Skip to content
Sign up
Log in
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:

“This Airbnb was perfect! It was very clean, spacious enough for me and my husband, had all the amenities and comforts of home. The bed was very comfortable which is always important and cold AC! Location location was this Airbnb, One block from the beach, walking distance to cafés and restaurants, and we brought our bikes and rode all over the island visiting stores and restaurants. I would definitely stay here again.”

5 STARS! Tropical Salt H2O Pool, Steps to BEACH!!
SUPERHOSTEntire house · 8 guests · 5 beds · 2 baths
5 STARS! Tropical Salt H2O Pool, Steps to BEACH!!

Less than a 2 minute WALK from the white sand beaches of the Gulf, this 4 BR home comfortably sleeps 8. With large bedrooms & a spacious floor plan (the kitchen, dining and living rooms flow together), the house is perfect for families. The bedrooms are split 2+2 & paired with a bathroom on opposite ends of the house (a pocket door adds privacy). Private heated salt water pool sits amidst the lush tropical yard. Hop on the free A/C'ed trolley and explore Florida's gorgeous Anna Maria Island.

What guests are saying:

“This home was a perfect getaway for our family. There were seven of us and the accommodations were very comfortable with the four rooms provided. The home is lovely & actually quite spacious-laid out very well. We never felt cramped. The backyard oasis was a wonderful escape and made for a fun amenity for our family. Had a tropical island feel which made the experience even more fun. Location is also perfect as you are just a 3 to 4 minute walk from the beach. Also very close to anything you need- grocery store, ice cream shop. Also appreciate the beach cart, chairs, tent, umbrella & floats. You really don’t need to bring anything with you. Highly recommend!!”

Last Summer Week still available, Pool & Boat Dock
SUPERHOSTEntire house · 8 guests · 5 beds · 2 baths
Last Summer Week still available, Pool & Boat Dock

* It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the beach. * Enjoy the large 16' x 30' private pool in a picturesque tropical landscape along with a 30' fishing/boat dock. * Within walking distance of Pine Avenue, City Pier, Two Scoops, Waterfront Restaurant, Galati's Marina, and Island Ocean Star Restaurant. * There's no better way to unwind and forget all your troubles, than staying at Sunshine Cottage, located in the City of Anna Maria!

What guests are saying:

“Perfect summer vacation house. It was clean and the A/C worked very well on some very HOT days. The indoor decor is very comfortable and beachy, the outside is tropical. Neighbors are close but we felt private and had no issues. Just 2 of us staying this trip but 6 would be very comfortable without feeling crowded. The house is located in a quiet neighborhood just across the street from the beach access. Wifi and cable worked well. The pool is perfect after a hot day at the beach. The kitchen is well stocked for cooking. We rented a boat and it was delivered right to the dock at the house. The canal gave quick access to open waters. We fished off the dock and caught catfish. Although we did not use them, the bikes at the house are convenient. We plan to come back with the grandkids soon.”

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

Rest & Relax — Just One House Off The Beach
SUPERHOSTEntire cottage
Rest & Relax — Just One House Off The Beach
Price:€132 / night
Adorable Pine Ave Cottage ❤️Walk to Beach and Bay!
SUPERHOSTEntire cottage
Adorable Pine Ave Cottage ❤️Walk to Beach and Bay!
Price:€142 / night
19 Palms. Quaint Old-Florida Charm
SUPERHOSTEntire cottage
19 Palms. Quaint Old-Florida Charm
Price:€153 / night
Anchor Cottages- Unit 2
SUPERHOSTEntire cottage
Anchor Cottages- Unit 2
Price:€138 / night
Surf Cottage; Private patio just steps to the gulf
SUPERHOSTEntire cottage
Surf Cottage; Private patio just steps to the gulf
Price:€157 / night
'Elegance' 100 Steps from the Beach
Entire cottage
'Elegance' 100 Steps from the Beach
Price:€268 / night
Cozy Cottage by the Beach sleeps 6 - Seascape
SUPERHOSTEntire cottage
Cozy Cottage by the Beach sleeps 6 - Seascape
Price:€132 / night
Turtle Cottage - Anna Maria Island
SUPERHOSTEntire cottage
Turtle Cottage - Anna Maria Island
Price:€179 / night
Becker's Beach Bungalow
SUPERHOSTEntire cottage
Becker's Beach Bungalow
Price:€127 / night
tides inn  with boat dock unit 2
SUPERHOSTEntire cottage
tides inn with boat dock unit 2
Price:€121 / night
MorSea Cottage: A Beachside Oasis
Entire cottage
MorSea Cottage: A Beachside Oasis
Price:€268 / night
Beach Cottage with private garden
SUPERHOSTEntire cottage
Beach Cottage with private garden
Price:€123 / night
Show all

