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Vacation rental beach houses in Anna Maria

Vacation rental beach houses in Anna Maria

Book beachfront vacation rental houses, cottages, and more on Airbnb

Top-rated houses in Anna Maria

Guests agree: these stays are highly rated for location, cleanliness, and more.

Cozy Beachhouse 800 steps to beach
SUPERHOSTEntire house · 3 guests · 1 bed · 1 bath
Cozy Beachhouse 800 steps to beach

This beautiful home is only 800 steps from one of the most beautiful beaches in Southwest Florida. Great getaway for couples. Amazing restaurants and entertainment very close. Free trolley, endless things to do: kayaking, sunbathing, and relaxing.

What guests are saying:

“Great stay at Anna Maria! Great location, walking distance to the beach. There is also a great breakfast spot (Ginny's) and a little general store at the end of the block which was very convenient. The unit is nice and spacious and clean, we were very comfortable during our stay. The only downfall is that the driveway and lawn flood after there is a thunderstorm making it difficult to get in and out of the unit. I wouldn't let it deter you from staying here, but just something to be aware of. Overall it was a great stay in a great location for a great price.”

Cozy (3BR) home 800 steps to beach
SUPERHOSTEntire house · 6 guests · 3 beds · 1 bath
Cozy (3BR) home 800 steps to beach

This three bedroom Duplex home is in an amazing location, only a short 2 minute walk, or 800 steps to the beach,and 400 steps to the Sandbar Restaurant . Fully furnished, island casual style, this is a cute, retro style duplex home is perfect for a small family. A car is not needed to have a relaxing vacation, walk to everything or free trolley available. Shops, restaurants, and entertainment walking distance.

What guests are saying:

“This property is everything you see in the photos, but so much more. The home was spotlessly clean and supplied with abundant towels, beach gear, extra bedding, full-size washer and dryer, and adequate parking. Although it is a duplex, we never heard the people next-door. As many before have said, the location is fantastic. You can walk to the beach using the wagons in the garage to tote your beach gear, or borrow the gear provided. Although we didn’t use it, there was even a bicycle. We were able to walk to breakfast at Ginny and Janes, and also to the Sandbar for dinner. We realized after the fact, that we could’ve walked to the Donut Experience also, but chose to drive due to rain. Our last night in AMI we picked up seafood to cook at home. The home has everything we needed, including spices. You won’t regret booking a stay at Mario’s cute and comfy cottage. We hope to be back again In the future.”

Anna Maria Island Getaway Home
SUPERHOSTEntire house · 8 guests · 4 beds · 2 baths
Anna Maria Island Getaway Home

Amazing Anna Maria Island home! 4 minute walk to the beach. Features 3 bedrooms (2 queen and 1 full/full bunk), 2 full bathrooms. Can sleep up to 10(2 kids on top bunk bed). Living room upstairs with queen sleeper sofa. New home furnishings. Located on canal!

What guests are saying:

“Jackie's place was amazing. We had plenty of space to spread, board games to play with the kids, puzzles, DVD movies to watch. We had homemade meals everyday at the house, all made possible because of all the kitchen accessories she has for guests to use. Our first day there, the manatees threw us a show in the canal, it was incredible! Although the house does not have an outdoor shower, the hose works just fine to wash off the sand when we returned from the beach. Talking about beach, the one within 5 minutes or less of walking is beautiful, but we found a little too rough for the kiddos, so we drove around and found plenty of street parking up north around Willow Ave, Palmetto Ave, Palm Ave. The water up there is much calmer and you get puddles at the end of the day, it looks more like a shallow pool and great for the kids. It was our first time at AMI, it was love at first sight. Thank you Jackie for the great place!”

Vacation rentals for every style

Get the amount of space that is right for you

  • Homes
  • Hotels
  • Unique stays

Popular house amenities in Anna Maria

  • Pool
  • Pets allowed
  • Air conditioning
  • Kitchen
  • Wifi

Cottages in Anna Maria

Becker's Beach Bungalow
SUPERHOSTEntire cottage
Becker's Beach Bungalow
Price:GYD31,381 / night
Bay Breeze Cottages #2
SUPERHOSTEntire cottage
Bay Breeze Cottages #2
Price:GYD53,585 / night
Turtle Cottage - Anna Maria Island
SUPERHOSTEntire cottage
Turtle Cottage - Anna Maria Island
Price:GYD43,305 / night
Blue Heron Cottage - Anna Maria Island
SUPERHOSTEntire cottage
Blue Heron Cottage - Anna Maria Island
Price:GYD29,079 / night
Adorable Pine Ave Cottage ❤️Walk to Beach and Bay!
SUPERHOSTEntire cottage
Adorable Pine Ave Cottage ❤️Walk to Beach and Bay!
Price:GYD35,416 / night
Rest & Relax — Just One House Off The Beach
SUPERHOSTEntire cottage
Rest & Relax — Just One House Off The Beach
Price:GYD32,427 / night
Tides Inn on the Bay Unit 2
SUPERHOSTEntire cottage
Tides Inn on the Bay Unit 2
Price:GYD29,887 / night
'Elegance' 100 Steps from the Beach
Entire cottage
'Elegance' 100 Steps from the Beach
Price:GYD65,899 / night
Cute and cozy by the waves, sleeps 6 - Sunny Daze
SUPERHOSTEntire cottage
Cute and cozy by the waves, sleeps 6 - Sunny Daze
Price:GYD29,079 / night
Anchor Cottages- Unit 2
SUPERHOSTEntire cottage
Anchor Cottages- Unit 2
Price:GYD34,667 / night
Surf Cottage; Private patio just steps to the gulf
SUPERHOSTEntire cottage
Surf Cottage; Private patio just steps to the gulf
Price:GYD38,703 / night
Cozy Cottage by the Beach sleeps 6 - Seascape
SUPERHOSTEntire cottage
Cozy Cottage by the Beach sleeps 6 - Seascape
Price:GYD34,519 / night
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Pet-friendly houses

