An aerial view of a coastal town with a long pier extending into turquoise waters.

Anna Maria Island Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Anna Maria Island holiday rentals

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.

1. Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
8.8 out of 10, Excellent, (138 reviews)
"Right on beach, in a good area. Comfy beds, would stay here again"
United States
Katelyn
The price is HK$1,799
HK$2,276 total
includes taxes & fees
1 Oct - 2 Oct
Seabreeze at Anna Maria Island Inn
A wooden boardwalk leading to a beach with a view of the ocean and clouds in the sky.

2. 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, (485 reviews)
"property by the beach should have chairs and umbrellas availabel for the guests"
United States
Angel
The price is HK$1,166
HK$1,475 total
includes taxes & fees
1 Oct - 2 Oct
Haley's at The 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, (472 reviews)
"Great place to stay,"
United States
Wilson
The price is HK$1,527
HK$1,933 total
includes taxes & fees
1 Oct - 2 Oct
Pelican Post at Anna Maria Island Inn
A beach scene with waves gently lapping at the shore and the sun setting in the distance.

4. 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 HK$666
HK$4,549 total
includes taxes & fees
1 Oct - 2 Oct
Palm Tree Villas
A beach with waves and a sunset sky.

5. Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.2 out of 10, Wonderful, (287 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 HK$1,094
HK$2,191 total
includes taxes & fees
4 Oct - 5 Oct
Anna Maria Sunsets - studio
A multi-story building with a light blue facade, featuring a restaurant named 'Bridge Street Bistro' and a sign for 'Island Time.'

6. Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (834 reviews)
"I loved this hotel"
United States
Raisare
The price is HK$2,267
HK$2,784 total
includes taxes & fees
1 Oct - 2 Oct
Bridgewalk Resort
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
10.0 out of 10, Exceptional, (42 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 HK$1,254
HK$3,511 total
includes taxes & fees
1 Oct - 2 Oct
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes
Aerial Beach

8. Island Life #7 Beach Club AMI RVA

Island Life #7 Beach Club AMI RVA
Bradenton Beach
9.0 out of 10, Wonderful, (91 reviews)
"Love the proximity to the beach. Pool and hot tub are great"
United States
Kimberly H.
The price is HK$1,208
HK$2,614 total
includes taxes & fees
13 Oct - 14 Oct
Island Life #7 Beach Club AMI RVA
A wooden boardwalk surrounded by dense foliage.

9. 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, (57 reviews)
"Great stay. "
United States
courtneyharned
The price is HK$1,245
HK$3,404 total
includes taxes & fees
4 Oct - 5 Oct
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!
A beach with footprints in the sand and waves approaching the shore.

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

Cozy 1-bedroom condo with AC in Bradenton Beach
Bradenton Beach
9.4 out of 10, Exceptional, (45 reviews)
"Enjoyed the proximity to beach access, free trolley, and restaurants. "
United States
DanRoxy R.
The price is HK$988
HK$2,205 total
includes taxes & fees
4 Oct - 5 Oct
Cozy 1-bedroom condo with AC in Bradenton Beach
A wooden beach pavilion with a checkered roof and open sides, overlooking the beach.

11. Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.0 out of 10, Wonderful, (270 reviews)
"Loved our stay!"
United States
Vincent
The price is HK$1,059
HK$2,152 total
includes taxes & fees
8 Oct - 9 Oct
Anna Maria Sunsets - studio
Aerial Beach

12. 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, (143 reviews)
"The room was very clean, the staff was incredibly friendly, the beach view was beautiful, and the overall experience was amazing!"
United States
Michelly
The price is HK$1,255
HK$2,679 total
includes taxes & fees
1 Oct - 2 Oct
Resort Style Leisure Beach Club #12 on AMI by RVA
Beach

13. Fabulous 1-bedroom condo with AC in Bradenton Beach

Fabulous 1-bedroom condo with AC in Bradenton Beach
Bradenton Beach
9.2 out of 10, Wonderful, (37 reviews)
"The perfect quiet little gettaway. Perfect for families and beach goers."
United States
Miosoti m.
The price is HK$1,200
HK$2,450 total
includes taxes & fees
6 Oct - 7 Oct
Fabulous 1-bedroom condo with AC in Bradenton Beach
A wooden beach pavilion with a checkered roof and open sides, overlooking the beach.