Pet-friendly houses

5 STARS! Tropical Salt H2O Pool, Steps to BEACH!!
SUPERHOSTEntire house
5 STARS! Tropical Salt H2O Pool, Steps to BEACH!!
Price:€276 / night
Captain's Quarters at Spinnakers Vacation Cottages
SUPERHOSTEntire house
Captain's Quarters at Spinnakers Vacation Cottages
Price:€227 / night
Luxury Beach Sand Castle 250 steps from the beach
SUPERHOSTEntire house
Luxury Beach Sand Castle 250 steps from the beach
Price:€509 / night
⭐250 feet from the beach ⭐
SUPERHOSTEntire house
⭐250 feet from the beach ⭐
Price:€115 / night
The Anna Maria Beach Cottage - East
SUPERHOSTEntire house
The Anna Maria Beach Cottage - East
Price:€132 / night
Fisherman's Wharf
SUPERHOSTEntire house
Fisherman's Wharf
Price:€180 / night
Private Paradise, w/ Pool, Spa & Golf Cart!
SUPERHOSTEntire house
Private Paradise, w/ Pool, Spa & Golf Cart!
Price:€469 / night
Anna Maria Island Duplex w/ private pool (side B)
SUPERHOSTEntire house
Anna Maria Island Duplex w/ private pool (side B)
Price:€168 / night
BEST DEAL ON THE ISLAND!! 327 steps to Sandy Beach
SUPERHOSTEntire house
BEST DEAL ON THE ISLAND!! 327 steps to Sandy Beach
Price:€127 / night
Happy Turtle B- 60 Steps from Beach
SUPERHOSTEntire house
Happy Turtle B- 60 Steps from Beach
Price:€127 / night
Charming Beach house amongst huge Banyon Trees
Entire house
Charming Beach house amongst huge Banyon Trees
Price:€194 / night
Mojito Splash - Five Bedroom House, Sleeps 10
SUPERHOSTEntire house
Mojito Splash - Five Bedroom House, Sleeps 10
Price:€511 / night
Show all

Houses with pools

5 STARS! Tropical Salt H2O Pool, Steps to BEACH!!
SUPERHOSTEntire house
5 STARS! Tropical Salt H2O Pool, Steps to BEACH!!
Price:€276 / night
Last Summer Week still available, Pool & Boat Dock
SUPERHOSTEntire house
Last Summer Week still available, Pool & Boat Dock
Price:€252 / night
Happy Island Cottage - Heated Pool
SUPERHOSTEntire house
Happy Island Cottage - Heated Pool
Price:€279 / night
Golf cart + 4bd/3b w pool/outdoor shower- 2100 sq
SUPERHOSTEntire house
Golf cart + 4bd/3b w pool/outdoor shower- 2100 sq
Price:€274 / night
2bedrooms—gulf front view & pool!!!
SUPERHOSTEntire house
2bedrooms—gulf front view & pool!!!
Price:€297 / night
Captain's Quarters at Spinnakers Vacation Cottages
SUPERHOSTEntire house
Captain's Quarters at Spinnakers Vacation Cottages
Price:€227 / night
Luxury Beach Sand Castle 250 steps from the beach
SUPERHOSTEntire house
Luxury Beach Sand Castle 250 steps from the beach
Price:€509 / night
Private Paradise, w/ Pool, Spa & Golf Cart!
SUPERHOSTEntire house
Private Paradise, w/ Pool, Spa & Golf Cart!
Price:€469 / night
Sea Vous Play
SUPERHOSTEntire house
Sea Vous Play
Price:€446 / night
BEACH NEST *Pool*Hot Tub*Dock*Steps to Gulf Beach!
SUPERHOSTEntire house
BEACH NEST *Pool*Hot Tub*Dock*Steps to Gulf Beach!
Price:€349 / night
Anna Maria Island Duplex w/ private pool (side B)
SUPERHOSTEntire house
Anna Maria Island Duplex w/ private pool (side B)
Price:€168 / night
TOES IN THE SAND! GULF FRONT HOME WITH HEATED POOL
SUPERHOSTEntire house
TOES IN THE SAND! GULF FRONT HOME WITH HEATED POOL
Price:€382 / 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