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, (428 reviews)
"Location was perfect and room did the job nicely for our stay."
United States
Marcellena
$297 nightly
The price is $336
Feb 22 - Feb 23
Total with taxes and fees
Haley's at The Anna Maria Island Inn

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, (5 reviews)
"Great location perfect room for 2 people. "
United States
Macey
$301 nightly
The price is $335
Mar 4 - Mar 5
Total with taxes and fees
Adorable 1-bedroom condo in beautiful Bradenton Beach with AC

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.0 out of 10, Wonderful, (81 reviews)
"Very nice room with great beachside gulf views."
United States
PEGGY
$404 nightly
The price is $456
Feb 23 - Feb 24
Total with taxes and fees
Seabreeze at Anna Maria Island Inn

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, (19 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.
$451 nightly
The price is $502
Mar 4 - Mar 5
Total with taxes and fees
2 Blocks to Beach- 1-Story Retreat-Tropical Courtyard--Villa "St. John"

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.
$312 nightly
The price is $348
Mar 10 - Mar 11
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

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
$700 nightly
The price is $781
Mar 11 - Mar 12
Total with taxes and fees
Beautiful Bungalow with Pool and Bay Views!

Updated bayside condo with heated pool - across the street from the beach

Updated bayside condo with heated pool - across the street from the beach
Anna Maria
9.2 out of 10, Wonderful, (101 reviews)
"Everything was great"
United States
lillybet h.
Updated bayside condo with heated pool - across the street from the beach

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
$672 nightly
The price is $740
Feb 23 - Feb 24
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 8 - Mar 9
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, (40 reviews)
"Location was perfect"
United States
Michael S.
$505 nightly
The price is $564
Feb 24 - Feb 25
Total with taxes and fees
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!

Cute Cottage Near Beach and Shops

Cute Cottage Near Beach and Shops
Anna Maria
10.0 out of 10, Exceptional, (5 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.
$637 nightly
The price is $710
Feb 25 - Feb 26
Total with taxes and fees
Cute Cottage Near Beach and Shops

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, (38 reviews)
"Great place for a beach stay on Anna Maria!!!"
United States
John F.
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!

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, (368 reviews)
"Room was clean and great location."
United States
Jennifer
$401 nightly
The price is $453
Mar 2 - Mar 3
Total with taxes and fees
Pelican Post at Anna Maria Island Inn

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.
$801 nightly
The price is $892
Mar 1 - Mar 2
Total with taxes and fees
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

Beach Don't Kill My Vibe by Beach Boutique Rentals

Beach Don't Kill My Vibe by Beach Boutique Rentals
Anna Maria
10.0 out of 10, Exceptional, (16 reviews)
"We really enjoyed our brief stay here. Very clean. Great location. Very helpful staff/owner. Great location."
United States
Drew N.
$500 nightly
The price is $559
Feb 23 - Feb 24
Total with taxes and fees
Beach Don't Kill My Vibe by Beach Boutique Rentals

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, (35 reviews)
"Loved access to the beaches and restaurants."
United States
Kenneth C.
$330 nightly
The price is $368
Feb 26 - Feb 27
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
8.8 out of 10, Excellent, (41 reviews)
"Everything was clean, quiet, beautiful, definitely we will come back."
United States
Percy O.
$347 nightly
The price is $387
Mar 20 - Mar 21
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

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, (161 reviews)
"We really enjoyed our stay. The facility was very clean. Location is great. Owner was great to work with. "
United States
Carl M.
$413 nightly
The price is $459
Mar 7 - Mar 8
Total with taxes and fees
Villa-style condo with pool and beach access - Condo 8

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
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Mello on the Beach - Sol Mate

Mello on the Beach - Sol Mate
Holmes Beach
9.8 out of 10, Exceptional, (30 reviews)
"Mello was beautiful, close to the beach very welcoming and had all that you may need."
United States
Brendan N.
$519 nightly
The price is $579
Feb 28 - Mar 1
Total with taxes and fees
Mello on the Beach - Sol Mate
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 $336 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.