
Waterfront vacation rentals in Anna Maria
Find and book unique waterfront accommodations on Airbnb
Quick stats about waterfront rentals in Anna Maria

Total vacation rentals
Explore 200 vacation rentals in Anna Maria

Nightly prices starting at
Anna Maria vacation rentals start at $250 CAD per night before taxes and fees

Verified guest reviews
Over 4,000 verified reviews to help you choose

Family-friendly vacation rentals
190 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Vacation rentals with a pool
170 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wifi availability
200 of Anna Maria vacation rentals include wifi access

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

4.8 Average rating
Anna Maria stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated waterfront accommodations in Anna Maria
Guests agree: these waterfront accommodations are highly rated for location, cleanliness, and more.

Walk to it all! Restaurants + Heated Pool +Beach!
🌊🏖️Welcome to Making Waves on Anna Maria Island-where you are steps from the beach and centrally located to it all, footsteps to the trolley stop! Escape to paradise and experience the ultimate beach getaway at this stylish beach house with heated pool, nestled in the heart of Anna Maria. Walk outside the door to the pristine beaches, renowned local restaurants, and the vibrant Bridge Street with live music, restaurants, bars, and shopping. Our beach retreat promises an unforgettable vacation!

Waterfront, Heated Pool, Elevator, Fire Pit, Dock
Escape to The Blue Ark, a 3-story home inspired by Noah’s Ark. Families will love this peaceful retreat, blending luxury and comfort. Discover the island's only natural lagoon, boasting stunning views, manatee and occasional dolphin sightings! Unwind by the heated pool, fish from the dock, or take an easy 4-5 minute walk to the beach. End the day with a drink by the fire pit on the top deck, watching the sunset. The Blue Ark has an elevator, 3 bedrooms + extra sleep space, 8 beds and 4.5 baths.

Getaway Family Beach Townhome w/Pool!
Wouldn't you like to get away?🌞 Just steps to the perfect family beach at this condo w/pool. Two bedrooms, two baths (+tub), sleeps six! King bed, queen w/twin bunk over, one convertible queen. Fresh updates: Washer-dryer, flooring, sofa, full kitchen, cable, wifi, beach toys, pack n play, baby gate. Did we mention the heated pool?🏊♀️ Next door to Walgreens, restaurants, bike rentals, shops, grocery. So many charming delights to discover on America's best beach, Anna Maria Island (AMI)!🏖

Bayfront Beach access with Heated Pool!
Our modern yet beachy retreat is the perfect oasis on the North end of Anna Maria Island w/breathtaking panoramic views of Tampa Bay & the iconic Skyway Bridge. The backyard oasis features a refreshing saltwater pool & fully fenced backyard, complete w/artificial turf & outdoor shower. Just steps away, you'll find full access to a stunning white sandy beach & the crystal-clear waters of Tampa Bay! Conveniences have been carefully considered, creating the most ideal vacation destination!

2nd House from the Beach with No Roads to Cross
Seaside Sanctuary is the upper level 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 tip of the island. The front deck 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.

Sunshine Cottage: 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.

Anna Maria 2BR Condo • Walk to Beach, Dining, Pier
Modern 2BR/2BA Condo | Walk to Beach & Dining: Experience the best of Anna Maria Island from this bright, coastal-style condo: just a 5-minute walk to the beach, pier, shops, and local restaurants. You’ll Love: • King and Queen bedrooms + queen sofa bed • Smart TVs, fast Wi-Fi, and a full kitchen • 2 private parking spots • Patio shower for easy beach clean-up Perfect for couples, families, or business travelers seeking a comfortable, modern, and walkable island getaway.

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

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.

Oceanfront Condo for Beach Lovers
Located in Anna Maria Island Club - Our home away from home. Wonderful Panoramic View of Gulf of Mexico. 2 bedroom, 2 bath, heated pool, hot tub. Balcony overlooking the Gulf. Near to restaurants and shops. The heated pool and the hot tub is renovated. The elevator is working and we have a new security system. We had no hurricane this season . Everything is better than before the hurricanes last year.

Beachfront Corner Condo | Sunset Gulf Views
🏝️ Escape to our beachfront condo on Bradenton Beach, Florida! 🏝️ This charming one-bedroom apartment offers stunning ocean views and direct beach access. Enjoy a fully equipped kitchen, air conditioning, Wi-Fi, and a TV for entertainment. Relax on your private balcony and experience the beauty of Anna Maria Island. Perfect for a rejuvenating getaway!

★Right on the beach ★ Relax and Enjoy ♥ Sunsets!
An unforgettable experience awaits you at this getaway apartment right on the white sand beaches of Anna Maria Island. Wake up every morning to the best views of the turquoise waves of the gulf and spend your days enjoying the warm waters, filling your social media with dolphin pictures and dramatic sunsets.
Popular amenities for Anna Maria waterfront rentals
Waterfront apartment rentals

Beach Bliss: Open Wed & Thurs, $125/nt + Fees!

Direct Beachfront Condo, Ocean balcony view!

Sweet Retreat at Shorewalk!

Serenity on the Manatee

Million Dollar View on Gulf-Front Paradise!

Beachfront Condo w/ Ocean View - Newly Renovated!

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

On private beach! Ground Level Full Kitchen Unit 6
Waterfront house rentals

Boating/Fishing Paradise at Bayfront Dock! Pool!

AMI Sunset Beach - Gulf View Retreat w/ Pool+Decks

NEW Saltwater Pool + Spa | Mins to AMI Beaches/IMG

Casa Bella-5BR/Waterfront/Pool/Spa-9 Min AMI

Dockside Dreams - Pool, Spa & Waterfront Dock

Private Island Old FL Waterfront Heaven on Earth

Waterfront Pool Home Steps to Beach

Luxury Canal Home + Heated Pool/Spa, Sleeps 12
Waterfront condo rentals

AMI Beaches + Beach Gear!

Gulf Front • Steps to Sand • Sunset Views • AMI

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Beachfront in Pass-A-Grille w/ 2 bikes

Beach Condo with Quiet, Private Beach

Luxury 3/3 Margaritaville Resort

Luxury Seashell Oceanfront Condo with Pool

*Shore Thing* Walk to Beach | Intercoastal Views
When is the best time to visit Anna Maria?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $626 CAD | $793 CAD | $1,314 CAD | $990 CAD | $751 CAD | $1,014 CAD | $911 CAD | $651 CAD | $553 CAD | $530 CAD | $612 CAD | $669 CAD |
| Avg. temp | 16 °C | 18 °C | 20 °C | 22 °C | 25 °C | 27 °C | 28 °C | 28 °C | 27 °C | 24 °C | 20 °C | 18 °C |
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