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Search Vacation Homes in Anna Maria

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Our top choices for Anna Maria vacation homes

Bo’s Beach Bungalow! Steps to Beach, Shops and Dining

Anna Maria
9.0 out of 10, Wonderful, (6)
"Nice quiet area. About a block from beach! Short walk to Pine Ave with many restaurants and shops. House was nothing fancy but clean and comfortable. Had everything we needed. Only compliant was could use some more silverware. Hope it's available for us next year!"
United States
Julie P.
$253 nightly
The price is $282
Dec 15 - Dec 16
Total with taxes and fees
Bo’s Beach Bungalow! Steps to Beach, Shops and Dining

Feelin' Salty-Pool Modern Beach House w/Pool/Spa

Anna Maria
10.0 out of 10, Exceptional, (4)
"Great pool and short walk to bay and beach!"
United States
Eric S.
$559 nightly
The price is $625
Dec 11 - Dec 12
Total with taxes and fees
Feelin' Salty-Pool Modern Beach House w/Pool/Spa

Beachside Duplex w/ Pool and Private Suite

2.5 star property
Anna Maria
9.0 out of 10, Wonderful, (2)
"We have stayed here over the years and have enjoyed the perfect location to the beach. The house is a bit dated and needs a few upgrades but overall the house was very clean and comfortable. Please note there were no beach umbrellas supplied but did have plenty of beach chairs. You may want to plan on alternate shade options once there as the sun is intense and can be challenging. We would stay there again as the price was very affordable. "
United States
Mark T.
$348 nightly
The price is $388
Dec 11 - Dec 12
Total with taxes and fees
Beachside Duplex w/ Pool and Private Suite

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Anna Maria
8.2 out of 10, Very Good, (28)
"For our small family of 3 this was the perfect little condo that is located in my favorite area of the island. Everything we needed was a short bike ride away. "
United States
Amanda D.
$282 nightly
The price is $315
Dec 14 - Dec 15
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Anna Maria
8.4 out of 10, Very Good, (34)
"Loved access to the beaches and restaurants."
United States
Kenneth C.
$282 nightly
The price is $315
Dec 14 - Dec 15
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!

Anna Maria
9.8 out of 10, Exceptional, (61)
"Everything is just perfect,I love all about this house, ♥️♥️♥️"
United States
Katherine
$399 nightly
The price is $445
Dec 16 - Dec 17
Total with taxes and fees
Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!

Adorable Cottage moments to beach w/ pool, beach gear, bikes

Anna Maria
9.8 out of 10, Exceptional, (14)
"Loved how the cottage is wqlking distance to the beach and also restaurants."
United States
Pamela
$571 nightly
The price is $636
Dec 15 - Dec 16
Total with taxes and fees
Adorable Cottage moments to beach w/ pool, beach gear, bikes

Covey Cottage! Walk to Beach, Boutique Shops and City Pier

Anna Maria
9.8 out of 10, Exceptional, (54)
"the place had all the amenities, and beautiful backyard, comfortable beds, good A/C."
United States
Howard W.
$415 nightly
The price is $463
Dec 11 - Dec 12
Total with taxes and fees
Covey Cottage! Walk to Beach, Boutique Shops and City Pier

Canal Home with Pool & Dock Near Beach

Anna Maria
9.6 out of 10, Exceptional, (8)
"The only negative I can say is that my trip wasn't longer. This property is fantastic. Great location and had everything we needed. I would highly recommend it and can't wait to book it again!"
United States
Angela R.
$399 nightly
The price is $445
Dec 11 - Dec 12
Total with taxes and fees
Canal Home with Pool & Dock Near Beach

The Hideaway - Less than a block from beach!

2.0 star property
Anna Maria
$647 nightly
The price is $721
Dec 11 - Dec 12
Total with taxes and fees
The Hideaway - Less than a block from beach!

Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!

Anna Maria
10.0 out of 10, Exceptional, (25)
"The cottage was clean, well appointed with great proximity to the beach. Would definitely stay here again. "
United States
Melissa E.
$595 nightly
The price is $662
Dec 11 - Dec 12
Total with taxes and fees
Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!

Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite!

Anna Maria
9.4 out of 10, Exceptional, (35)
"Beautiful house! Great location! "
United States
Kim R.
$421 nightly
The price is $470
Dec 11 - Dec 12
Total with taxes and fees
Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite!

Private Home 1 Block to Beach with Pool and Hot Tub!

Anna Maria
9.8 out of 10, Exceptional, (43)
"Property was clean and comfortable. It was easy walking distance to the beach and restaurants. Very kid friendly. I recommend it. "
United States
Karen H.
$457 nightly
The price is $510
Dec 11 - Dec 12
Total with taxes and fees
Private Home 1 Block to Beach with Pool and Hot Tub!

Family-Friendly Canal Retreat with Pool and Steps to the Beach

Anna Maria
10.0 out of 10, Exceptional, (1)
"It was wonderful..did have to call to figure out how to get in..but home was wonderful and in a great location!"
United States
Sara S.
$579 nightly
The price is $646
Dec 11 - Dec 12
Total with taxes and fees
Family-Friendly Canal Retreat with Pool and Steps to the Beach

Luxury bungalow with pool and spa! Canal front with dock!

Anna Maria
9.8 out of 10, Exceptional, (37)
"Great stay. Pool & spa fantastic."
United States
Frank
$412 nightly
The price is $460
Dec 11 - Dec 12
Total with taxes and fees
Luxury bungalow with pool and spa! Canal front with dock!

Anna Maria Beach Cottage 110 Traditional beach cottage, moments from the sand!

Anna Maria
9.6 out of 10, Exceptional, (34)
"Great property and team to work with!"
United States
Ashlyn D.
$658 nightly
The price is $733
Dec 15 - Dec 16
Total with taxes and fees
Anna Maria Beach Cottage 110 Traditional beach cottage, moments from the sand!

Private, Remodeled Home with Pool! 1 Block to Beach, Great for Families!

Anna Maria
9.6 out of 10, Exceptional, (30)
"Great place to stay"
United States
Wilson
$464 nightly
The price is $517
Dec 15 - Dec 16
Total with taxes and fees
Private, Remodeled Home with Pool! 1 Block to Beach, Great for Families!

Flirty Flamingo Cottage Updated beach cottage, moments from the sand, w/pool!

Anna Maria
10.0 out of 10, Exceptional, (29)
"Amazing place and location "
United States
Evelyn C.
$718 nightly
The price is $800
Dec 15 - Dec 16
Total with taxes and fees
Flirty Flamingo Cottage Updated beach cottage, moments from the sand, w/pool!

Cozy Cottage - POOL HOME! 3/3

2.0 star property
Anna Maria
$831 nightly
The price is $867
Dec 11 - Dec 12
Total with taxes and fees
Cozy Cottage - POOL HOME! 3/3

2nd House from the Beach with No Roads to Cross

Anna Maria
10.0 out of 10, Exceptional, (171)
"Great location - perfect beach getaway!"
United States
Janet B.
$852 nightly
The price is $953
Jan 10 - Jan 11, 2026
Total with taxes and fees
2nd House from the Beach with No Roads to Cross
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Anna Maria Hotel Reviews

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Anna Maria Vacation Homes information

Number of reviews
477
Accommodation
882 Vacation Homes
Lowest Price
$282
Highest Price
$953

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