Anna Maria Island Vacation Rentals

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Check prices for these dates

In two weeks
Apr 3 - Apr 5
In two months
May 15 - May 17
In three months
Jun 12 - Jun 14
In four months
Jul 10 - Jul 12

Our top choices for Anna Maria Island vacation rentals

Premium bedding, pillowtop beds, minibar, free cribs/infant beds

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.0 out of 10, Wonderful, (86 reviews)
"Very nice room with great beachside gulf views."
United States
PEGGY
$456 nightly
The price is $516
Apr 15 - Apr 16
Total with taxes and fees
Seabreeze at Anna Maria Island Inn
Fridge, microwave, oven, stovetop

Beach Condo with Pool Near Holmes Beach!

Beach Condo with Pool Near Holmes Beach!
Holmes Beach
9.0 out of 10, Wonderful, (39 reviews)
"Everything was as expected and the location is great."
United States
Thomas T.
$706 nightly
The price is $786
Mar 23 - Mar 24
Total with taxes and fees
Beach Condo with Pool Near Holmes Beach!
Beach nearby, white sand, sun loungers, beach towels

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, (439 reviews)
"Incredible location, great room! Loved everything! Would def come back!"
United States
Laís Fernanda
$441 nightly
The price is $499
Apr 16 - Apr 17
Total with taxes and fees
Haley's at The Anna Maria Island Inn
2 restaurants, lunch, dinner served; seafood

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (786 reviews)
"So nice to walk to restaurants and shops. Very walkable. Clean. Updated and relaxing atmosphere. Parking was really convenient and accessible. Would stay again."
United States
Deborah
$289 nightly
The price is $326
Apr 16 - Apr 17
Total with taxes and fees
Bridgewalk Resort
Pool

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, (7 reviews)
"Great location perfect room for 2 people. "
United States
Macey
$320 nightly
The price is $357
Apr 4 - Apr 5
Total with taxes and fees
Adorable 1-bedroom condo in beautiful Bradenton Beach with AC
Outdoor pool, a heated pool

Luxury 7BR|Gulf & Bay Views +1 min Walk to Beach

Luxury 7BR|Gulf & Bay Views +1 min Walk to Beach
Bradenton Beach
10.0 out of 10, Exceptional, (12 reviews)
"Good location ,gorgeous house."
United States
Sabah N.
$2,280 nightly
The price is $2,487
Mar 26 - Mar 27
Total with taxes and fees
Luxury 7BR|Gulf & Bay Views +1 min Walk to Beach
Exterior

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, (378 reviews)
"Clean rooms, heated pool, pet friendly, only issue was the check in process, but overall very satisfied with my stay and hotel. Would definitely come again! "
United States
Karla
$303 nightly
The price is $342
Apr 12 - Apr 13
Total with taxes and fees
Pelican Post at Anna Maria Island Inn
Exterior detail

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.
$336 nightly
The price is $374
Mar 26 - Mar 27
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Beach

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Anna Maria
8.6 out of 10, Excellent, (38 reviews)
"This was a quaint little property very close to the beach and multiple restaurants. We enjoyed our time away."
United States
Jessica C.
$321 nightly
The price is $358
Apr 5 - Apr 6
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
A heated pool

Mello on the Beach - Shore Enuff

Mello on the Beach - Shore Enuff
Holmes Beach
10.0 out of 10, Exceptional, (22 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: a nice, laid-back stayproperty was very well cared for"
United States
Ellan B.
$664 nightly
The price is $740
Apr 17 - Apr 18
Total with taxes and fees
Mello on the Beach - Shore Enuff
Beach

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, (36 reviews)
"Great communication, space was exactly as described and was clean/ready for us! Thank you!"
United States
Larry R.
$307 nightly
The price is $342
Apr 1 - Apr 2
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Beach nearby

Beautiful Bungalow with Pool and Bay Views!

Beautiful Bungalow with Pool and Bay Views!
Anna Maria
9.6 out of 10, Exceptional, (40 reviews)
"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"
United States
Michel
$594 nightly
The price is $662
Apr 13 - Apr 14
Total with taxes and fees
Beautiful Bungalow with Pool and Bay Views!
A heated pool

Mello on the Beach - Sea Duced

Mello on the Beach - Sea Duced
Holmes Beach
9.6 out of 10, Exceptional, (24 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was very clean. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a wonderful time staying at Mello for Fathers Day weekend with our two toddlers. We will definitely stay again!"
United States
kelly g.
$555 nightly
The price is $618
Apr 13 - Apr 14
Total with taxes and fees
Mello on the Beach - Sea Duced
Beach nearby, sun loungers

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, (22 reviews)
"Mom and I just stayed for one night and had a lovely trip. "
United States
Brittany B.
$584 nightly
The price is $651
Mar 23 - Mar 24
Total with taxes and fees
Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill
Property grounds

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, (44 reviews)
"Location was perfect"
United States
Michael S.
$509 nightly
The price is $568
Apr 14 - Apr 15
Total with taxes and fees
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!
Property grounds

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, (17 reviews)
"We really enjoyed our brief stay here. Very clean. Great location. Very helpful staff/owner. Great location."
United States
Drew N.
$576 nightly
The price is $642
Mar 23 - Mar 24
Total with taxes and fees
Beach Don't Kill My Vibe by Beach Boutique Rentals
Beach

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.
$319 nightly
The price is $356
Apr 5 - Apr 6
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Beach nearby, white sand, beach umbrellas, beach towels

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
$672 nightly
The price is $740
Apr 9 - Apr 10
Total with taxes and fees
Palm Tree Villas
Beach nearby, sun loungers

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, (41 reviews)
"Great place for a beach stay on Anna Maria!!!"
United States
John F.
$520 nightly
The price is $580
Apr 11 - Apr 12
Total with taxes and fees
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!
Beach nearby

Cute Cottage Near Beach and Shops

Cute Cottage Near Beach and Shops
Anna Maria
10.0 out of 10, Exceptional, (6 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.
$576 nightly
The price is $642
Apr 13 - Apr 14
Total with taxes and fees
Cute Cottage Near Beach and Shops
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

Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn

8/10 Good
"The room was well done. It was just small. The bathroom is super small. The sitting room is small, but whoever designed the room thought about the space and made the most of the sq ft. The quality of the finishes were very good. It isn’t right on the beach like we expected, check-in is off-site but the room was nice if you don’t mind small. The price was high but I think that is because of the island. "
Stacey 1-night trip
Posted 12 hours ago
Haley's at The Anna Maria Island Inn

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 $326 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.

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