A sunset over the ocean with a clear sky and calm waters.

4 Star Hotels in Anna Maria

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4 Star Hotels in Anna Maria

A spacious restaurant with high ceilings, hanging wicker chandeliers, and a view of the sea through large windows.

A marina at night with boats docked and a distant city skyline.

A poolside area with multiple blue umbrellas, lounge chairs, and palm trees.

A pool area with umbrellas, lounge chairs, and a view of the marina.

1. Compass Hotel by Margaritaville Anna Maria Sound

Bradenton

$144

$191 total

includes taxes & fees

Sep 30 - Oct 1

A beach with rows of white umbrellas and lounge chairs facing the ocean.

A resort with palm trees, bicycles, and a building with balconies.

A modern kitchen with a wooden dining table, white chairs, and a hanging light fixture.

A modern living room with a wooden dining table, white chairs, a sofa, a coffee table, and a large woven pendant light. There are wall art pieces and a large window with a view of palm trees.

2. Bali Hai Beachfront Resort and Spa

Holmes Beach

$289

$366 total

includes taxes & fees

Oct 20 - Oct 21

A modern hotel with a swimming pool, sun loungers, and palm trees.

A person serving food at a counter with a plate of food and a basket of breadsticks.

A hotel lobby with a reception desk, a staircase, and a glass railing.

A modern hotel with a glass facade, a prominent entrance, and a landscaped area with palm trees.

3. Legacy Hotel at IMG Academy

Bradenton

$143

$196 total

includes taxes & fees

Sep 27 - Sep 28

A restaurant with a long counter, multiple tables, and hanging spherical light fixtures.

A reception area with a marble counter, two chairs, a small table with a plant, and a shelf with products.

A dining area with a long table set for six, surrounded by wicker chairs, large windows, and a view of the sunset over a cityscape.

A spacious lobby with a modern design, featuring a wooden floor, comfortable seating areas, and large windows providing natural light.

4. Palmetto Marriott Resort & Spa

Palmetto

$139

$208 total

includes taxes & fees

Sep 27 - Sep 28

A hotel room with a bed, a sofa, a desk, a TV, a wardrobe, and a balcony with a view of palm trees and the beach.

A wide beach with clear blue water, people walking, and birds on the sand.

A room with a wooden desk, a TV with a beach scene, a minibar, and a sliding glass door to a balcony with outdoor furniture.

A covered outdoor area with a pool, lounge chairs, and a dining table with chairs.

5. Tropic Isle at Anna Maria Island Inn

Bradenton Beach

$205

$259 total

includes taxes & fees

Sep 30 - Oct 1

A balcony with a dining table set for breakfast, overlooking a swimming pool and a marina.

A rooftop terrace with a pool, tables, and chairs, and a view of buildings in the background.

A spacious restaurant with multiple dining tables, white tablecloths, and a bar area in the background.

A spacious living area with a modern chandelier, comfortable seating, and a view of the outdoors.

6. Waterline Villas & Marina, Autograph Collection

Holmes Beach

$423

$478 total

includes taxes & fees

Oct 1 - Oct 2

A spacious restaurant with wooden ceilings and large windows offering a view of the ocean. Tables are set with white chairs and dining ware.

A hotel room with a large bed, a desk with a TV, a balcony with a view of the ocean, and a seating area with a table and chairs.

A beachfront hotel with multiple buildings, a swimming pool, and a beach with umbrellas.

A spacious lobby with a modern sofa set, a round coffee table, and a small seating area with stools.

7. Zota Beach Resort

Longboat Key

$209

$281 total

includes taxes & fees

Sep 27 - Sep 28

A circular fire pit surrounded by a wooden pergola with cushioned seating and colorful pillows.

An indoor pool with a tiled wall, a clock, and a sign indicating no diving.

A spacious lobby with multiple seating areas, a large window with colorful panels, and a modern interior design.

A multi-level atrium with a central seating area, glass railings, and a large black door.

8. DoubleTree by Hilton Sarasota Bradenton Airport

Sarasota

$106

$120 total

includes taxes & fees

Sep 27 - Sep 28

A covered outdoor dining area with wooden tables and chairs, ceiling fans, and potted plants.

A hotel entrance with a stone staircase, a sign reading "Peninsula Bed & Cocktails", and a palm tree in the background.

