Anna Maria Island Vacation Rentals

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Our top choices for Anna Maria Island vacation rentals

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.0 out of 10, Wonderful, (92 reviews)
"Great location!"
United States
Kevin
$306 nightly
The price is $346
May 25 - May 26
Total with taxes and fees
Seabreeze at Anna Maria Island Inn

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (790 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
$257 nightly
The price is $290
May 17 - May 18
Total with taxes and fees
Bridgewalk Resort

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, (445 reviews)
"Incredible location, great room! Loved everything! Would def come back!"
United States
Laís Fernanda
$257 nightly
The price is $290
Apr 28 - Apr 29
Total with taxes and fees
Haley's at The Anna Maria Island Inn

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, (395 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
$272 nightly
The price is $308
May 11 - May 12
Total with taxes and fees
Pelican Post at Anna Maria Island Inn

Alamanda Villas

Alamanda Villas
3.5 star property
Holmes Beach
9.0 out of 10, Wonderful, (8 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
$458 nightly
The price is $496
May 18 - May 19
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
Apr 26 - Apr 27
Total with taxes and fees
Palm Tree Villas

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, (12 reviews)
"Great location perfect room for 2 people. "
United States
Macey
$273 nightly
The price is $304
Apr 27 - Apr 28
Total with taxes and fees
Adorable 1-bedroom condo in beautiful Bradenton Beach with AC

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)
"Really nice cottages, and mgt on-site and super responsive and helpful!"
United States
Jerry A.
$681 nightly
The price is $759
May 6 - May 7
Total with taxes and fees
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

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.
$451 nightly
The price is $501
May 6 - May 7
Total with taxes and fees
Mello on the Beach - Shore Enuff

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.
$451 nightly
The price is $501
May 10 - May 11
Total with taxes and fees
Mello on the Beach - Sea Duced

Mello on the Beach - Sol Mate

Mello on the Beach - Sol Mate
Holmes Beach
9.8 out of 10, Exceptional, (32 reviews)
"Mello was beautiful, close to the beach very welcoming and had all that you may need."
United States
Brendan N.
$451 nightly
The price is $501
May 10 - May 11
Total with taxes and fees
Mello on the Beach - Sol Mate

One Bedroom Condo at Beachfront Resort!

One Bedroom Condo at Beachfront Resort!
Holmes Beach
9.2 out of 10, Wonderful, (23 reviews)
"Great beach access. Quiet area."
United States
Travis S.
$603 nightly
The price is $673
Apr 26 - Apr 27
Total with taxes and fees
One Bedroom Condo at Beachfront Resort!

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, (18 reviews)
"Location was absolutely perfect. Place was clean. The amenities were just enough for our short stay. "
United States
David W.
$485 nightly
The price is $541
Apr 28 - Apr 29
Total with taxes and fees
Beach Don't Kill My Vibe by Beach Boutique Rentals

Charming cottage with heated pool, tropical landscaping in prime location.

Charming cottage with heated pool, tropical landscaping in prime location.
Anna Maria
10.0 out of 10, Exceptional, (62 reviews)
"This was the perfect place for our family of 4 to stay. The location is incredible and the space so very clean."
United States
Kasey C.
Charming cottage with heated pool, tropical landscaping in prime location.

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Anna Maria
9.6 out of 10, Exceptional, (125 reviews)
"Was very enjoyable! Great place for our family to stay and visit!"
United States
john V.
$620 nightly
The price is $692
May 11 - May 12
Total with taxes and fees
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

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, (47 reviews)
"Host was welcoming. We were so close to the beach! It was amazing! The amenities were very nice. Wanda is wonderful."
United States
Gretchen H.
$462 nightly
The price is $514
Apr 27 - Apr 28
Total with taxes and fees
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!

Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!

Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!
Anna Maria
9.6 out of 10, Exceptional, (65 reviews)
"The house was very clean and well located. We fully enjoyed our stay and hope to return in the future. "
United States
Emma D.
$937 nightly
The price is $1,045
May 2 - May 3
Total with taxes and fees
Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!

Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.2 out of 10, Wonderful, (261 reviews)
"Great location but it’s just a room so if you’re gone doing things it’s a good spot."
United States
melanie
$257 nightly
The price is $286
May 6 - May 7
Total with taxes and fees
Anna Maria Sunsets - studio

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, (35 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
Apr 27 - Apr 28
Total with taxes and fees
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

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, (26 reviews)
"Great property!"
United States
Jessica S.
$680 nightly
The price is $757
May 3 - May 4
Total with taxes and fees
Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!
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 $286 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.