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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.

Luxury 3BR/3BA, Private Heated Pool, Beach
SUPERHOSTEntire house · 6 guests · 5 beds · 3 baths
Luxury 3BR/3BA, Private Heated Pool, Beach

Renovated and professionally decorated single family home that sleeps 8. 3 bedrooms and 3 full bathrooms. Living room with pullout couch as well as games, books and movie library. Luxurious heated pool with waterfall and Tiki table in private tropical backyard. Large covered lanai with TV, mini-fridge, granite counter for food preparation and gas BBQ. Large size Washer/Dryer. 4 minute easy stroll to beach. Attached garage. Low traffic street. Tons of toys as well as pool and beach supplies.

What guests are saying:

“What an amazing week we had at Villa Chez Shell – we made wonderful memories and can’t wait to come back. Checking in was simple and easy and Alex & Irina were able to answer all of our questions and were so accommodating. Love the gifts welcoming us to the house. There is a giant book with a TON of information about anything an everything you may want while you are on the island. The house is perfection – it was clean, bright and had everything we needed to have a wonderful week beach retreat with my family. We spent hours enjoying the amazing pool and it felt like being in our private resort. There were a ton of pool and beach toys to use and enjoy. We loved the lanai and sitting out there watching TV and playing card games (in between our swims). The Weber grill was fantastic and I enjoyed cooking dinner on the grill while the kids enjoyed swimming in the pool. The house is a short (easy) walk to the beach. Head over and enjoy the all you can eat pancakes and watching stunning sunsets in the evening. Thank you Alex & Irina for sharing Villa Chez Shell with us – We are already making plans to come back and hope to make it an annual vacation spot. Jamie, Maggie & Ryann!”

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!!”

Discounted 3-Day Escape! Sept 7-10 @ 5-Star House!
SUPERHOSTEntire house · 8 guests · 5 beds · 2 baths
Discounted 3-Day Escape! Sept 7-10 @ 5-Star House!

* 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

Beach Cottage with private garden
SUPERHOSTEntire cottage
Beach Cottage with private garden
Price:€ 123 / night
Cozy Cottage by the Beach sleeps 6 - Seascape
SUPERHOSTEntire cottage
Cozy Cottage by the Beach sleeps 6 - Seascape
Price:€ 131 / night
Turtle Cottage - Anna Maria Island
SUPERHOSTEntire cottage
Turtle Cottage - Anna Maria Island
Price:€ 174 / night
Becker's Beach Bungalow
SUPERHOSTEntire cottage
Becker's Beach Bungalow
Price:€ 127 / night
Adorable Pine Ave Cottage ❤️Walk to Beach and Bay!
SUPERHOSTEntire cottage
Adorable Pine Ave Cottage ❤️Walk to Beach and Bay!
Price:€ 149 / night
MorSea Cottage: A Beachside Oasis
Entire cottage
MorSea Cottage: A Beachside Oasis
Price:€ 266 / night
Unwind SUNSHINE..tropical oasis, heated pool
Entire cottage
Unwind SUNSHINE..tropical oasis, heated pool
Price:€ 508 / night
'Elegance' 100 Steps from the Beach
Entire cottage
'Elegance' 100 Steps from the Beach
Price:€ 266 / night
Indulgent cottage w/ Gulf views, private pool, and easy beach access!
Entire cottage
Indulgent cottage w/ Gulf views, private pool, and easy beach access!
Price:€ 277 / night
Rest & Relax — Just One House Off The Beach
SUPERHOSTEntire cottage
Rest & Relax — Just One House Off The Beach
Price:€ 146 / night
Palm Cottage in North Longboat Key
SUPERHOSTEntire cottage
Palm Cottage in North Longboat Key
Price:€ 72 / night
Whitney Beach Cottage your tropical escape.
Entire cottage
Whitney Beach Cottage your tropical escape.
Price:€ 47 / 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:€ 284 / night
Dog friendly oasis with private pool and very close to the beach
Entire house
Dog friendly oasis with private pool and very close to the beach
Price:€ 214 / night
#1-Poolside 2br KING--Sleeps 6--MINS to BEACH
SUPERHOSTPrivate room
#1-Poolside 2br KING--Sleeps 6--MINS to BEACH
Price:€ 163 / night
Top-rated Anna Maria, Florida Vacation Rental
SUPERHOSTEntire house
Top-rated Anna Maria, Florida Vacation Rental
Price:€ 265 / night
⭐️ Seaside Sanctuary ⭐️ fischervacationrentals
SUPERHOSTEntire house
⭐️ Seaside Sanctuary ⭐️ fischervacationrentals
Price:€ 168 / night
Dog-friendly home with private pool, great location near beach, shopping, dining
Entire house
Dog-friendly home with private pool, great location near beach, shopping, dining
Price:€ 194 / night
Cozy, Relaxing with Heated Pool & Pet Friendly
Entire house
Cozy, Relaxing with Heated Pool & Pet Friendly
Price:€ 138 / night
The Anna Maria Beach Cottage - East
SUPERHOSTEntire house
The Anna Maria Beach Cottage - East
Price:€ 94 / night
Salty Dogs on Anna Maria,  Special Sep 7-14, 19-26
SUPERHOSTEntire house
Salty Dogs on Anna Maria, Special Sep 7-14, 19-26
Price:€ 329 / night
AMI Boathouse
SUPERHOSTEntire house
AMI Boathouse
Price:€ 405 / night
Twin Palms: Big house steps to beach, private pool
SUPERHOSTEntire house
Twin Palms: Big house steps to beach, private pool
Price:€ 249 / night
Pineapple Cottage
SUPERHOSTEntire house
Pineapple Cottage
Price:€ 233 / night
Show all

