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

Anna Maria Island Vacation Rentals

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Anna Maria Island vacation rentals

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.

1. Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
8.8 out of 10, Excellent, (147 reviews)
"Beautiful place"
United States
Danay
$192 nightly
The price is $216
Nov 11 - Nov 12
Total with taxes and fees
Seabreeze at Anna Maria Island Inn
A modern building with a white exterior, a brick gable, and a palm tree in the foreground.

2. 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, (477 reviews)
"Great location and walking distance to the beach"
United States
Francesca
$200 nightly
The price is $226
Nov 2 - Nov 3
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.

3. 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
$554 nightly
The price is $607
Nov 2 - Nov 3
Total with taxes and fees
Palm Tree Villas
A wooden boardwalk leading to a beach with a view of the ocean and clouds in the sky.

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, (490 reviews)
"perfect"
United States
Danielle
$182 nightly
The price is $205
Oct 25 - Oct 26
Total with taxes and fees
Haley's at The Anna Maria Island Inn
A multi-story building with a light blue facade, featuring a restaurant named 'Bridge Street Bistro' and a sign for 'Island Time.'

5. Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (839 reviews)
"I loved this hotel"
United States
Raisare
$314 nightly
The price is $355
Oct 18 - Oct 19
Total with taxes and fees
Bridgewalk Resort
A beach with waves and a sunset sky.

6. Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.2 out of 10, Wonderful, (289 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
$263 nightly
The price is $292
Oct 18 - Oct 19
Total with taxes and fees
Anna Maria Sunsets - studio
A beach with clear turquoise water and white sand.

7. Anna Maria Beach Cottage 110G Updated cottage, with pool, bikes and beach gear!

Anna Maria Beach Cottage 110G Updated cottage, with pool, bikes and beach gear!
Anna Maria
9.6 out of 10, Exceptional, (32 reviews)
"Great little cottage"
United States
Kathy R.
$497 nightly
The price is $553
Oct 17 - Oct 18
Total with taxes and fees
Anna Maria Beach Cottage 110G Updated cottage, with pool, bikes and beach gear!
Exterior

8. Island Life #7 Beach Club AMI RVA

Island Life #7 Beach Club AMI RVA
Bradenton Beach
9.0 out of 10, Wonderful, (91 reviews)
"Love the proximity to the beach. Pool and hot tub are great"
United States
Kimberly H.
$303 nightly
The price is $337
Oct 16 - Oct 17
Total with taxes and fees
Island Life #7 Beach Club AMI RVA
A wooden beach pavilion with a checkered roof and open sides, overlooking the beach.

9. Anna Maria Beach Condo 1/1

Anna Maria Beach Condo 1/1
Bradenton Beach
9.8 out of 10, Exceptional, (237 reviews)
"Great place to stay!"
United States
Donna B.
$339 nightly
The price is $377
Oct 16 - Oct 17
Total with taxes and fees
Anna Maria Beach Condo 1/1
A wooden beach pavilion with a checkered roof and open sides, overlooking the beach.

10. Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.0 out of 10, Wonderful, (272 reviews)
"Loved our stay!"
United States
Vincent
$257 nightly
The price is $286
Oct 19 - Oct 20
Total with taxes and fees
Anna Maria Sunsets - studio
A beach with footprints in the sand and waves approaching the shore.

11. 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, (45 reviews)
"Enjoyed the proximity to beach access, free trolley, and restaurants. "
United States
DanRoxy R.
$280 nightly
The price is $312
Oct 18 - Oct 19
Total with taxes and fees
Cozy 1-bedroom condo with AC in Bradenton Beach
A wide sandy beach with clear blue water and a few people and umbrellas.

12. 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.
$506 nightly
The price is $564
Oct 31 - Nov 1
Total with taxes and fees
Sugary Sands 1 Bed Condo and One Block to Beach!
A beach with clear turquoise water and white sand.

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, (43 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
$474 nightly
The price is $528
Oct 20 - Oct 21
Total with taxes and fees
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes
Aerial Beach

14. 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.
$326 nightly
The price is $363
Oct 16 - Oct 17
Total with taxes and fees
Sun, Sand & Style #6 Beach Club AMI RVA
A wooden boardwalk leading to a beach with palm trees and a pier in the background.

15. 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, (107 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.
$399 nightly
The price is $444
Oct 18 - Oct 19
Total with taxes and fees
Updated bayside condo with heated pool - across the street from the beach
A beach with a jet ski on the water and a sandy shore.

16. 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
$344 nightly
The price is $383
Oct 16 - Oct 17
Total with taxes and fees
Anna Maria Beach Condo 1/1
A wooden boardwalk leading to a beach with palm trees and a pier in the background.

17. Stylish bayside condo with WiFi & pool - close to the beach & restaurants

Stylish bayside condo with WiFi & pool - close to the beach & restaurants
Anna Maria
9.6 out of 10, Exceptional, (109 reviews)
"Location is the main perk. Did not use the kitchen, but seemed adequate"
United States
Anna L.
$399 nightly
The price is $444
Oct 25 - Oct 26
Total with taxes and fees
Stylish bayside condo with WiFi & pool - close to the beach & restaurants
A beach with a pelican on a railing, people walking, and the ocean in the background.

18. 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, (8 reviews)
"Host was awesome and the location was perfect."
United States
Diane S.
$422 nightly
The price is $470
Oct 28 - Oct 29
Total with taxes and fees
The Pelican's Perch, a Beachfront studio condo w/ balcony
A bedroom with a bed, a desk, and a kitchenette.

19. Club Bamboo South unit 122, Anna Maria Island - Gulf Front Studio, ocean view, maximum occupancy of 3 people.

Club Bamboo South unit 122, Anna Maria Island - Gulf Front Studio, ocean view, maximum occupancy of 3 people.
Bradenton Beach
9.4 out of 10, Exceptional, (88 reviews)
"My family and I enjoyed our stay very much. Can’t beat the location, all rooms by the pool and super close to the beach. I will recommend to my family and friends. Great experience!"
United States
Nancy
$549 nightly
The price is $604
Oct 19 - Oct 20
Total with taxes and fees
Club Bamboo South unit 122, Anna Maria Island - Gulf Front Studio, ocean view, maximum occupancy of 3 people.
Beach

20. 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
$286 nightly
The price is $318
Oct 20 - Oct 21
Total with taxes and fees
Fabulous 1-bedroom condo with AC in Bradenton Beach
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

Anna Maria Beach Resort

Anna Maria Beach Resort

10/10 Excellent
"We loved the Anna Maria Beach Resort and plan on returning for another vacation!"
Nora 8-night trip
Posted less than an hour ago
Anna Maria Beach Resort

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 $205 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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