Anna Maria Island Vacation Rentals

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Our top choices for Anna Maria Island vacation rentals

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
$263 nightly
The price is $293
May 6 - May 7
Total with taxes and fees
Adorable 1-bedroom condo in beautiful Bradenton Beach with AC

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, (446 reviews)
"Location was perfect and room did the job nicely for our stay."
United States
Marcellena
$228 nightly
The price is $258
May 4 - May 5
Total with taxes and fees
Haley's at The Anna Maria Island Inn

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Anna Maria
8.0 out of 10, Very Good, (31 reviews)
"Great location, will come back again. Very clean..."
United States
albert V.
$242 nightly
The price is $269
May 6 - May 7
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Alamanda Villas

Alamanda Villas
3.5 star property
Holmes Beach
9.2 out of 10, Wonderful, (9 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
$426 nightly
The price is $460
May 6 - May 7
Total with taxes and fees
Alamanda Villas

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.0 out of 10, Wonderful, (94 reviews)
"Great location!"
United States
Kevin
$338 nightly
The price is $382
May 26 - May 27
Total with taxes and fees
Seabreeze at Anna Maria Island Inn

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
May 6 - May 7
Total with taxes and fees
Palm Tree Villas

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, (35 reviews)
"This was our second time staying at this location. We love that it’s clean easy to get in and out of and you could walk to many places from there- including beaches on the golf or beaches on the bay"
United States
tammy s.
$270 nightly
The price is $301
May 5 - May 6
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Beautiful Bungalow with Pool and Bay Views!

Beautiful Bungalow with Pool and Bay Views!
Anna Maria
9.6 out of 10, Exceptional, (41 reviews)
"Súper Super comfortable and tidy"
United States
SOFIA D.
$560 nightly
The price is $625
May 10 - May 11
Total with taxes and fees
Beautiful Bungalow with Pool and Bay Views!

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, (104 reviews)
"Love the condo and the location"
United States
Rachelle F.
$289 nightly
The price is $322
May 25 - May 26
Total with taxes and fees
Updated bayside condo with heated pool - across the street from the 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.
$273 nightly
The price is $304
May 10 - May 11
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (794 reviews)
"This is a great place in the middle of everything clean rooms up-to-date perfect"
United States
Frank
$260 nightly
The price is $294
May 11 - May 12
Total with taxes and fees
Bridgewalk Resort

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

Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!
Anna Maria
9.4 out of 10, Exceptional, (27 reviews)
"We had such an amazing stay. The place was beautiful and clean, staff was so friendly, and the most amazing location. Steps from the beach! "
United States
Cara E.
$497 nightly
The price is $553
May 4 - May 5
Total with taxes and fees
Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!

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, (26 reviews)
"We really enjoyed our stay here. It was a perfect spot to enjoy the pool or the ocean. Just a quick walk down to the beach. They had all the beach equipment you could need. That also was a highlight because we didn’t have to pack much. Plenty of places to eat nearby also just a short walk away. The best part was the staff made sure the kids had an eventful Easter morning. They put out hundreds of eggs in the middle of the night and when our kids woke up they were so...
United States
jacob
$497 nightly
The price is $553
May 4 - May 5
Total with taxes and fees
Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill

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, (48 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
May 6 - May 7
Total with taxes and fees
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!

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
May 6 - May 7
Total with taxes and fees
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

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, (40 reviews)
"Loved access to the beaches and restaurants."
United States
Kenneth C.
$278 nightly
The price is $310
May 13 - May 14
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

One Bedroom Condo at Beachfront Resort!

One Bedroom Condo at Beachfront Resort!
Holmes Beach
9.2 out of 10, Wonderful, (23 reviews)
"Loved being able to walk easily to beach "
United States
Elizabeth H.
$581 nightly
The price is $651
May 4 - May 5
Total with taxes and fees
One Bedroom Condo at Beachfront Resort!

Cute Cottage Near Beach and Shops

Cute Cottage Near Beach and Shops
Anna Maria
10.0 out of 10, Exceptional, (9 reviews)
"Clean cozy house"
United States
Dale
$505 nightly
The price is $566
May 14 - May 15
Total with taxes and fees
Cute Cottage Near Beach and Shops

Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.2 out of 10, Wonderful, (264 reviews)
"Great location but it’s just a room so if you’re gone doing things it’s a good spot."
United States
melanie
$241 nightly
The price is $268
May 6 - May 7
Total with taxes and fees
Anna Maria Sunsets - studio

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, (44 reviews)
"very nice, clean, comfortable"
United States
Andrew
$479 nightly
The price is $534
May 11 - May 12
Total with taxes and fees
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!
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 $258 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.