14. Anna Maria Beach Condo 1/1

Anna Maria Beach Condo 1/1
Bradenton Beach
9.8 out of 10, Exceptional, (233 reviews)
"Great place to stay!"
United States
Donna B.
The price is HK$1,412
HK$3,198 total
includes taxes & fees
1 Oct - 2 Oct
Anna Maria Beach Condo 1/1
Aerial Beach

15. Beachfront Bliss – Anna Maria Island #11 RVA

Beachfront Bliss – Anna Maria Island #11 RVA
Bradenton Beach
9.6 out of 10, Exceptional, (126 reviews)
"Everything is very clean and organized, nice lady on the check in process I will definitely come back"
United States
Raisa
The price is HK$1,381
HK$2,713 total
includes taxes & fees
1 Oct - 2 Oct
Beachfront Bliss – Anna Maria Island #11 RVA
Aerial Beach

16. Sun, Sand & Style #6 Beach Club AMI RVA

Sun, Sand & Style #6 Beach Club AMI RVA
Bradenton Beach
9.4 out of 10, Exceptional, (96 reviews)
"Nice condo and great location! Perfect for 2 people. The front desk people are super nice and very helpful."
United States
Joretta B.
The price is HK$1,357
HK$2,841 total
includes taxes & fees
6 Oct - 7 Oct
Sun, Sand & Style #6 Beach Club AMI RVA
A bedroom with a bed, a desk, and a kitchenette.

17. 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, (87 reviews)
"My family and I enjoyed our stay very much. Can’t beat the location, all rooms by the pool and super close to the beach. I will recommend to my family and friends. Great experience!"
United States
Nancy
The price is HK$1,467
HK$4,475 total
includes taxes & fees
3 Oct - 4 Oct
Club Bamboo South unit 122, Anna Maria Island - Gulf Front Studio, ocean view, maximum occupancy of 3 people.
Aerial Beach

18. Sunny Days Warm Nights – Beach Club AMI 9 by RVA

Sunny Days Warm Nights – Beach Club AMI 9 by RVA
Bradenton Beach
9.2 out of 10, Wonderful, (80 reviews)
"Property was ideally located and was clean, comfortable and safe."
United States
Joe H.
The price is HK$1,483
HK$2,985 total
includes taxes & fees
13 Oct - 14 Oct
Sunny Days Warm Nights – Beach Club AMI 9 by RVA
A wooden beach pavilion with a checkered roof and open sides, overlooking the beach.

19. Anna Maria Island - 2/1

Anna Maria Island - 2/1
Bradenton Beach
9.6 out of 10, Exceptional, (217 reviews)
"We had a great stay here on AMI. The condo had everything we needed and was very close to the beach."
United States
Elena P.
The price is HK$1,130
HK$2,682 total
includes taxes & fees
4 Oct - 5 Oct
Anna Maria Island - 2/1
A beach with a jet ski on the water and a sandy shore.

20. Anna Maria Beach Condo 1/1

Anna Maria Beach Condo 1/1
Bradenton Beach
9.8 out of 10, Exceptional, (268 reviews)
"Great location right by the beach"
United States
enrique
The price is HK$1,624
HK$3,272 total
includes taxes & fees
4 Oct - 5 Oct
Anna Maria Beach Condo 1/1
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

The Retreat at Anna Maria Island Inn

The Retreat at Anna Maria Island Inn

10/10 Excellent
"Everything was wonderful about this place and they have such great AC, clean and just steps from the beach and our room had a full kitchen as well."
Cherry 2-night trip
Posted 2 hours ago
The Retreat at Anna Maria Island Inn

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