
Beachfront rentals near Anna Maria Island
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Top-rated beachfront rentals near Anna Maria Island
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Beach Front at “The Shore”
Welcome to The Shore —a beautifully renovated beachfront retreat in the heart of Madeira Beach. This second-floor 2-bedroom, 2-bath condo offers completely unobstructed Gulf views and the rare feeling of being almost directly on the water. Relax with your morning coffee in the signature blue chairs, watch breathtaking sunsets from the living room, and enjoy easy access to John’s Pass, waterfront dining, shopping, and the best of Gulf Coast beach living, where the shoreline feels just feet away.

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!

NO Stairs, Siesta beachfront. Walk to the village!
Welcome to your own private getaway directly on Siesta Beach! This ground floor unit is just steps from the powdery sands of Siesta Key. NO STAIRS Enjoy the updated bathroom with quartz countertops, new fixtures, paint, new furnishings, and décor. You literally walk out your door and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedrooms 1.5 bathroom beachfront home with Gulf views that sleeps 6.

Private Beachfront 2BR BUNGALOW*POOL*PETS ok
DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows share heated pool

Beach Bliss: Discounted August & September!
This sublime oceanfront studio condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the ground floor, overlooking the heated pool and ocean, this dreamy studio is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!

Do you love the beach?
Seaside Sanctuary is the ground floor unit of a beachfront duplex. It is the 2nd house from the beach with no roads to cross. The front yard is thirty steps from one of the most pristine beaches on the Gulf of Mexico. The house is located on a quiet residential street near the north end of the island. The front porch is a great place to watch the sunset. The house is clean, comfortable and well appointed. We welcome well behaved dogs and have a fully fenced yard for your pup to play.

The Emerald Villa, Eco-Luxury by the Sea
Eco-friendly, earth conscious seaside villa. Located just steps from the soft sands of the Gulf of Mexico beach, this exquisitely designed family home offers a luxurious yet sustainable escape. Encased in natural light, 4 bedrooms and 3 baths, the villa sleeps dynamic families and small groups in uncompromising comfort and style and provides all the zen essentials. In-house health suite with gym, infrared sauna and red light therapy available upon request at small additional daily fee.

Newly Remodeled Beachfront Studio - On the sand!
ONE SHELL COVE on Anna Maria Island has been totally remodeled after Hurricanes Helene and Milton. Wonderful studio floor plan with amazing kitchen. Beautiful view of the waves and the beach right outside your window. Grab your towel, take a few steps and you're on the beach. The sand comes right up to your door in this ground floor unit. Amazing Location Walk to some restaurants Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach

Quiet Beachfront Bungalow on Florida’s Gulf Coast
Welcome to The Sunset Beach Bungalow! This top-floor luxury water-front home located in Indian Shores, FL has been completely remodeled. Our serene getaway is situated on the Gulfs Coast. The large deck looks out over the water, providing a calming sanctuary to which you can retreat any time of day or night. Our home is over 1000 sq. ft and is newly furnished with plenty of room to relax during your stay. Our beach is private so there aren’t large crowds!

On private beach! Ground Level Full Kitchen Unit 6
Fully remodeled in 2025! We’re back & better than ever! ON Private Beach with breathtaking Gulf views! This 1 bedroom unit w patio leading to private beach features full kitchen, king bed and sleeper sofa, sleeping 4. Smart TVs, furnished linens, towels, toiletries, beach towels, beach chairs for your use. 1 Free parking space included. For additional availability see IDENTICAL unit same location Tide Vibes #7 and 2 bedroom unit #5, sleeps 6.

The Beach Condo #107 Beachfront Full View
Unit #107 has private beach access. Only a few steps to the beach will full gulf view. This end condo unit is quiet, ground floor . It is a small studio: new queen murphy bed and queen sofa bed. No separate bedroom. Limited initial limited supply of products/soaps/towels. Common use W/D across from unit. This is a small studio at 330 sq ft. It has been recently remodeled. Grounds, unit, pool recently renovated due to hurricanes.

Lovely 2 bedrooms, steps away from the beach.
This tropical beach style home will greet you upon arrival, with swaying palms creating instant serenity. The property is in Bradenton Beach on Anna Maria Island. With 2 Bedrooms, 1 Bath, and a beautiful backyard. Located Just few steps away from the beautiful waters of the Gulf. Within short distance from some of the best fresh local restaurants and bars in town you will feel the tropical vibes.
Popular amenities for beachfront rentals near Anna Maria Island
Pet-friendly beachfront home rentals

Amazing views on beachfront

Beachfront Condo in Exclusive Resort

Luxury Seashell Oceanfront Condo with Pool

𖤓Updated Stilt home: just steps to the beach!𖤓

♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U2 ♥

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

Beautiful Beachfront Cottage on the Water

SolMate 2/2, kayaks, beach, views, boat slip
Beachfront home rentals with a pool

*Shore Thing* Walk to Beach | Intercoastal Views

Beach Baby/4 Min Walk to Beach/ Pool/HotTub /Games

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

Manatee Sanctuary - in the heart of Anna Maria

Siesta Serenity ~ Pool/Waterslide/Waterfront

Bayfront • Rehabbed • Pickleball • Private Beach

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

Salt + Sol | Heated Pool |Canal-Front | Golf Cart
Private beachfront home rentals

Beachfront Corner Condo | Sunset Gulf Views

The Pink House - Short Walk to the Beach

Holly's Garden: North End Canal Front

Gulf front screened lanai, best sunset views AMI

MorSea Cottage: A Beachside Oasis

Luxury 3BD Beachfront Retreat with Heated Pool!

Anna Maria 2BR Condo • Walk to Beach, Dining, Pier

Oceanfront Condo · Rooftop Terrace · Arcades
Luxury beachfront home rentals

"Dream Away" at The Beach Dreams Resort

High-end Beach heaven, Sleeps 10, 3 private decks

Longboat Key-OCEAN FRONT- on the beach

Luxury Coastal Retreat with Pool and Rooftop Deck!

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

Saltline | Waterfront w/ Heated Pool + Golf Cart

RateSale~8/30~Pool~StepsToBeach~BeachEquip~Grill

New! Gulf Views • Rooftop • Bridge St • Game Room!
Quick stats about beachfront rentals near Anna Maria Island

Total vacation rentals
Explore 290 vacation rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island vacation rentals start at $100 per night before taxes and fees

Verified guest reviews
Over 7,210 verified reviews to help you choose

Family-friendly vacation rentals
210 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
230 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wi-Fi availability
290 of Anna Maria Island vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Anna Maria Island rentals

4.7 Average rating
Anna Maria Island stays receive an average rating of 4.7 out of 5 from guests
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- Siesta Beach
- Anna Maria Island Beach
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- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Tampa Convention Center
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- University of South Florida
- Vinoy Park
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- Tropicana Field
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- MidFlorida Credit Union Amphitheatre
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