Anna Maria Island Holiday Rentals

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Our top choices for Anna Maria Island holiday rentals

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
The price is AU$432
includes taxes & fees
5 May - 6 May
Haley's at The Anna Maria Island Inn

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
The price is AU$567
includes taxes & fees
26 Apr - 27 Apr
Seabreeze 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
The price is AU$692
includes taxes & fees
18 May - 19 May
Alamanda 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
The price is AU$506
includes taxes & fees
6 May - 7 May
Adorable 1-bedroom condo in beautiful Bradenton Beach with AC

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
The price is AU$405
includes taxes & fees
12 May - 13 May
Bridgewalk Resort

Beach Condo with Pool Near Holmes Beach!

Beach Condo with Pool Near Holmes Beach!
Holmes Beach
9.0 out of 10, Wonderful, (40 reviews)
"Everything was as expected and the location is great."
United States
Thomas T.
Beach Condo with Pool Near Holmes Beach!

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, (394 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
The price is AU$417
includes taxes & fees
12 May - 13 May
Pelican Post 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 traveller
The price is AU$932
includes taxes & fees
26 Apr - 27 Apr
Palm Tree Villas

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, (103 reviews)
"Love the condo and the location"
United States
Rachelle F.
The price is AU$340
includes taxes & fees
29 Apr - 30 Apr
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
8.4 out of 10, Very good, (44 reviews)
"Everything about the property was great, especially the location, which is walking distance away from restaurants and island shops."
United States
Ron H.
The price is AU$433
includes taxes & fees
29 Apr - 30 Apr
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Anna Maria
8.2 out of 10, Very good, (47 reviews)
"Overall was a great place"
United States
michelle r.
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)
"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"
United States
Michel
The price is AU$875
includes taxes & fees
5 May - 6 May
Beautiful Bungalow with Pool and Bay Views!

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.
The price is AU$783
includes taxes & fees
4 May - 5 May
Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!

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.
The price is AU$711
includes taxes & fees
26 Apr - 27 Apr
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!

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.
The price is AU$932
includes taxes & fees
4 May - 5 May
One Bedroom Condo at Beachfront Resort!

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.
The price is AU$694
includes taxes & fees
11 May - 12 May
Mello on the Beach - Shore Enuff

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)
"Enjoyed the property, pool, the closeness to the beach"
United States
Susane D.
The price is AU$735
includes taxes & fees
28 Apr - 29 Apr
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

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.
The price is AU$694
includes taxes & fees
11 May - 12 May
Mello on the Beach - Sea Duced

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.
The price is AU$1,030
includes taxes & fees
6 May - 7 May
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

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
The price is AU$398
includes taxes & fees
6 May - 7 May
Anna Maria Sunsets - studio
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Anna Maria Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Anna Maria Island holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Anna Maria Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Anna Maria Island holiday rentals we have selected for you start as low as AU$398 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Anna Maria Island rentals

At Expedia, we put the best Anna Maria Island holiday 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 holiday.

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.