Anna Maria Island Vacation Rentals

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Our top choices for Anna Maria Island vacation rentals

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
$432 nightly
The price is $466
Feb 12 - Feb 13
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, (2 reviews)
"Very nice condo, had everything we needed for our stay. The bed was very comfortable."
United States
Jennifer M.
$285 nightly
The price is $317
Feb 17 - Feb 18
Total with taxes and fees
Adorable 1-bedroom condo in beautiful Bradenton Beach with AC

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
$250 nightly
The price is $282
Feb 12 - Feb 13
Total with taxes and fees
Haley's at The Anna Maria Island Inn

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Anna Maria
8.2 out of 10, Very Good, (44 reviews)
"Nice warm pool, great they had some beach stuff to use, very quiet and nice stay."
United States
Isaac L.
$298 nightly
The price is $332
Feb 18 - Feb 19
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Anna Maria
9.2 out of 10, Wonderful, (60 reviews)
"We appreciated that the property was pet friendly and such a cozy place for our party of four. Property was clean and a pleasant stay. "
United States
Cindy
$339 nightly
The price is $379
Feb 18 - Feb 19
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

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, (363 reviews)
"Great place…"
United States
Debra
$334 nightly
The price is $378
Mar 2 - Mar 3
Total with taxes and fees
Pelican Post at Anna Maria Island Inn

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, (46 reviews)
"Perfect area walking Beautiful little place"
United States
Kimberly S.
$290 nightly
The price is $324
Feb 12 - Feb 13
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

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, (39 reviews)
"Location was perfect"
United States
Michael S.
$507 nightly
The price is $566
Feb 24 - Feb 25
Total with taxes and fees
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!

Beautiful Bungalow with Pool and Bay Views!

Beautiful Bungalow with Pool and Bay Views!
Anna Maria
9.8 out of 10, Exceptional, (39 reviews)
"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"
United States
Michel
$638 nightly
The price is $712
Feb 14 - Feb 15
Total with taxes and fees
Beautiful Bungalow with Pool and Bay Views!

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 reviews)
"Loved access to the beaches and restaurants."
United States
Kenneth C.
$344 nightly
The price is $384
Feb 26 - Feb 27
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

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.
$470 nightly
The price is $525
Feb 25 - Feb 26
Total with taxes and fees
2 Blocks to Beach- 1-Story Retreat-Tropical Courtyard--Villa "St. John"

Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill
Anna Maria
9.8 out of 10, Exceptional, (14 reviews)
"Really nice cottages, and mgt on-site and super responsive and helpful!"
United States
Jerry A.
$702 nightly
The price is $781
Feb 12 - Feb 13
Total with taxes and fees
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

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.
$540 nightly
The price is $602
Feb 17 - Feb 18
Total with taxes and fees
Cute Cottage Near Beach and Shops

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
$701 nightly
The price is $773
Feb 16 - Feb 17
Total with taxes and fees
Palm Tree Villas

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Anna Maria
8.2 out of 10, Very Good, (43 reviews)
"Everything about the property was great, especially the location, which is walking distance away from restaurants and island shops."
United States
Ron H.
$309 nightly
The price is $345
Mar 1 - Mar 2
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Slice of Paradise–Beach Club AMI Resort #13 by RVA

Slice of Paradise–Beach Club AMI Resort #13 by RVA
Bradenton Beach
9.4 out of 10, Exceptional, (92 reviews)
"Great location. "
United States
Mike
$332 nightly
The price is $370
Feb 15 - Feb 16
Total with taxes and fees
Slice of Paradise–Beach Club AMI Resort #13 by RVA

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.0 out of 10, Wonderful, (76 reviews)
"Desk staff were very friendly and extremely accommodating "
United States
Donna
$454 nightly
The price is $513
Feb 12 - Feb 13
Total with taxes and fees
Seabreeze at Anna Maria Island Inn

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.
$515 nightly
The price is $575
Feb 13 - Feb 14
Total with taxes and fees
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!

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 12 - Feb 13
Total with taxes and fees
Lovely 1 bedroom with partial water view

Island Life #7 Beach Club AMI RVA

Island Life #7 Beach Club AMI RVA
Bradenton Beach
9.0 out of 10, Wonderful, (85 reviews)
"overall a great place to stay"
United States
Allan B.
$337 nightly
The price is $377
Feb 23 - Feb 24
Total with taxes and fees
Island Life #7 Beach Club AMI RVA
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 $282 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.