Anna Maria Island Vacation Rentals

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Our top choices for Anna Maria Island vacation rentals

Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn
3.0 star property
Holmes Beach
8.6 out of 10, Excellent, (425 reviews)
"Location was perfect and room did the job nicely for our stay."
United States
Marcellena
$210 nightly
The price is $237
Feb 8 - Feb 9
Total with taxes and fees
Haley's at The Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.0 out of 10, Wonderful, (75 reviews)
"The room was clean, the beds were comfy, and the view was incredible!"
United States
Amy
$237 nightly
The price is $267
Feb 8 - Feb 9
Total with taxes and fees
Seabreeze at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.5 star property
Bradenton Beach
9.2 out of 10, Wonderful, (360 reviews)
"Great place…"
United States
Debra
$232 nightly
The price is $263
Feb 11 - Feb 12
Total with taxes and fees
Pelican Post at Anna Maria Island Inn

Beautiful Bungalow with Pool and Bay Views!

Beautiful Bungalow with Pool and Bay Views!
Anna Maria
9.8 out of 10, Exceptional, (38 reviews)
"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"
United States
Michel
$530 nightly
The price is $592
Feb 9 - Feb 10
Total with taxes and fees
Beautiful Bungalow with Pool and Bay Views!

Alamanda Villas

Alamanda Villas
3.5 star property
Holmes Beach
9.4 out of 10, Exceptional, (6 reviews)
"I loved the location, for a couple the place is wonderful, I would only request, 2 nice beach chairs and an umbrella. Great communication, clean, we will come back for sure. "
United States
Lourdes
$426 nightly
The price is $460
Feb 8 - Feb 9
Total with taxes and fees
Alamanda Villas

Adorable 1-bedroom condo in beautiful Bradenton Beach with AC

Adorable 1-bedroom condo in beautiful Bradenton Beach with AC
Bradenton Beach
10.0 out of 10, Exceptional, (1 review)
"Very nice condo, had everything we needed for our stay. The bed was very comfortable."
United States
Jennifer M.
$283 nightly
The price is $315
Feb 17 - Feb 18
Total with taxes and fees
Adorable 1-bedroom condo in beautiful Bradenton Beach with AC

Palm Tree Villas

Palm Tree Villas
3.0 star property
Holmes Beach
9.2 out of 10, Wonderful, (172 reviews)
"We had a great stay! The property was located within a short walk to the beach. We will be back!"
United States
Anonymous traveler
$662 nightly
The price is $729
Feb 10 - Feb 11
Total with taxes and fees
Palm Tree Villas

Cute Cottage Near Beach and Shops

Cute Cottage Near Beach and Shops
Anna Maria
10.0 out of 10, Exceptional, (4 reviews)
"The place was great and as presented on the app. Having a designated parking space was very helpful. Close to many great restaurants, shops, the beach, etc. The north shore cafe and waterfront restaurant were both very good and very close in walking distance "
United States
Justin B.
$568 nightly
The price is $636
Feb 18 - Feb 19
Total with taxes and fees
Cute Cottage Near Beach and Shops

Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!

Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!
Anna Maria
9.8 out of 10, Exceptional, (38 reviews)
"Location was perfect"
United States
Michael S.
$454 nightly
The price is $506
Feb 10 - Feb 11
Total with taxes and fees
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!

Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!

Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!
Anna Maria
9.6 out of 10, Exceptional, (37 reviews)
"Great place for a beach stay on Anna Maria!!!"
United States
John F.
$465 nightly
The price is $519
Feb 9 - Feb 10
Total with taxes and fees
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!