Houses with pools

Luxury 3BR/3BA, Private Heated Pool, Beach
SUPERHOSTEntire house
Luxury 3BR/3BA, Private Heated Pool, Beach
Price:€ 181 / night
5 STARS! Tropical Salt H2O Pool, Steps to BEACH!!
SUPERHOSTEntire house
5 STARS! Tropical Salt H2O Pool, Steps to BEACH!!
Price:€ 284 / night
Discounted 3-Day Escape! Sept 7-10 @ 5-Star House!
SUPERHOSTEntire house
Discounted 3-Day Escape! Sept 7-10 @ 5-Star House!
Price:€ 218 / night
#1-Poolside 2br KING--Sleeps 6--MINS to BEACH
SUPERHOSTPrivate room
#1-Poolside 2br KING--Sleeps 6--MINS to BEACH
Price:€ 163 / night
Top-rated Anna Maria, Florida Vacation Rental
SUPERHOSTEntire house
Top-rated Anna Maria, Florida Vacation Rental
Price:€ 265 / night
Anna Cabana B
SUPERHOSTEntire house
Anna Cabana B
Price:€ 152 / night
New Prof Decor-Pool/Spa 5 Mn walk 2 ocean Discount
SUPERHOSTEntire house
New Prof Decor-Pool/Spa 5 Mn walk 2 ocean Discount
Price:€ 355 / night
Cozy, Relaxing with Heated Pool & Pet Friendly
Entire house
Cozy, Relaxing with Heated Pool & Pet Friendly
Price:€ 138 / night
Salty Dogs on Anna Maria,  Special Sep 7-14, 19-26
SUPERHOSTEntire house
Salty Dogs on Anna Maria, Special Sep 7-14, 19-26
Price:€ 329 / night
Sea Vous Play
SUPERHOSTEntire house
Sea Vous Play
Price:€ 444 / night
Dog friendly oasis with private pool and very close to the beach
Entire house
Dog friendly oasis with private pool and very close to the beach
Price:€ 214 / night
AMI Boathouse
SUPERHOSTEntire house
AMI Boathouse
Price:€ 405 / 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