Maria Island
- Fitness-friendly rentals Anna Maria Island
- Beach house rentals Anna Maria Island
- Rentals with a patio Anna Maria Island
- Rentals with a sauna Anna Maria Island
- Rentals with a washer and dryer Anna Maria Island
- Rentals with a fireplace Anna Maria Island
- Rentals with a kayak Anna Maria Island
- Condo rentals Anna Maria Island
- Beach condo rentals Anna Maria Island
- Rentals with pools Anna Maria Island
- Family-friendly rentals Anna Maria Island
- Townhouse rentals Anna Maria Island
- Villa rentals Anna Maria Island
- Rentals with an EV charger Anna Maria Island
- Beachfront rentals Anna Maria Island
- Bungalow rentals Anna Maria Island
- Pet-friendly rentals Anna Maria Island
- Rentals with a hot tub Anna Maria Island
- Cottage rentals Anna Maria Island
- House rentals Manatee County
- House rentals Florida
- House rentals United States
- Siesta Beach
- Crescent Beach
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Dunedin Beach
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Lido Key Beach
- Anna Maria Public Beach
- Cortez Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Streamsong Resort
- Gulfport Beach Recreation Area
- Jannus Live
- Manasota Key Beach
- ZooTampa at Lowry Park
- North Beach
- Adventure Island
- River Strand Golf and Country Club
- Splash Harbour Water Park