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, (450 reviews)
"Location was perfect and room did the job nicely for our stay."
United States
Marcellena
$199 nightly
The price is $225
May 25 - May 26
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, (21 reviews)
"Great location perfect room for 2 people. "
United States
Macey
$332 nightly
The price is $369
May 25 - May 26
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
8.8 out of 10, Excellent, (99 reviews)
"Great location!"
United States
Kevin
$330 nightly
The price is $372
Jun 9 - Jun 10
Total with taxes and fees
Seabreeze at Anna Maria Island Inn

Beach Condo with Pool Near Holmes Beach!

Beach Condo with Pool Near Holmes Beach!
Holmes Beach
9.0 out of 10, Wonderful, (40 reviews)
"Everything was as expected and the location is great."
United States
Thomas T.
Beach Condo with Pool Near Holmes Beach!

Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
Anna Maria
9.2 out of 10, Wonderful, (62 reviews)
"The pool was very nice. The beach is really not a beach, there is really no place to sit on the sand. Nice view and conveniently located. The bedroom is very small but clean. Overall nice place to stay! "
United States
Todd
$617 nightly
The price is $688
May 31 - Jun 1
Total with taxes and fees
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

Across from the beach - Bella by the Sea by SeaBreeze Vacation

Across from the beach - Bella by the Sea by SeaBreeze Vacation
Bradenton Beach
9.8 out of 10, Exceptional, (10 reviews)
"Excellent location and excellent customer service."
United States
Maxine S.
$569 nightly
The price is $634
Jun 3 - Jun 4
Total with taxes and fees
Across from the beach - Bella by the Sea by SeaBreeze Vacation

Alamanda Villas

Alamanda Villas
3.5 star property
Holmes Beach
9.2 out of 10, Wonderful, (9 reviews)
"Very clean and the perfect location! Close to the beach, restaurants, and the grocery! We loved the heated pool in February. "
United States
Robert
$438 nightly
The price is $473
May 25 - May 26
Total with taxes and fees
Alamanda Villas

Palm Tree Villas

Palm Tree Villas
3.0 star property
Holmes Beach
9.2 out of 10, Wonderful, (173 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
$636 nightly
The price is $699
May 26 - May 27
Total with taxes and fees
Palm Tree Villas

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, (104 reviews)
"Love the condo and the location"
United States
Rachelle F.
$237 nightly
The price is $265
May 25 - May 26
Total with taxes and fees
Updated bayside condo with heated pool - across the street from the beach

One Bedroom Condo at Beachfront Resort!

One Bedroom Condo at Beachfront Resort!
Holmes Beach
9.2 out of 10, Wonderful, (23 reviews)
"Loved being able to walk easily to beach "
United States
Elizabeth H.
$610 nightly
The price is $680
Jun 7 - Jun 8
Total with taxes and fees
One Bedroom Condo at Beachfront Resort!

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, (17 reviews)
"Love these cottages, very close to the beach and restaurants!"
United States
Lewis E.
$681 nightly
The price is $759
May 31 - Jun 1
Total with taxes and fees
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

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, (406 reviews)
"Great location - quiet, private, but just a few blocks from the beach, every eatery and nightlife option. Would definitely stay here again."
United States
Christopher
$260 nightly
The price is $293
May 26 - May 27
Total with taxes and fees
Pelican Post at Anna Maria Island Inn

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (801 reviews)
"Wonderful experience from check in, Parking and check out."
United States
Kris
$286 nightly
The price is $323
Jun 2 - Jun 3
Total with taxes and fees
Bridgewalk Resort

Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill

Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill
Anna Maria
9.6 out of 10, Exceptional, (27 reviews)
"Very clean and relaxing atmosphere. And the proximity to the beach and town is perfect. We shall be back as soon as we can. "
United States
Sean L.
$504 nightly
The price is $562
May 27 - May 28
Total with taxes and fees
Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill

Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes
Anna Maria
10.0 out of 10, Exceptional, (36 reviews)
"Amazing stay! location was perfect, the unit was clean and the host was so kind/accommodating!"
United States
Kyle K.
$474 nightly
The price is $528
Jun 8 - Jun 9
Total with taxes and fees
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Anna Maria
7.8 out of 10, Good, (31 reviews)
"This apartment is adorable! Super cute and had everything we needed.The location is close to restaurants and the beach. My only suggestion would be to put a queen size bed in instead of a double. We were a bit cramped. The pool was clean and warm. And the price for the location was incredible! I searched for weeks and found this little gem!"
United States
Denise
$287 nightly
The price is $320
May 26 - May 27
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, (49 reviews)
"The host was very welcoming and helpful. The cottage was adorable, clean and very well appointed. Steps from the beach. I will recommend and would love to come again."
United States
Gayla A.
$462 nightly
The price is $514
May 26 - May 27
Total with taxes and fees
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!

Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.2 out of 10, Wonderful, (267 reviews)
"Clean room"
United States
Buck
$278 nightly
The price is $310
Jun 1 - Jun 2
Total with taxes and fees
Anna Maria Sunsets - studio

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, (45 reviews)
"We loved our stay on Anna Maria island. The location was perfect, accommodations clean and welcoming as was the staff who wereboth helpful, professional, and kind. We would certainly stay here again."
United States
Nicholas N.
$479 nightly
The price is $534
May 26 - May 27
Total with taxes and fees
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!

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, (49 reviews)
"The place is as advertised. Small, clean and very basic. It was quaint. It’s in a great walkable location. The overall place is older and dated. "
United States
Kelly W.
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
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 $225 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.