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
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Anna Maria Island vacation rentals

A multi-story building with a light blue facade, featuring a restaurant named 'Bridge Street Bistro' and a sign for 'Island Time.'

1. Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (832 reviews)
"I loved this hotel"
United States
Raisare
$314 nightly
The price is $355
Sep 27 - Sep 28
Total with taxes and fees
Bridgewalk Resort
A wooden boardwalk leading to a beach with a view of the ocean and clouds in the sky.

2. 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, (483 reviews)
"property by the beach should have chairs and umbrellas availabel for the guests"
United States
Angel
$201 nightly
The price is $227
Sep 30 - Oct 1
Total with taxes and fees
Haley's at The Anna Maria Island Inn
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, (134 reviews)
"Right on beach, in a good area. Comfy beds, would stay here again"
United States
Katelyn
$228 nightly
The price is $258
Sep 29 - Sep 30
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.

4. 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, (469 reviews)
"Great place to stay,"
United States
Wilson
$214 nightly
The price is $241
Sep 30 - Oct 1
Total with taxes and fees
Pelican Post at Anna Maria Island Inn
An outdoor deck with tables and chairs, a striped umbrella, and a view of the beach.

5. Alamanda Villas

Alamanda Villas
3.5 star property
Holmes Beach
8.4 out of 10, Very good, (11 reviews)
"The condo was great! Couldn’t have asked for a better place to start our first time in AMI!"
United States
Josephine
$408 nightly
The price is $439
Sep 29 - Sep 30
Total with taxes and fees
Alamanda Villas
A poolside area with striped umbrellas, lounge chairs, and a swimming pool.

6. Mello on the Beach - Shore Enuff

Mello on the Beach - Shore Enuff
Holmes Beach
10.0 out of 10, Exceptional, (31 reviews)
"During the week the stay was perfect. We were steps from the beach. The property abuts to the public park which meant dramatically increased crowds on the weekend. Very nice stay."
United States
Diana M.
$351 nightly
The price is $390
Oct 4 - Oct 5
Total with taxes and fees
Mello on the Beach - Shore Enuff
A wooden beach pavilion with a checkered roof and open sides, overlooking the beach.

7. Anna Maria Beach Condo 1/1

Anna Maria Beach Condo 1/1
Bradenton Beach
9.8 out of 10, Exceptional, (232 reviews)
"Great place to stay!"
United States
Donna B.
$386 nightly
The price is $430
Sep 27 - Sep 28
Total with taxes and fees
Anna Maria Beach Condo 1/1
A beach with waves and a sunset sky.

8. Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.2 out of 10, Wonderful, (285 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
Sep 29 - Sep 30
Total with taxes and fees
Anna Maria Sunsets - studio
A modern kitchen with a central island, white cabinetry, and a view to the outdoors.

9. Beautiful 1 Bedroom Condo with Beach Facing Balcony and Pool!

Beautiful 1 Bedroom Condo with Beach Facing Balcony and Pool!
Holmes Beach
9.8 out of 10, Exceptional, (25 reviews)
"Beautiful property, very convenient, parking spot reserved. Would definitely book again!"
United States
Nicole W.
$865 nightly
The price is $964
Sep 26 - Sep 27
Total with taxes and fees
Beautiful 1 Bedroom Condo with Beach Facing Balcony and Pool!
A modern kitchen with white cabinetry, a built-in dishwasher, and a large island with seating.

10. Beach Condo with Pool Near Holmes Beach!

Beach Condo with Pool Near Holmes Beach!
Holmes Beach
9.2 out of 10, Wonderful, (44 reviews)
"Everything was as expected and the location is great."
United States
Thomas T.
$525 nightly
The price is $585
Oct 1 - Oct 2
Total with taxes and fees
Beach Condo with Pool Near Holmes Beach!
A beach with clear turquoise water and white sand.

11. Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!

Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!
Anna Maria
10.0 out of 10, Exceptional, (29 reviews)
"Cottage 107 was ver clean, comfortable, and had everything we needed. The property was quiet and very family friendly. The beach, just a very short half block walk, is gorgeous. We had a wonderful time!"
United States
Terry R.
$599 nightly
The price is $667
Oct 3 - Oct 4
Total with taxes and fees
Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!
A balcony with a red chair, a white railing, and a view of the beach and ocean.

12. Mello on the Beach - Slow M'Ocean

Mello on the Beach - Slow M'Ocean
Holmes Beach
9.6 out of 10, Exceptional, (29 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a wonderful stay! Great outdoor amenities for grilling and lovely pool. We will return!"
United States
Amy M.
$423 nightly
The price is $471
Sep 27 - Sep 28
Total with taxes and fees
Mello on the Beach - Slow M'Ocean

13. Privacy Lockoff Units 4/5 Beach Club AMI RVA

Privacy Lockoff Units 4/5 Beach Club AMI RVA
Bradenton Beach
9.8 out of 10, Exceptional, (45 reviews)
"Conveniently located property"
United States
Steven
$566 nightly
The price is $631
Sep 27 - Sep 28
Total with taxes and fees
Privacy Lockoff Units 4/5 Beach Club AMI RVA

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.
$317 nightly
The price is $353
Sep 27 - Sep 28
Total with taxes and fees
Sun, Sand & Style #6 Beach Club AMI RVA
A beach scene with waves gently lapping at the shore and the sun setting in the distance.

15. 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
$521 nightly
The price is $569
Sep 27 - Sep 28
Total with taxes and fees
Palm Tree Villas

16. Resort Style Leisure Beach Club #12 on AMI by RVA

Resort Style Leisure Beach Club #12 on AMI by RVA
Bradenton Beach
9.4 out of 10, Exceptional, (143 reviews)
"The room was very clean, the staff was incredibly friendly, the beach view was beautiful, and the overall experience was amazing!"
United States
Michelly
$288 nightly
The price is $321
Sep 27 - Sep 28
Total with taxes and fees
Resort Style Leisure Beach Club #12 on AMI by RVA
A beach with clear turquoise water and white sand.

17. 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, (42 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
$425 nightly
The price is $474
Sep 30 - Oct 1
Total with taxes and fees
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes
A view from a covered outdoor area with a pool and palm trees.

18. One Bedroom Condo at Beachfront Resort!

One Bedroom Condo at Beachfront Resort!
Holmes Beach
9.4 out of 10, Exceptional, (29 reviews)
"Was a great place for a family and loved how close everything was and the sunset views. Can easily walk to the beach! 10/10 loved Anna Maria and can’t wait to come back"
United States
Grace
$549 nightly
The price is $614
Sep 26 - Sep 27
Total with taxes and fees
One Bedroom Condo at Beachfront Resort!
A wooden boardwalk surrounded by dense foliage.

19. Charming Cottage with modern amenities close to beach w/ pool, beach gear, bikes

Charming Cottage with modern amenities close to beach w/ pool, beach gear, bikes
Anna Maria
9.2 out of 10, Wonderful, (14 reviews)
"Close walk to the beach "
United States
Zev C.
$525 nightly
The price is $585
Sep 27 - Sep 28
Total with taxes and fees
Charming Cottage with modern amenities close to beach w/ pool, beach gear, bikes

20. Escape to Paradise–The Beach Club AMI #1 by RVA

Escape to Paradise–The Beach Club AMI #1 by RVA
Bradenton Beach
9.6 out of 10, Exceptional, (100 reviews)
"Great stay! The only thing we couldn’t find was the bedding for the pull out couch"
United States
Ryan A.
$354 nightly
The price is $395
Sep 26 - Sep 27
Total with taxes and fees
Escape to Paradise–The Beach Club AMI #1 by 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

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn

8/10 Good
"Being right in the beach was great. Room was well maintained except when I had pizza in the little refrigerator and when I took it out to eat it was filled with roaches."
Robert 3-night trip
Posted 7 hours ago
Seabreeze 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 $227 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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