Anna Maria Island Holiday Rentals

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Our top choices for Anna Maria Island holiday rentals

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, (101 reviews)
"Everything was great"
United States
lillybet h.
The price is AU$470
includes taxes & fees
26 Mar - 27 Mar
Updated bayside condo with heated pool - across the street from the beach

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, (433 reviews)
"Location was perfect and room did the job nicely for our stay."
United States
Marcellena
Haley's at The Anna Maria Island Inn

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, (6 reviews)
"Great location perfect room for 2 people. "
United States
Macey
Adorable 1-bedroom condo in beautiful Bradenton Beach with AC

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, (29 reviews)
"Great location, will come back again. Very clean..."
United States
albert V.
The price is AU$411
includes taxes & fees
23 Mar - 24 Mar
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, (43 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$548
includes taxes & fees
26 Mar - 27 Mar
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

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$1,075
includes taxes & fees
10 Mar - 11 Mar
Mello on the Beach - Sea Duced

Mello on the Beach - Shore Enuff

Mello on the Beach - Shore Enuff
Holmes Beach
10.0 out of 10, Exceptional, (22 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.
The price is AU$1,061
includes taxes & fees
11 Mar - 12 Mar
Mello on the Beach - Shore Enuff

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
10.0 out of 10, Exceptional, (41 reviews)
"Location was perfect"
United States
Michael S.
The price is AU$810
includes taxes & fees
26 Mar - 27 Mar
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!

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)
"Great communication, space was exactly as described and was clean/ready for us! Thank you!"
United States
Larry R.
The price is AU$466
includes taxes & fees
17 Mar - 18 Mar
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Villa-style condo with pool and beach access - Condo 8

Villa-style condo with pool and beach access - Condo 8
Holmes Beach
9.4 out of 10, Exceptional, (165 reviews)
"Excellent location pet friendly "
United States
Georgiana T.
Villa-style condo with pool and beach access - Condo 8

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, (14 reviews)
"Really nice cottages, and mgt on-site and super responsive and helpful!"
United States
Jerry A.
The price is AU$1,232
includes taxes & fees
10 Mar - 11 Mar
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

Mello on the Beach - Fanta Sea

Mello on the Beach - Fanta Sea
Holmes Beach
10.0 out of 10, Exceptional, (17 reviews)
"Very nice place very clean everyone’s friendly"
United States
Sharon C.
The price is AU$1,075
includes taxes & fees
10 Mar - 11 Mar
Mello on the Beach - Fanta Sea

Beautiful Bungalow with Pool and Bay Views!

Beautiful Bungalow with Pool and Bay Views!
Anna Maria
9.8 out of 10, Exceptional, (39 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$1,191
includes taxes & fees
11 Mar - 12 Mar
Beautiful Bungalow with Pool and Bay Views!

Beautiful 1 Bedroom Condo with Beach Facing Balcony and Pool!

Beautiful 1 Bedroom Condo with Beach Facing Balcony and Pool!
Holmes Beach
9.6 out of 10, Exceptional, (17 reviews)
"Lovely for a weekend getaway!"
United States
Deb T.
Beautiful 1 Bedroom Condo with Beach Facing Balcony and Pool!

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, (103 reviews)
"This was a beautiful stay, everything was exactly as pictured and exactly as described. We would definitely stay here again."
United States
Mish N.
Stylish bayside condo with WiFi & pool - close to the beach & restaurants

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, (22 reviews)
"Mom and I just stayed for one night and had a lovely trip. "
United States
Brittany B.
The price is AU$916
includes taxes & fees
11 Mar - 12 Mar
Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill

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, (26 reviews)
"Easy walk to the beach and restaurants. Allowed us to check in early since the place was available. "
United States
Nancy E.
The price is AU$914
includes taxes & fees
12 Mar - 13 Mar
Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!

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, (17 reviews)
"We really enjoyed our brief stay here. Very clean. Great location. Very helpful staff/owner. Great location."
United States
Drew N.
The price is AU$899
includes taxes & fees
13 Mar - 14 Mar
Beach Don't Kill My Vibe by Beach Boutique Rentals

Bayfront Villa: Dock, Walk to Beach and Bridge Street

Bayfront Villa: Dock, Walk to Beach and Bridge Street
Bradenton Beach
9.6 out of 10, Exceptional, (19 reviews)
"Beautiful house and exceptional location by the beach and restaurants!!!"
United States
David M.
Bayfront Villa: Dock, Walk to Beach and Bridge Street

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, (32 reviews)
"Excellent location! Super clean rooms and resort. Peaceful and quiet weekend of relaxation! Definitely recommended! "
United States
Anonymous traveller
The price is AU$1,194
includes taxes & fees
7 Apr - 8 Apr
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes
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$564 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.