Anna Maria Island Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Anna Maria Island holiday rentals

A multi-story building with a light blue facade, featuring a restaurant named 'Bridge Street Bistro' and a sign for 'Island Time.'

1. Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (847 reviews)
"I loved this hotel"
United States
Raisare
The price is NZ$626
includes taxes & fees
12 Dec - 13 Dec
Bridgewalk Resort
A modern bedroom with a large bed, a TV mounted on the wall, a wooden headboard, and a view of the sea through the balcony.

2. Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
8.6 out of 10, Excellent, (157 reviews)
"The property being steps from the beach was amazing."
United States
Julie
The price is NZ$365
includes taxes & fees
1 Dec - 2 Dec
Seabreeze at Anna Maria Island Inn
A modern building with a white exterior, a brick gable, and a palm tree in the foreground.

3. 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, (488 reviews)
"Location was perfect"
United States
Amylynn
The price is NZ$323
includes taxes & fees
9 Dec - 10 Dec
Pelican Post at Anna Maria Island Inn
A wooden boardwalk leading to a beach with a view of the ocean and clouds in the sky.

4. 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, (497 reviews)
"Close to Beach and nice walking area very quiet . Clean and easy access. Perfect stay of couples."
United States
Patrick
The price is NZ$300
includes taxes & fees
12 Nov - 13 Nov
Haley's at The Anna Maria Island Inn
A beach with waves and a sunset.

5. Palm Tree Villas

Palm Tree Villas
3.0 star property
Holmes Beach
9.2 out of 10, Wonderful, (174 reviews)
"It was just a beautiful stay and love to come back next year!!"
United States
Allison
The price is NZ$1,072
includes taxes & fees
15 Nov - 16 Nov
Palm Tree Villas
A beach with waves and a sunset sky.

6. Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.2 out of 10, Wonderful, (293 reviews)
"We had a wonderful stay! The place was clean, comfortable, and exactly as described. The location was great, and everything we needed was available. The host was friendly, responsive, and made the whole experience easy and enjoyable. We would definitely stay here again and highly recommend it! ⭐️⭐️⭐️⭐️⭐️"
United States
Elizabeth
The price is NZ$493
includes taxes & fees
16 Nov - 17 Nov
Anna Maria Sunsets - studio
A beach with clear turquoise water and white sand.

7. 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, (45 reviews)
"Loved the easy access to the beach and the fact that the property had beach supplies available for you to use. We had great service when needed and will definitely visit again !"
United States
Meagan
The price is NZ$899
includes taxes & fees
5 Dec - 6 Dec
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes
A poolside area with striped umbrellas, lounge chairs, and a swimming pool.

8. Mello on the Beach - Sol Mate

Mello on the Beach - Sol Mate
Holmes Beach
9.8 out of 10, Exceptional, (36 reviews)
"Lovely. Perfect location. Ty!!"
United States
Lisa M.
The price is NZ$657
includes taxes & fees
12 Nov - 13 Nov
Mello on the Beach - Sol Mate
A beach with a jet ski on the water and a sandy shore.

9. Anna Maria Beach Condo 1/1

Anna Maria Beach Condo 1/1
Bradenton Beach
9.8 out of 10, Exceptional, (271 reviews)
"Great location right by the beach"
United States
enrique
The price is NZ$616
includes taxes & fees
12 Nov - 13 Nov
Anna Maria Beach Condo 1/1
A beach with white sand, clear turquoise water, and a few people. There is a building with a porch on the right.

10. Club Bamboo South unit 122, Anna Maria Island - Gulf Front Studio, ocean view, maximum occupancy of 3 people.

Club Bamboo South unit 122, Anna Maria Island - Gulf Front Studio, ocean view, maximum occupancy of 3 people.
Bradenton Beach
9.4 out of 10, Exceptional, (88 reviews)
"Everything was great!"
United States
Kathie B.
The price is NZ$1,354
includes taxes & fees
16 Nov - 17 Nov
Club Bamboo South unit 122, Anna Maria Island - Gulf Front Studio, ocean view, maximum occupancy of 3 people.
A beach with a pelican on a railing, people walking, and the ocean in the background.

11. The Pelican's Perch, a Beachfront studio condo w/ balcony

The Pelican's Perch, a Beachfront studio condo w/ balcony
Bradenton Beach
10.0 out of 10, Exceptional, (13 reviews)
"Excellent place ! Highly recommended!"
United States
Beatriz
The price is NZ$751
includes taxes & fees
14 Nov - 15 Nov
The Pelican's Perch, a Beachfront studio condo w/ balcony
A beach with clear turquoise water and white sand.