2 Blocks to Beach- 1-Story Retreat-Tropical Courtyard--Villa "St. John"

2 Blocks to Beach- 1-Story Retreat-Tropical Courtyard--Villa "St. John"
Bradenton Beach
9.8 out of 10, Exceptional, (18 reviews)
"We had a great stay! The condo was in a great location. We enjoyed the short walk to the beach. The unit had everything we needed. We would definitely book another stay the next time we visit!"
United States
Sharon C.
$446 nightly
The price is $497
Feb 9 - Feb 10
Total with taxes and fees
2 Blocks to Beach- 1-Story Retreat-Tropical Courtyard--Villa "St. John"

Villa-style condo with pool and beach access - Condo 8

Villa-style condo with pool and beach access - Condo 8
Holmes Beach
9.4 out of 10, Exceptional, (159 reviews)
"We really enjoyed our stay. The facility was very clean. Location is great. Owner was great to work with. "
United States
Carl M.
$372 nightly
The price is $414
Feb 21 - Feb 22
Total with taxes and fees
Villa-style condo with pool and beach access - Condo 8

Bayfront Villa: Dock, Walk to Beach and Bridge Street

Bayfront Villa: Dock, Walk to Beach and Bridge Street
Bradenton Beach
9.8 out of 10, Exceptional, (16 reviews)
"Good view with easy walk to shops & beach."
United States
Mindy M.
$570 nightly
The price is $635
Feb 8 - Feb 9
Total with taxes and fees
Bayfront Villa: Dock, Walk to Beach and Bridge Street

Experience the passion of hospitality, cleaning, and good location!

Experience the passion of hospitality, cleaning, and good location!
Bradenton Beach
10.0 out of 10, Exceptional, (10 reviews)
"The location was great and it was perfect for a weekend getaway"
United States
Eileen O.
$349 nightly
The price is $391
Feb 8 - Feb 9
Total with taxes and fees
Experience the passion of hospitality, cleaning, and good location!

Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.0 out of 10, Wonderful, (238 reviews)
"Perfect location. The place was very clean and comfortable "
United States
monique
$257 nightly
The price is $286
Feb 11 - Feb 12
Total with taxes and fees
Anna Maria Sunsets - studio

Beautiful 1 Bedroom Condo with Beach Facing Balcony and Pool!

Beautiful 1 Bedroom Condo with Beach Facing Balcony and Pool!
Holmes Beach
9.6 out of 10, Exceptional, (17 reviews)
"Lovely for a weekend getaway!"
United States
Deb T.
$625 nightly
The price is $697
Feb 8 - Feb 9
Total with taxes and fees
Beautiful 1 Bedroom Condo with Beach Facing Balcony and Pool!

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

Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite!
Anna Maria
9.4 out of 10, Exceptional, (37 reviews)
"My husband and I had a great week staying here. We had everything that we needed for our stay, the house was very comfortable. We loved spending time in the pool and spa!"
United States
Jesse Z.
$738 nightly
The price is $823
Feb 10 - Feb 11
Total with taxes and fees
Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite!

Sugary Sands 1 Bed Condo and One Block to Beach!

Sugary Sands 1 Bed Condo and One Block to Beach!
Bradenton Beach
9.4 out of 10, Exceptional, (22 reviews)
"Great place and very safe.will be back next August for my wifes birthday thanks"
United States
Terry K.
$550 nightly
The price is $614
Feb 20 - Feb 21
Total with taxes and fees
Sugary Sands 1 Bed Condo and One Block to Beach!

Lovely 1 bedroom with partial water view

Lovely 1 bedroom with partial water view
Bradenton Beach
9.6 out of 10, Exceptional, (29 reviews)
"Location was great "
United States
billy h.
$292 nightly
The price is $326
Feb 8 - Feb 9
Total with taxes and fees
Lovely 1 bedroom with partial water view

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (780 reviews)
"Staff was great, room very nice"
United States
LeeAnn
Bridgewalk Resort
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 Island Hotel Reviews

Find out more about Anna Maria Island

Everything you need to know about Anna Maria Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Anna Maria Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Anna Maria Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Anna Maria Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Anna Maria Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Anna Maria Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $237 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Anna Maria Island rentals

At Expedia, we put the best Anna Maria Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Anna Maria Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Anna Maria Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Anna Maria Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.