
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.

"Dream Away" at The Beach Dreams Resort
Dream-away is the top right unit with one bedroom, one bath, full kitchen, washer/dryer, dish washer and a balcony facing Gulf Drive. This unit has a wonderful beach front view. The balcony is not on the Gulf Side. If you are interested in renting beach chairs, umbrella and a golf cart, please let us know. Two chairs and one umbrella are 25/day. We will drop off and pick up. Golf Cart can be rented for the day or the week. One small to mid size car is allowed on premises. Ask about larger cars.

Beach Front Madeira Beach
PLEASE NOTE: SEVERAL UNITS UNDER CONSTRUCTION in the building. Expected completion by May 31. Amazing beachfront condo, newly remodeled on the second floor. Vinyl plank flooring throughout, No CARPET. 2 Bedroom, 2 Bath. Completely unobstructed views of the beach. It is centrally located less than 1 mile from World Famous Johns Pass. Enjoy breathtaking sunsets from your living room with the water just feet away. The condo is walking distance to shopping, banking and many restaurants and bars.

Island Time: Open Sunday, $225/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...!

Manatee Sanctuary - in the heart of Anna Maria
Welcome to Manatee Sanctuary – a spacious 3 bed/ 2 bath canal-front retreat with a private heated pool and hot tub, located in the quiet and highly sought-after North End of the island. This serene and private oasis offers everything you need for a relaxed and memorable beach vacation. The home features an open-concept living and dining area, fully stocked kitchen, and an upstairs porch ideal for morning coffee or evening relaxation. The backyard opens onto a peaceful saltwater canal.

Heated Pool, Hot Tub, Game Room, Steps to Beach!
Welcome to Island Dreams, the ultimate peaceful escape just 4 min walk from Anna Maria Island's stunning beaches. This fully renovated three-bedroom, three-bath beach house features a Zen-inspired backyard oasis, a private cocktail pool, and a game room! Walk to shops, restaurants, and the trolley stop! Island Dreams offers the perfect blend of relaxation, location, and indoor and outdoor fun! NOTE: Holmes Beach has a 7-day rental minimum. Check in / Check out days are on Saturdays.

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

High-end Beach heaven, Sleeps 10, 3 private decks
Ideal for those who appreciate single-level living. 3 bedrooms & 2 baths located on the main floor, & loft-style 4th bedroom upstairs. Enjoy 3 decks!: a private beach deck just a 30-second walk away + front & upper decks offering partial ocean views perfect for morning coffee or for cocktails. The primary booking guest must be at least 27 years old, stay on-site during the reservation, and provide valid government-issued ID to host within 24 hrs of booking. Vtr -1609

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!

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.

'Walk on the Beach" heated pool North End AMI
Welcome to "Walk on the Beach " quiet and perfectly located at the North end of Anna Maria Island, 3 bedroom 2 bath pool home is the perfect vacation retreat. The open concept fully equipped kitchen, dining, and living room offers plenty of space for the whole family. Take a 3 min walk to relax at the most beautiful Bean Point Beach or sit back and relax while taking in ocean views from the spacious second floor balcony.

Your DreamOasisAwaits: SiestaKeyEscape with Pool!
Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴

Waterfront Pool Home Steps to Beach
Escape to our waterfront oasis on Anna Maria Island! This bright, updated home features a private heated pool, hot tub, and dock. Perfect for families, it's just a 5-minute walk to the world-renowned Gulf beaches. Enjoy stunning sunrises, a dedicated workspace, and modern coastal decor. Explore the island with ease via the free trolley. Your perfect getaway awaits!
Popular amenities for beachfront rentals near Anna Maria Island
Pet-friendly beachfront home rentals

♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U2 ♥

Stylish & Bright: Steps to Beach ~ Pool ~ Hot Tub!

Summer House longboat key

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

Beachfront in exclusive resort

Casa de B.O.B ... Best on Beach

Private Beach 2BR Bungalow *heated POOL* PETS ok

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

Relax in a Newly Renovated Beach Front Paradise

TOES IN THE SAND!

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

NEW!~ Beach Front/Heated Pool! Coconuts 107

Sunset and beach view from your balcony Unit 403

Tranquil Bay: Waterfront Home w/ Heated Pool

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

Newly Rehabbed • Pickleball/Tennis • Beach Access
Private beachfront home rentals

Waterfront Siesta Key / Kayak to the Bay & Beaches

The Gulf Lookout: A Gulf Front Escape

Bougie Bungalow: Golf Cart | Pizza Oven | 1 GB WiFi

The Pink House - Short Walk to the Beach

Oceanfront Boho Bungalow Breeze

Beachfront Studio Retreat on Anna Maria Island

Organic & Modern~90° Heated Salt Pool~Walk 2 beach

Coastal Sunshine - Your Beach Getaway!
Luxury beachfront home rentals

5/1, 5/12 7/11 & wk of 6/26 8/2 70%off Inquire now

Walks on the Shores • Private Beach Front Access

Shell Cove 106 by Duncan Real Estate

Bayfront 2BR | Heated Pool | Walk to Beach

Sailfish Gulf Suites #1, Beachfront, Steps to the

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

Sandcastle Dreams

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

Total holiday rentals
Explore 300 holiday rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island holiday rentals start at $170 NZD per night before taxes and fees

Verified guest reviews
Over 7,030 verified reviews to help you choose

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

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
240 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wi-Fi availability
300 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

4.8 Average rating
Anna Maria Island stays are highly rated by guests—averaging 4.8 out of 5!
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- Beachfront rentals Manatee County
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- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Bean Point Beach
- Coquina Beach
- Anna Maria Island Beach
- Turtle Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Caspersen Beach
- Dunedin Beach
- Cortez Beach
- Sand Key Beach
- Tampa Convention Center
- St Pete Beach
- Hard Rock Casino
- Jannus Live
- Anna Maria Public Beach
- ZooTampa at Lowry Park
- Manasota Key Beach
- Tampa Palms Golf & Country Club