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

Anna Maria Beach Cottage 110G Updated cottage, with pool, bikes and beach gear!
Anna Maria
9.6 out of 10, Exceptional, (35 reviews)
"Great little cottage"
United States
Kathy R.
The price is NZ$971
includes taxes & fees
15 Nov - 16 Nov
Anna Maria Beach Cottage 110G Updated cottage, with pool, bikes and beach gear!
A wide sandy beach with clear blue water and a few people and umbrellas.

13. Sugary Sands 1 Bed Condo and One Block to Beach!

Sugary Sands 1 Bed Condo and One Block to Beach!
Bradenton Beach
9.4 out of 10, Exceptional, (26 reviews)
"Very pleasant stay. Short walk to beach and we had access to wagon and beach chairs. Location is great, very close to Bridge St. and many restaurants.Property manager had emailed all necessary information for condo. We enjoyed our stay at Sugary Sands!"
United States
Christine S.
The price is NZ$977
includes taxes & fees
5 Dec - 6 Dec
Sugary Sands 1 Bed Condo and One Block to Beach!
A wooden boardwalk surrounded by dense foliage.

14. 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, (59 reviews)
"Great bungalow in perfect location"
United States
David V.
The price is NZ$903
includes taxes & fees
16 Nov - 17 Nov
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!
A wooden beach pavilion with a checkered roof and open sides, overlooking the beach.

15. Anna Maria Beach Condo 1/1

Anna Maria Beach Condo 1/1
Bradenton Beach
9.8 out of 10, Exceptional, (239 reviews)
"Great place to stay!"
United States
Donna B.
The price is NZ$647
includes taxes & fees
16 Nov - 17 Nov
Anna Maria Beach Condo 1/1
A beach with footprints in the sand and waves approaching the shore.

16. Cozy 1-bedroom condo with AC in Bradenton Beach

Cozy 1-bedroom condo with AC in Bradenton Beach
Bradenton Beach
9.6 out of 10, Exceptional, (47 reviews)
"Enjoyed the proximity to beach access, free trolley, and restaurants. "
United States
DanRoxy R.
The price is NZ$555
includes taxes & fees
16 Nov - 17 Nov
Cozy 1-bedroom condo with AC in Bradenton Beach
A kitchen with a wooden table, white cabinets, and a white chair.

17. Fish, Swim & Unwind: Anna Maria Apt Steps to Beach

Fish, Swim & Unwind: Anna Maria Apt Steps to Beach
4.0 star property
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"I can’t believe I forgot to do a review. Let me just get right to it…I love this place. It was so comfortable and clean and a convenient walk to the beach. I wouldn’t want to stay anywhere else when I visit. Very very Comfortable and Convenient!!"
United States
Jhinji
The price is NZ$1,161
includes taxes & fees
23 Nov - 24 Nov
Fish, Swim & Unwind: Anna Maria Apt Steps to Beach
A wooden beach pavilion with a checkered roof and open sides, overlooking the beach.

18. Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.0 out of 10, Wonderful, (277 reviews)
"Loved our stay!"
United States
Vincent
The price is NZ$482
includes taxes & fees
13 Nov - 14 Nov
Anna Maria Sunsets - studio
A wooden boardwalk leading to a beach with palm trees and a pier in the background.

19. 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, (109 reviews)
"It is a very nice little unit. Recently renovated and comfortable. We had some problems with the front door lock that they are aware of, so it took a bit of time to initially enter the property. If the upper floor is occupied, it is a bit noisy from the activity overhead. The location is very good for walking to restaurants and shops. The Waterfront Restaurant is excellent!"
United States
Rick C.
The price is NZ$862
includes taxes & fees
13 Nov - 14 Nov
Updated bayside condo with heated pool - across the street from the beach
A modern kitchen with white cabinetry, a built-in dishwasher, and a large island with seating.

20. Beach Condo with Pool Near Holmes Beach!

Beach Condo with Pool Near Holmes Beach!
Holmes Beach
9.2 out of 10, Wonderful, (45 reviews)
"Everything was as expected and the location is great."
United States
Thomas T.
The price is NZ$1,200
includes taxes & fees
12 Nov - 13 Nov
Beach Condo with Pool Near Holmes Beach!
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

A multi-story building with a light blue facade, featuring a restaurant named 'Bridge Street Bistro' and a sign for 'Island Time.'
Bridgewalk Resort

Bridgewalk Resort

Bridgewalk Resort
Bridge Street

8/10 Good

I had some days to fill in between two conferences in the US, so I decided to spend some time in Florida on the Gulf Coast. This hotel gave me an exceptionally comfortable home. The facilities are excellent, the atmosphere is relaxed and friendly, And the beach is just across the road. The hotel also houses an excellent restaurant which features local sea-food, as it should, cooked to perfection.
Australia
Ian
Reviewed October 19, 2016
Bridgewalk Resort

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 favorite 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 depends 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 NZ$299 per night. Entering your travel dates in the search wizard 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 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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