Captain's Quarters at Spinnakers Vacation Cottages
SUPERHOSTEntire house
Captain's Quarters at Spinnakers Vacation Cottages
Price:GYD47,908 / night
Anna Maria Island Duplex w/ private pool (side B)
SUPERHOSTEntire house
Anna Maria Island Duplex w/ private pool (side B)
Price:GYD32,874 / night
5 STARS! Tropical Salt H2O Pool, Steps to BEACH!!
SUPERHOSTEntire house
5 STARS! Tropical Salt H2O Pool, Steps to BEACH!!
Price:GYD67,991 / night
⭐250 feet from the beach ⭐
SUPERHOSTEntire house
⭐250 feet from the beach ⭐
Price:GYD23,849 / night
Twin Palms: Big house steps to beach, private pool
SUPERHOSTEntire house
Twin Palms: Big house steps to beach, private pool
Price:GYD55,705 / night
BEST DEAL ON THE ISLAND!! 327 steps to Sandy Beach
SUPERHOSTEntire house
BEST DEAL ON THE ISLAND!! 327 steps to Sandy Beach
Price:GYD73,012 / night
Waterfront home with private dock
SUPERHOSTEntire house
Waterfront home with private dock
Price:GYD32,157 / night
Beach Chic! Ensuite bathrooms with a yard.
SUPERHOSTEntire house
Beach Chic! Ensuite bathrooms with a yard.
Price:GYD27,406 / night
Luxury Beach Sand Castle 250 steps from the beach
SUPERHOSTEntire house
Luxury Beach Sand Castle 250 steps from the beach
Price:GYD73,012 / night
The Anna Maria Beach Cottage - East
SUPERHOSTEntire house
The Anna Maria Beach Cottage - East
Price:GYD20,711 / night
Top-rated Anna Maria, Florida Vacation Rental
SUPERHOSTEntire house
Top-rated Anna Maria, Florida Vacation Rental
Price:GYD52,301 / night
The Tree House
SUPERHOSTEntire house
The Tree House
Price:GYD23,849 / night
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Houses with pools

Captain's Quarters at Spinnakers Vacation Cottages
SUPERHOSTEntire house
Captain's Quarters at Spinnakers Vacation Cottages
Price:GYD47,908 / night
Pelican's Roost Family-style Home
Entire house
Pelican's Roost Family-style Home
Price:GYD131,499 / night
Tropical waterfront oasis in a wonderful location
SUPERHOSTEntire house
Tropical waterfront oasis in a wonderful location
Price:GYD47,071 / night
Luxury 3BR/3BA, Private Heated Pool, Beach
SUPERHOSTEntire house
Luxury 3BR/3BA, Private Heated Pool, Beach
Price:GYD44,740 / night
2 & 3-Day Availaility in Oct & Nov!  5-Star House!
SUPERHOSTEntire house
2 & 3-Day Availaility in Oct & Nov! 5-Star House!
Price:GYD59,067 / night
Anna Maria Island Duplex w/ private pool (side B)
SUPERHOSTEntire house
Anna Maria Island Duplex w/ private pool (side B)
Price:GYD32,874 / night
Walk 2 Beach + PRIVATE Pool + Golf Cart + Boating
SUPERHOSTEntire house
Walk 2 Beach + PRIVATE Pool + Golf Cart + Boating
Price:GYD67,991 / night
5 STARS! Tropical Salt H2O Pool, Steps to BEACH!!
SUPERHOSTEntire house
5 STARS! Tropical Salt H2O Pool, Steps to BEACH!!
Price:GYD67,991 / night
Twin Palms: Big house steps to beach, private pool
SUPERHOSTEntire house
Twin Palms: Big house steps to beach, private pool
Price:GYD55,705 / night
B100 step to the sugar sand gulf front view & pool
SUPERHOSTEntire house
B100 step to the sugar sand gulf front view & pool
Price:GYD62,761 / night
Luxury Beach Sand Castle 250 steps from the beach
SUPERHOSTEntire house
Luxury Beach Sand Castle 250 steps from the beach
Price:GYD73,012 / night
Top-rated Anna Maria, Florida Vacation Rental
SUPERHOSTEntire house
Top-rated Anna Maria, Florida Vacation Rental
Price:GYD52,301 / night
Show all

Learn more about Anna Maria

What types of vacation rentals are available in Anna Maria?

Here in Anna Maria, there are plenty of options for places to stay. Here are a few examples:
  • Houses (313 rentals)
  • Cottages (16 rentals)
  • Apartments (15 rentals)

Are there houses that are pet-friendly?

Who doesn’t want pets allowed in their house? Here in Anna Maria, you’ll find 98 houses that are pet-friendly.

What are the top attractions in Anna Maria?

Locals agree that these attractions are worth a visit:
  • Anna Maria Public Beach (225 rentals)
  • Bean Point (74 rentals)
  • Beach Bums Recreational Rentals & Gift Shop (181 rentals)
  • Island Players Inc (184 rentals)

What are some kid-friendly activities in Anna Maria?

Locals agree—these are all great places to take the kids:
  • Anna Maria Public Beach
  • Bean Point
  • Beach Bums Recreational Rentals & Gift Shop
  • Pine Avenue
  • Two Scoops

What are the top places to eat in Anna Maria?

Whether you’re looking for a tasty treat or a hearty meal, here’s where the locals say to go:
  • The Sandbar Restaurant
  • The Waterfront Restaurant
  • Rod and Reel Pier
  • Poppo's Taqueria
  • Two Scoops