Search Hotels with Entertainment in Anna Maria Island

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
8 Nov - 9 Nov
Tomorrow
9 Nov - 10 Nov
Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov

Our top choices for Anna Maria Island hotels with entertainment

A modern building with a white exterior, a brick gable, and a palm tree in the foreground.

1. 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, (487 reviews)
"Location was perfect"
United States
Amylynn
The price is £111
includes taxes & fees
9 Dec - 10 Dec
Pelican Post at Anna Maria Island Inn
A modern lounge area with a round black coffee table, patterned armchairs, a flat-screen TV, and a bar area with a coffee machine.

2. Best Western Plus Bradenton Gateway Hotel

Best Western Plus Bradenton Gateway Hotel
2.5 star property
South Bradenton
8.0 out of 10, Very good, (1,003 reviews)
"Great place to stay"
United States
Tony
The price is £91
includes taxes & fees
22 Nov - 23 Nov
Best Western Plus Bradenton Gateway Hotel
A stone pathway leading through a tropical garden with palm trees and a signboard.

3. Tropical Breeze Resort

Tropical Breeze Resort
3.0 star property
Siesta Key Village
8.8 out of 10, Excellent, (1,037 reviews)
"Awesome stay!"
United States
Matthew
The price is £105
includes taxes & fees
1 Dec - 2 Dec
Tropical Breeze Resort
A modern dining area with multiple tables and chairs, green and blue seating, and pendant lighting.

4. Hampton Inn & Suites Sarasota/Bradenton-Airport, FL

Hampton Inn & Suites Sarasota/Bradenton-Airport, FL
2.5 star property
Sarasota
8.8 out of 10, Excellent, (1,006 reviews)
"Nice and close to the airport and very clean"
United States
Denise
The price is £79
includes taxes & fees
15 Nov - 16 Nov
Hampton Inn & Suites Sarasota/Bradenton-Airport, FL
A poolside lounge with a covered seating area, a pool, and a building with multiple balconies in the background.

5. Golden Host Resort - Sarasota

Golden Host Resort - Sarasota
3.0 star property
North Trail
8.6 out of 10, Excellent, (2,685 reviews)
"Very safe and friendly staff!!"
United States
Michael
The price is £63
includes taxes & fees
22 Nov - 23 Nov
Golden Host Resort - Sarasota
A multi-story hotel with a modern design, featuring a prominent 'TRU by Hilton' sign, large windows, and a well-lit facade.

6. Tru By Hilton St. Petersburg Downtown Central Ave, FL

Tru By Hilton St. Petersburg Downtown Central Ave, FL
2.5 star property
Downtown St. Petersburg
9.0 out of 10, Wonderful, (1,002 reviews)
"Nice Hotel and location"
United States
Rhonda
The price is £86
includes taxes & fees
24 Nov - 25 Nov
Tru By Hilton St. Petersburg Downtown Central Ave, FL
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a multi-story building.

7. Cottages at Siesta Key Inn

Cottages at Siesta Key Inn
3.0 star property
South Village
8.8 out of 10, Excellent, (293 reviews)
"Basic no frills place to stay."
United States
Richard
The price is £88
includes taxes & fees
7 Dec - 8 Dec
Cottages at Siesta Key Inn
An outdoor lounge area with wicker furniture, a large chandelier, and a view of the cityscape.

8. Avalon Hotel Downtown St. Petersburg

Avalon Hotel Downtown St. Petersburg
2.5 star property
Downtown St. Petersburg
9.2 out of 10, Wonderful, (1,495 reviews)
"Brewer fans in town for World Series… Loved this boutique hotel! Great location and shuttle to Tropicana Field was awesome!"
United States
Bonita
The price is £94
includes taxes & fees
15 Nov - 16 Nov
Avalon Hotel Downtown St. Petersburg
A modern dining area with tables and chairs, a large potted plant, and artwork on the walls.

9. Hampton Inn & Suites St. Petersburg/Downtown

Hampton Inn & Suites St. Petersburg/Downtown
3.0 star property
Downtown St. Petersburg
9.4 out of 10, Exceptional, (1,000 reviews)
"Great location, everything we needed was in walking distance. Friendly staff, clean rooms and a wonderful choice of complimentary breakfast options."
United States
Staci
The price is £117
includes taxes & fees
24 Nov - 25 Nov
Hampton Inn & Suites St. Petersburg/Downtown
A hotel room with two beds, a desk with a telephone, a chair, a sofa, a small table with a plant, and a large window offering a city view.

10. Hyatt Place Sarasota Lakewood Ranch

Hyatt Place Sarasota Lakewood Ranch
3.0 star property
Bradenton
9.2 out of 10, Wonderful, (1,002 reviews)
"Ease of check-in, helpful staff and relaxing public areas."
United States
Tim
The price is £121
includes taxes & fees
29 Nov - 30 Nov
Hyatt Place Sarasota Lakewood Ranch
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.
View all properties

Top Anna Maria Island Hotel Reviews

A modern building with a white exterior, a brick gable, and a palm tree in the foreground.
Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
Bradenton Beach

10/10 Excellent

We loved seating here. Room was amazing, clean and very central. Free parking was an added bonus too. Would highly recommend.
United Kingdom
Vicki
Reviewed September 30, 2026
Pelican Post at Anna Maria Island Inn

Explore a world of travel with Expedia