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

Studio - On the sand! Right on the beach. Sunsets
ONE SHELL COVE - Anna Maria Island, Bradenton Beach. Totally remodeled after Hurricane Helene. Wonderful studio floor plan with amazing kitchen. Beautiful view of the waves. 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 patio in this ground floor unit. Amazing Location Parking All Amenities Almost all 5 star reviews. Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach

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

Island Time: Open Mon & Tues Nite, $99/nt + Fees!
This sublime oceanfront studio is directly 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 studio condo 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...!

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.

9/14-9/17 Discount 30’ Pool & Dock, Steps to Beach
o A beautifully renovated 3-bed 2-bath oasis designed for unforgettable family getaways, boating adventures, and pure relaxation. o While many rentals claim to be in Anna Maria, they are actually situated in the heavily congested Holmes Beach or Bradenton Beach areas. Nestled on the quiet, historic North End of Anna Maria City. Completely bypass the tourist traffic and long car lines, enjoying a peaceful, authentic neighborhood where everything you want is within a short stroll.

Beachfront Resort, Ocean View, Pool, Tennis, Gym
Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the beach.

Casa Bella-5BR/Waterfront/Pool/Spa-9 Min AMI
Beautifully renovated 5 bedroom home. Located 3 minutes from beach access and 9 minutes to Anna Maria Island. A massive waterfront patio with string lights and heated pool and spa encompass this house. Master bedroom with walk-out to spa. Custom double walk-in shower in master suite. Family room with 86" television, decorative fireplace, and 15' ceiling. Roku TV’s in every bedroom. Outdoor propane grill. Beach chairs, umbrella, and cart. We welcome you to Casa Bella.

Luxury 3/3 Margaritaville Resort
Our luxury 3 BR/ 3 Bath Margaritaville inspired condo features one of the best unobstructed water views of Anna Maria Sound and Tampa Bay in the community. The unit features a gourmet kitchen, high-end mattresses, furniture and electronics. The unit comes with bikes and plenty of beach gear. Come enjoy one of the best units in the only luxury development in the area. Skip the hassle of a trip to the off-site management office with keyless entry.

Beachfront Treasure Island | Pool | Penthouse
Enjoy this modern two-story beachfront penthouse in Treasure Island with breathtaking Gulf views, direct beach access, and a beachfront pool. The main level features a queen bedroom, while upstairs offers a king primary suite with a private Gulf-front balcony and a third bedroom with two bunk beds. Beach chairs, wagon, canopy, and beach essentials are included. Walk to Caddy's, beach bars, waterfront dining, and live music on Sunset Beach.

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).

Dockside Dreams - Pool, Spa & Waterfront Dock
Welcome to Dockside Dreams - Your Waterfront Paradise! Escape to our home nestled along the serene waters, less then 3 miles from Bradenton Beach. This is not just a vacation; its an aquatic adventure waiting for you! - Private Boat Dock - Dolphin and Manatee Sighting! - Close to the Beach! - Fully Equipped Kitchen - Outdoor Oasis: Soak up the sun on your deck or cook out by the water! Stays of 28+ Days welcome on request!

Tranquility on the bay.
Tucked away from the hustle and bustle, my mobile home is located in a very unique neighborhood right on the bay with a little beach 2 min. down the road from my house, where you can sit and enjoy the views or fish. The homes are a combination of mobile homes like mine and houses with the most wonderful people of all walks of life. Very quiet, very safe and friendly. 5 min. to Bradenton beach and 10 min. to AMI.
Popular amenities for waterfront rentals near Anna Maria Island
Waterfront apartment accommodation

Serenity on the Manatee

Direct Beachfront Condo, Ocean balcony view!

Beachfront Condo w/ Ocean View - Newly Renovated!

Sweet Retreat at Shorewalk!

Longboat Key-OCEAN FRONT- on the beach

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath

Million Dollar Gulf-Front View!

Siesta Premier Location - The 'Calm of Siesta'
Waterfront house rentals

Boating/Fishing Paradise at Bayfront Dock! Pool!

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

NEW Heated Saltwater Pool + Spa near AMI & IMG

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Beautiful Lake View Home - Close Beaches / IMG

Luxury Canal Home + Heated Pool/Spa, Sleeps 12

Dockside Dream:Luxury canal front home, dock, pool

Manatee Sanctuary - in the heart of Anna Maria
Waterfront condo accommodation

Amazing views on beachfront

Beach Condo with Quiet, Private Beach

Breathtaking Beachfront Views in Siesta Key

KING bed + Beaches + Beach Gear!

Beachfront Condo in Exclusive Resort

Beachfront • Steps to Sand • Sunset View • Balcony

Sunset and beach view from your balcony Unit 403

Rincón Divino MB 2 Balconies, Ocean & Marina Views
Other waterfront holiday rentals

Getaway Family Beach Townhome w/Pool!

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

MorSea Cottage: A Beachside Oasis

Sand Trap by Beach Boutique Rentals

~Hot Dates, Cool Prices – Beach Access - Lrg Pool~

New Modern on Beach- Walk out 5 steps to Sand

Island Adjacent! 4 bed/3 bath home w/Pool & Tiki!

True beach front home - 3 beds/2 bath, heated pool
Quick stats about waterfront rentals near Anna Maria Island

Total holiday rentals
Explore 800 holiday rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island holiday rentals start at $126 AUD per night before taxes and fees

Verified guest reviews
Over 14,410 verified reviews to help you choose

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

Pet-friendly accommodation
Find 200 rentals that welcome pets

Holiday rentals with a pool
680 properties feature pools

Rentals with dedicated workspaces
470 properties have a dedicated workspace

Wi-Fi availability
800 of Anna Maria Island holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- Waterfront rentals Manatee County
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- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
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- Bean Point Beach
- Amalie Arena
- Turtle Beach
- Caspersen Beach
- Hard Rock Casino
- University of South Florida
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- Tropicana Field
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- MidFlorida Credit Union Amphitheatre
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- Anna Maria Public Beach
- Img Academy
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