
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.

Beachfront screened in lanai & hot tub, Gulf view
Paradise found You are directly on the sand at this ground level condo with private screened in lanai. A queen bed in the bedroom and a queen pullout couch in the living room Full kitchen in unit High speed internet and 2 cable TVs Large hot tub in building Enjoy the sunset from your lanai as it sinks into the Gulf. Perfect for a romantic couple getaway or use the pullout couch and bring the kids for a fun stay at the beach We own 2 units in the building for a group that wants more space

Beautiful ground level with heated pool!
Escape to this cozy cottage on Holmes Beach, just a block from the beautiful shoreline! Perfect for families or couples, this inviting retreat features a comfortable living space and a fully equipped kitchen. Step outside to your private pool, perfect for cooling off after a day at the beach. Enjoy the tropical landscaping and outdoor seating area for relaxation. With the beach so close, you can easily indulge in sunbathing, swimming, and seaside strolls. Experience the charm of island living!

Vitamin Sea Escape: Open Wednesday!
This charming seaside condo is on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the second floor, overlooking the heated pool and ocean, this dreamy one-bedroom condo is optimal for sunset viewing from a private, screened lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at Silver Sands Gulf Beach Resort! To see all four of our listings, click on my Host photo and scroll down...!

Gulf Front! Beach Sunsets+ 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.

Relax in a Newly Renovated Beach Front Paradise
Immerse yourself in the stunning beauty of the Gulf Coast at this hidden gem, perfectly nestled in the charming Indian Shores. This property exudes a coastal ambiance, providing a tranquil sanctuary to bask in the sugar-white sands and sparkling turquoise waters. Beach chairs & towels are thoughtfully provided. All you need to bring is a swimsuit & toothbrush. Exciting updates include new furniture & bedding added in '25 as well as a beautifully renovated walk-in shower in '24.

Beach Front Penthouse Riley's Retreat Island Inn
800 sq ft top floor condo with spectacular views of the Gulf of Mexico, Boca Ciega Bay, and the City. Located in the iconic Island Inn Beach Resort; step out of the lobby and onto the sand! Florida sunrises and sunsets are legendary, and you can enjoy both from your private top floor balcony. We offer one of the finest condo's in the building with the unique ability to enjoy North, South, East, and West vistas. This condo is unlike any other unit in the building--a must see!

Beachfront Condo in Exclusive Resort
The most stunning views from this brand new condo directly on Treasure Island Beach. This lovely unit is on the 4th, 5th, or 6th floor and provides sweeping views of the ocean. This units has 2 bedrooms and 2 full bathrooms. The inviting open concept living area has one of the best views of the ocean, especially when the retractable sliding doors are opened. The dining table on your private balcony provides a perfect dining area, with the ocean providing a beautiful backdrop.

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

Sunset and beach view from your balcony Unit 403
A luxurious experience on the beautiful beaches and emerald waters of the Gulf of Mexico awaits you when you check into this fabulous, fully renovated unit. It is one of the best one-bedroom, one-bath condos on Longboat Key, offering exceptional value. While the breathtaking views from the balcony capture the beauty of the Gulf, the interior has been thoughtfully redesigned to bring the outdoors in, creating a seamless blend of comfort and coastal elegance.

Bradenton Beach Sunsets 1, Anna Maria Island, FL
Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.

Winter Storm Escape Sale Ocean View Steps to Beach
Escape to paradise at this newly renourished beachfront condo in Indian Rocks Beach! Enjoy breathtaking Gulf of Mexico views and stunning sunsets from your doorstep. Steps away from the beach, this condo offers unparalleled access to sun, sand, and sea. Explore nearby restaurants and bars, or simply relax and soak in the natural beauty. Perfect for a romantic getaway or a family vacation. Beach gear including towels, chairs and umbrellas is included!

Beachfront Paradise! Ground level with Heated pool
Gulf-front getaway with unbeatable beach access—step out your back door and right onto the sand! Enjoy a king bed, queen sleeper, fully stocked kitchen, in-unit washer/dryer, and professional linen service. Beach towels, two chairs, and an umbrella are included. Relax or grill by the shared heated pool and soak in the stunning Gulf views. Everything you need for the perfect beach escape—just bring your sunscreen and unwind!
Popular amenities for beachfront rentals near Anna Maria Island
Pet-friendly beachfront home rentals

Quiet Beachfront Bungalow on Florida’s Gulf Coast

Su Casa | Beachfront Home | Indian Rocks Beach

Beachfront in exclusive resort

Semi Private Pool -Beach Gear Provided - 3Bedrooms

♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U3 ♥

Private Beach 2BR Bungalow *heated POOL* PETS ok

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

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

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Sand Castle II Oceanfront Condo!

Beachfront Getaway in Siesta Key

Beachfront Oasis / Pool, Beach Access & Ocean View

Luxury Oceanfront Vacation w/ Heated Pool

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

Sarasota Surf & Racquet Club Siesta Key Condo

Beachfront Resort, Ocean View, Pool, Tennis, Gym
Private beachfront home rentals

Rated top 1% of all rentals on AMI! Heated pool!

TOES IN THE SAND!

BEACHFRONT/Panoramic Views of the Gulf #301

Sailfish Gulf Suites #1, Beachfront, Steps to the

Renovated 2 bed/1 bath North End, beach 2 min walk

Snyders Rest. APT: A

Oceanfront Boho Bungalow Breeze

Beachfront Gem | Spacious Corner Unit #501
Luxury beachfront home rentals

Luxury Waterfront Sunset Beach with Jacuzzi

Walks on the Shores • Private Beach Front Access

Longboat Key-OCEAN FRONT- on the beach

Location! Beach Access/Trolley/ Restaurants!

Sandcastle Dreams

Flamingo Bay by Duncan Real Estate

The Emerald Villa, Eco-Luxury by the Sea

Ocean Views - Spacious Unit, Bonus Loft & Hot Tub
Quick stats about beachfront rentals near Anna Maria Island

Total holiday rentals
Explore 280 holiday rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island holiday rentals start at £75 per night before taxes and fees

Verified guest reviews
Over 6,720 verified reviews to help you choose

Family-friendly holiday rentals
210 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
230 properties feature pools

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wifi availability
280 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!
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