
Beachfront rentals near Anna Maria Island
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Top-rated beachfront rentals near Anna Maria Island
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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.

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.

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.

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.

ami skyview
When you open your door and step out, you will enjoy your own private white sandy beach, with sparkling blue/green, Gulf/Bay water. The location and view are incredible, only a blocks walk, to the famous Anna Maria City Pier, Pine Avenue, restaurants boutiques and shops. Enjoy kayaks, paddle boards and bicycles, all FREE, for our guests. Come and enjoy paradise! There is only one camera located at the front entrance (street side).

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

♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U2 ♥

Steps2Beach-Walk everywhere-Bikes & gear Included

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

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

Amazing views on beachfront

Luxury Seashell Oceanfront Condo with Pool

𖤓Updated Stilt home: just steps to the beach!𖤓
Beachfront home rentals with a pool

Bayfront • Rehabbed • Pickleball • Private Beach

TOES IN THE SAND!

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

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

Salt + Sol | Heated Pool |Canal-Front | Golf Cart

Beachfront Studio Retreat on Anna Maria Island

Lake by the Beach by Duncan Real Estate

Payton's Place | Private Heated Saltwater Pool/Spa
Private beachfront home rentals

Holly's Garden: North End Canal Front

Beachfront Corner Condo | Sunset Gulf Views

3 BR Condo On Longboat Key Beach and Waterfront

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

ShoreSideSuites Stunning Gulf Views|Steps to Beach

The Pink House - Short Walk to the Beach

Gulf front screened lanai, best sunset views AMI

the Seaside 21
Luxury beachfront home rentals

Luxury Waterfront Sunset Beach with Jacuzzi

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

Walks on the Shores • Private Beach Front Access

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

New Listing! 4BR + Beach View + Heated pool!

New! Gulf Views • Rooftop • Bridge St • Game Room!

Siesta Bliss ~ Luxury Waterfront Retreat

Tranquil Bay: Waterfront Home w/ Heated Pool
Quick stats about beachfront rentals near Anna Maria Island

Total holiday rentals
Explore 290 holiday rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island holiday rentals start at $142 AUD per night before taxes and fees

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

Family-friendly holiday rentals
210 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday 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 holiday 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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