An aerial view of a coastal town with a long pier extending into turquoise waters.

Anna Maria Island Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Anna Maria Island vacation rentals

A modern building with a white exterior, a brick gable, and a palm tree in the foreground.

1. 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, (482 reviews)
"Great location and walking distance to the beach"
United States
Francesca
$154 nightly
The price is $174
Nov 29 - Nov 30
Total with taxes and fees
Pelican Post at Anna Maria Island Inn
A beach scene with waves gently lapping at the shore and the sun setting in the distance.

2. Palm Tree Villas

Palm Tree Villas
3.0 star property
Holmes Beach
9.2 out of 10, Wonderful, (174 reviews)
"It was just a beautiful stay and love to come back next year!!"
United States
Allison
$522 nightly
The price is $570
Oct 30 - Oct 31
Total with taxes and fees
Palm Tree Villas
A modern bedroom with a large bed, a TV mounted on the wall, a wooden headboard, and a view of the sea through the balcony.

3. Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
8.8 out of 10, Excellent, (153 reviews)
"Beautiful place"
United States
Danay
$216 nightly
The price is $244
Nov 18 - Nov 19
Total with taxes and fees
Seabreeze at Anna Maria Island Inn
A modern hotel room with a bed, a sofa, a coffee table, and artwork on the walls.

4. 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, (493 reviews)
"perfect"
United States
Danielle
$178 nightly
The price is $201
Nov 29 - Nov 30
Total with taxes and fees
Haley's at The Anna Maria Island Inn
A balcony with a table and chairs, overlooking a beach with palm trees and a blue building with an American flag.

5. Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (843 reviews)
"I loved this hotel"
United States
Raisare
$294 nightly
The price is $332
Nov 29 - Nov 30
Total with taxes and fees
Bridgewalk Resort
A wooden beach pavilion with a checkered roof and open sides, overlooking the beach.

6. Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.0 out of 10, Wonderful, (276 reviews)
"Loved our stay!"
United States
Vincent
$257 nightly
The price is $286
Oct 31 - Nov 1
Total with taxes and fees
Anna Maria Sunsets - studio
A wooden beach pavilion with a checkered roof and open sides, overlooking the beach.

7. Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.2 out of 10, Wonderful, (290 reviews)
"We had a wonderful stay! The place was clean, comfortable, and exactly as described. The location was great, and everything we needed was available. The host was friendly, responsive, and made the whole experience easy and enjoyable. We would definitely stay here again and highly recommend it! ⭐️⭐️⭐️⭐️⭐️"
United States
Elizabeth
$247 nightly
The price is $275
Nov 1 - Nov 2
Total with taxes and fees
Anna Maria Sunsets - studio
A wooden beach pavilion with a checkered roof and open sides, overlooking the beach.

8. Anna Maria Beach Condo 1/1

Anna Maria Beach Condo 1/1
Bradenton Beach
9.8 out of 10, Exceptional, (238 reviews)
"Great place to stay!"
United States
Donna B.
$341 nightly
The price is $379
Oct 30 - Oct 31
Total with taxes and fees
Anna Maria Beach Condo 1/1
Beach

9. Fabulous 1-bedroom condo with AC in Bradenton Beach

Fabulous 1-bedroom condo with AC in Bradenton Beach
Bradenton Beach
9.0 out of 10, Wonderful, (39 reviews)
"Everything about my stay was great! Will definitely be back!"
United States
Darian
$250 nightly
The price is $279
Nov 1 - Nov 2
Total with taxes and fees
Fabulous 1-bedroom condo with AC in Bradenton Beach
A wooden gazebo on a sandy beach with a staircase leading up to it, surrounded by tall trees.

10. Cozy 1-bedroom condo with AC in Bradenton Beach

Cozy 1-bedroom condo with AC in Bradenton Beach
Bradenton Beach
9.4 out of 10, Exceptional, (46 reviews)
"Enjoyed the proximity to beach access, free trolley, and restaurants. "
United States
DanRoxy R.
$276 nightly
The price is $307
Nov 1 - Nov 2
Total with taxes and fees
Cozy 1-bedroom condo with AC in Bradenton Beach
A beach with a pelican on a railing, people walking, and the ocean in the background.

