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, (453 reviews)
"The property served it's purpose of comfort for relaxation. We enjoyed it thoroughly and will make this an annual trip."
United States
Sydney
The price is AU$348
includes taxes & fees
16 June - 17 June
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, (408 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$423
includes taxes & fees
6 July - 7 July
Pelican Post at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
8.8 out of 10, Excellent, (101 reviews)
"Great location!"
United States
Kevin
The price is AU$533
includes taxes & fees
6 July - 7 July
Seabreeze at 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
9.6 out of 10, Exceptional, (23 reviews)
"Great location perfect room for 2 people. "
United States
Macey
The price is AU$515
includes taxes & fees
14 June - 15 June
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, (805 reviews)
"Centrally located, all the staff was excellent. Great place to stay! Will stay here again!"
United States
Keri
The price is AU$463
includes taxes & fees
30 June - 1 July
Bridgewalk Resort

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)
"Great location on this beautiful Island! I hope to return next year! "
United States
Lynda L.
The price is AU$500
includes taxes & fees
1 July - 2 July
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

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
9.8 out of 10, Exceptional, (38 reviews)
"Amazing stay! location was perfect, the unit was clean and the host was so kind/accommodating!"
United States
Kyle K.
The price is AU$732
includes taxes & fees
21 June - 22 June
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

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$936
includes taxes & fees
9 June - 10 June
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, (49 reviews)
"Overall was a great place"
United States
michelle r.
The price is AU$525
includes taxes & fees
12 June - 13 June
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Dog-Friendly 4 Mins to the Beach and Pine Ave - A Place in Paradise Unit B

Dog-Friendly 4 Mins to the Beach and Pine Ave - A Place in Paradise Unit B
Anna Maria
9.8 out of 10, Exceptional, (26 reviews)
"Great location and beautiful accommodations!"
United States
Daniela S.
The price is AU$917
includes taxes & fees
12 June - 13 June
Dog-Friendly 4 Mins to the Beach and Pine Ave - A Place in Paradise Unit B

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)
"Old Florida charm of cottage. Beautiful location and only steps to the beach. Staff was wonderful and room was clean."
United States
Christina R.
The price is AU$868
includes taxes & fees
21 June - 22 June
Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!

One Bedroom Condo at Beachfront Resort!

One Bedroom Condo at Beachfront Resort!
Holmes Beach
9.2 out of 10, Wonderful, (24 reviews)
"Loved being able to walk easily to beach "
United States
Elizabeth H.
The price is AU$955
includes taxes & fees
14 June - 15 June
One Bedroom Condo at Beachfront Resort!

Beautiful Bungalow with Pool and Bay Views!

Beautiful Bungalow with Pool and Bay Views!
Anna Maria
9.6 out of 10, Exceptional, (42 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$988
includes taxes & fees
9 June - 10 June
Beautiful Bungalow with Pool and Bay Views!

Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.2 out of 10, Wonderful, (270 reviews)
"Clean room with super easy access to the beach! Great for a weekend getaway "
United States
Bridget
The price is AU$464
includes taxes & fees
8 July - 9 July
Anna Maria Sunsets - studio

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, (27 reviews)
"Very clean and relaxing atmosphere. And the proximity to the beach and town is perfect. We shall be back as soon as we can. "
United States
Sean L.
The price is AU$905
includes taxes & fees
14 June - 15 June
Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill

Island Life #7 Beach Club AMI RVA

Island Life #7 Beach Club AMI RVA
Bradenton Beach
9.2 out of 10, Wonderful, (87 reviews)
"Check in was great! The pool and location was great also."
United States
david C.
The price is AU$470
includes taxes & fees
11 June - 12 June
Island Life #7 Beach Club AMI RVA

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, (137 reviews)
"Great location and clean property"
United States
Mark
The price is AU$487
includes taxes & fees
10 June - 11 June
Resort Style Leisure Beach Club #12 on AMI by RVA

Mello on the Beach - Shore Enuff

Mello on the Beach - Shore Enuff
Holmes Beach
10.0 out of 10, Exceptional, (24 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$846
includes taxes & fees
9 June - 10 June
Mello on the Beach - Shore Enuff

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)
"Love these cottages, very close to the beach and restaurants!"
United States
Lewis E.
The price is AU$1,066
includes taxes & fees
11 June - 12 June
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & 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, (49 reviews)
"Our stay was incredible- couldn’t recommend this place more! "
United States
chelsea t.
The price is AU$775
includes taxes & fees
14 June - 15 June
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to 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 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$348 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. 

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