Hotels with Entertainment in Anna Maria Island
Florida
United States of America
Hotels with Entertainment
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An aerial view of a coastal town with a long pier extending into turquoise waters.

Anna Maria Island Hotels with Entertainment

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your current months are November, 2026 and December, 2026.

November 2026

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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.

A modern house with a well-maintained lawn, white exterior, and palm trees.

A bedroom with a large bed, a desk with a chair, a TV on the wall, and a window with a view of palm trees.

A swimming pool with lounge chairs and palm trees.

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)

9.2/10

Wonderful

(487 reviews)

"Location was perfect"

Amylynn

The price is RM497

RM497

RM629 total

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.

A hotel room with a large bathtub, a bed with two pillows, a desk with a flat-screen TV, and a window with patterned curtains.

A reception area with a modern design, featuring a curved reception desk, a patterned wall, and a ceiling with recessed lighting.

A hotel room with a flat-screen TV mounted on a glass shelf above a dark wooden cabinet with two doors. There is a table with two chairs and a lamp on the table. A painting is visible on the wall.

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)

8.0/10

Very good

(1,003 reviews)

"Great place to stay"

Tony

The price is RM435

RM435

RM491 total

includes taxes & fees

22 Nov - 23 Nov

Best Western Plus Bradenton Gateway Hotel

A swimming pool with white lounge chairs, palm trees, and a rock waterfall.

An aerial view of a resort with a uniquely shaped swimming pool surrounded by palm trees and lounge chairs.

A stone pathway leading through a tropical garden with palm trees and a signboard.

A bedroom with a bed, bedside tables, and wall decor.

3. Tropical Breeze Resort

Tropical Breeze Resort

3.0 star property

Siesta Key Village

8.8 out of 10, Excellent, (1,037 reviews)

8.8/10

Excellent

(1,037 reviews)

"Awesome stay!"

Matthew

The price is RM450

RM450

RM570 total

includes taxes & fees

1 Dec - 2 Dec

Tropical Breeze Resort

A breakfast bar with a chalkboard sign that reads "HAPPY BREAKFAST STARTS HERE" and a variety of food and drink options.

A modern kitchen with a white door, wooden cabinets, a built-in dishwasher, and a microwave.

A hotel room with two beds, a desk, a chair, a TV, and a window with a view of greenery.

A gym with treadmills, stationary bikes, and weight benches.

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)

8.8/10

Excellent

(1,006 reviews)

"Nice and close to the airport and very clean"

Denise

The price is RM379

RM379

RM429 total

includes taxes & fees

15 Nov - 16 Nov

Hampton Inn & Suites Sarasota/Bradenton-Airport, FL

A bar with wooden decor, shelves of bottles, and a hanging light fixture.

A poolside lounge with a covered seating area, a pool, and a building with multiple balconies in the background.

An outdoor seating area with a covered structure, a statue, and a well-lit pathway.

A restaurant with wooden furniture and stone walls.

5. Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3.0 star property

North Trail

8.6 out of 10, Excellent, (2,685 reviews)

8.6/10

Excellent

(2,685 reviews)

"Very safe and friendly staff!!"

Michael

The price is RM301

RM301

RM341 total

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.

A modern lounge area with a teal sofa, small tables, hanging chairs, and a large window offering a view of buildings.

An outdoor seating area with a sofa, chairs, and tables, surrounded by a high wall and string lights.

A modern indoor space with tables and chairs, large windows, and a variety of seating areas.

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)

9.0/10

Wonderful

(1,002 reviews)

"Nice Hotel and location"

Rhonda

The price is RM411

RM411

RM464 total

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.

A bedroom with a bed, a TV, a wooden dresser, and a bathroom visible through an open door.

A room with a blue patterned wall, a wooden floor, a blue sofa, a wooden bench, and a bed with a white headboard.

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)

8.8/10

Excellent

(293 reviews)

"Basic no frills place to stay."

Richard

The price is RM436

RM436

RM492 total

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.

A modern living room with a fireplace, a large window, and a ceiling with circular light fixtures.

A modern hotel with a neon sign reading "AVALON" and a well-lit entrance.

A modern living room with a fireplace labeled "AVALON," a white sofa, and a unique circular ceiling design.

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)

9.2/10

Wonderful

(1,495 reviews)

"Brewer fans in town for World Series… Loved this boutique hotel! Great location and shuttle to Tropicana Field was awesome!"

Bonita

The price is RM471

RM471

RM532 total

includes taxes & fees

9 Nov - 10 Nov

Avalon Hotel Downtown St. Petersburg

A modern dining area with tables and chairs, a large potted plant, and artwork on the walls.

A hotel entrance with a covered entrance, palm trees, and a clear sky.

An outdoor patio area with seating arrangements, including a sofa and chairs, and a large potted plant.

A self-serve snack and beverage area with various packaged snacks, a cash register, and refrigerated drink dispensers.

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)

9.4/10

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."

Staci

The price is RM562

RM562

RM636 total

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.

A hotel patio with outdoor seating, large windows, and a covered walkway.

A modern bar area with a counter, bar stools, and pendant lighting.

A modern kitchen with wooden cabinets, a stainless steel sink, and a fruit display.

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)

9.2/10

Wonderful

(1,002 reviews)

"Ease of check-in, helpful staff and relaxing public areas."

Tim

The price is RM581

RM581

RM656 total

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.

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Anna Maria Island Hotels with Entertainment

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Anna Maria Island hotels with entertainment

1. Pelican Post at Anna Maria Island Inn

2. Best Western Plus Bradenton Gateway Hotel

3. Tropical Breeze Resort

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

5. Golden Host Resort - Sarasota

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

7. Cottages at Siesta Key Inn

8. Avalon Hotel Downtown St. Petersburg

9. Hampton Inn & Suites St. Petersburg/Downtown

10. Hyatt Place Sarasota Lakewood Ranch

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