11. The Pelican's Perch, a Beachfront studio condo w/ balcony

The Pelican's Perch, a Beachfront studio condo w/ balcony
Bradenton Beach
10.0 out of 10, Exceptional, (11 reviews)
"Host was awesome and the location was perfect."
United States
Diane S.
$399 nightly
The price is $445
Nov 1 - Nov 2
Total with taxes and fees
The Pelican's Perch, a Beachfront studio condo w/ balcony
A covered balcony with a view of parked cars and palm trees, leading to a building with windows.

12. Island Life #7 Beach Club AMI RVA

Island Life #7 Beach Club AMI RVA
Bradenton Beach
9.0 out of 10, Wonderful, (93 reviews)
"Love the proximity to the beach. Pool and hot tub are great"
United States
Kimberly H.
$303 nightly
The price is $337
Oct 31 - Nov 1
Total with taxes and fees
Island Life #7 Beach Club AMI RVA
Chaise loungers and tables around the pool deck

13. 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, (44 reviews)
"Loved the easy access to the beach and the fact that the property had beach supplies available for you to use. We had great service when needed and will definitely visit again !"
United States
Meagan
$471 nightly
The price is $525
Nov 8 - Nov 9
Total with taxes and fees
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes
A coastal residential area with multiple two-story houses, a clear view of the ocean, and a parking area with cars.

14. 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, (26 reviews)
"Very pleasant stay. Short walk to beach and we had access to wagon and beach chairs. Location is great, very close to Bridge St. and many restaurants.Property manager had emailed all necessary information for condo. We enjoyed our stay at Sugary Sands!"
United States
Christine S.
$494 nightly
The price is $552
Nov 6 - Nov 7
Total with taxes and fees
Sugary Sands 1 Bed Condo and One Block to Beach!
A spacious living area with a gray sofa, wooden dining table, and chairs, a kitchenette, and a TV displaying a beach scene.

15. 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, (31 reviews)
"Very short walk to the beach. We enjoyed our stay. "
United States
Stacey D.
$497 nightly
The price is $553
Nov 7 - Nov 8
Total with taxes and fees
Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill
A modern kitchen with white cabinets, a microwave, oven, and a clock on the wall.

16. 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, (108 reviews)
"It is a very nice little unit. Recently renovated and comfortable. We had some problems with the front door lock that they are aware of, so it took a bit of time to initially enter the property. If the upper floor is occupied, it is a bit noisy from the activity overhead. The location is very good for walking to restaurants and shops. The Waterfront Restaurant is excellent!"
United States
Rick C.
$431 nightly
The price is $477
Nov 8 - Nov 9
Total with taxes and fees
Updated bayside condo with heated pool - across the street from the beach
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

17. Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!

Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!
Anna Maria
9.8 out of 10, Exceptional, (34 reviews)
"We loved our stay at 107A! It was perfect for the two of us, We loved the short walk to the beach and how walkable it was to local restaurants and stores. Thank you for a great stay!"
United States
Kathryn M.
$485 nightly
The price is $540
Nov 14 - Nov 15
Total with taxes and fees
Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!
A beach with umbrellas, a boat, and a sign.

18. Amazing View, Updated Beachfront Condo

Amazing View, Updated Beachfront Condo
Bradenton Beach
9.2 out of 10, Wonderful, (63 reviews)
"Exceptional beach condo, great view and clean."
United States
Paul W.
$553 nightly
The price is $617
Nov 14 - Nov 15
Total with taxes and fees
Amazing View, Updated Beachfront Condo
A wooden beach pavilion with a checkered roof and open sides, overlooking the beach.

19. Anna Maria Beach Condo 1/1

Anna Maria Beach Condo 1/1
Bradenton Beach
9.8 out of 10, Exceptional, (269 reviews)
"Great location right by the beach"
United States
enrique
$345 nightly
The price is $384
Nov 1 - Nov 2
Total with taxes and fees
Anna Maria Beach Condo 1/1
A covered balcony with a view of parked cars and palm trees, leading to a building with windows.

20. Sun, Sand & Style #6 Beach Club AMI RVA

Sun, Sand & Style #6 Beach Club AMI RVA
Bradenton Beach
9.4 out of 10, Exceptional, (96 reviews)
"Nice condo and great location! Perfect for 2 people. The front desk people are super nice and very helpful."
United States
Joretta B.
Sun, Sand & Style #6 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

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

10/10 Excellent
"Location was perfect"
Amylynn 4-night trip
Posted 1 hour ago
Pelican Post at 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 $174 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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