A bar area with shelves of liquor bottles, two stools, and hanging lights.

A spacious living area with a large bed, a sofa, a dining table, and a coffee table. There are large windows with curtains, a chandelier, and a painting on the wall.

9. Peninsula Bed & Cocktails

Gulfport

$114

$128 total

includes taxes & fees

Sep 29 - Sep 30

A rooftop terrace with a fire feature, seating area, and a view of the city skyline.

A modern lobby with a vertical garden, comfortable seating, and a geometric light fixture.

A modern restaurant with high ceilings, large windows, and a mix of seating arrangements including tables and booths.

A modern hotel with multiple floors, large windows, and a prominent entrance.

10. The Westin Sarasota

Central Sarasota

$144

$187 total

includes taxes & fees

Sep 27 - Sep 28

A waterfront hotel with a pool, outdoor seating, and a view of the ocean.

A modern living room with a curved ceiling, a large arched window, a round coffee table, and two armchairs.

A hotel with a pool, outdoor seating, and a view of the ocean.

A restaurant with a long counter, multiple seating areas, and a view through large windows.

11. The Hotel Zamora

St. Pete Beach

$208

$235 total

includes taxes & fees

Oct 7 - Oct 8

A woman in a black dress standing on a beach with a large hotel in the background.

A large resort with multiple buildings, a pool area, and a beach with sun loungers.

A hotel lobby with a chandelier, potted plants, and a tiled floor.

A hotel with a pool area surrounded by palm trees, a covered deck, and multiple lounge chairs.

12. The Don CeSar

St. Pete Beach

$299

$383 total

includes taxes & fees

Oct 18 - Oct 19

A bar area with a view of the ocean, wooden ceiling, and bar stools.

A beachside hotel with a pool area, palm trees, and a thatched umbrella.

A pool area with lounge chairs, a building with a sign, and palm trees.

A modern living room with a sofa, armchairs, a coffee table, and a TV.

13. SkyBeach Resort

Greater Pinellas Point

$169

$242 total

includes taxes & fees

Oct 4 - Oct 5

A dining area with a round table and chairs, surrounded by palm trees and a pool.

A hotel room with a bed, a window with curtains, and a view of a pool area with umbrellas and lounge chairs.

A beach with three open-air beds aligned parallel to the shore, each with a canopy and pillows.

A bar area with a sign reading 'SUNDROP,' bar stools, and a variety of bottles on shelves.

14. The Luce, St. Pete Beach, a Tribute Portfolio Hotel

St. Pete Beach

$206

$278 total

includes taxes & fees

Oct 5 - Oct 6

A beachside hotel with a view of the ocean, outdoor seating, and a mural on the building.

A resort with a pool, beach chairs, umbrellas, and a clear view of the ocean.

A beachfront hotel with a large mural of a sailboat, outdoor seating, and a view of the sea.

A beachside resort with a sunset view, outdoor seating, and a mural of a sailboat on a building.

15. RumFish Beach at TradeWinds

St. Pete Beach

$161

$244 total

includes taxes & fees

Sep 27 - Sep 28

A rooftop bar with outdoor seating, a pool, and a view of the sea.

A hotel with a rooftop pool area, outdoor seating, and a view of the surrounding cityscape.

A modern lounge area with contemporary furniture, a large abstract painting, and a view of the kitchen and dining area.

A long dining table set with multiple candles, vases, and floral arrangements.

16. Art Ovation Hotel, Autograph Collection

Central Sarasota

$167

$220 total

includes taxes & fees

Oct 18 - Oct 19

An outdoor patio with a dining table, chairs, and a sofa.

A modern living room with a green sofa, two armchairs, a coffee table, and a decorative wooden panel with shelves.

A modern bedroom with a large bed, a bedside table, and a green rug.

17. Mint House St. Petersburg Downtown by Kasa

Downtown St. Petersburg

$120

$136 total

includes taxes & fees

Sep 27 - Sep 28

A modern kitchen with a large island, white cabinetry, and a view of the beach.

A balcony with a white table and chairs, a blue chair, and a view of the beach and ocean.

A balcony with a white table and chairs, a blue armchair, and a view of the beach and ocean.

A modern kitchen with white cabinets, a microwave, and a refrigerator.

18. Ocean Club Treasure Island Hotel

Sunshine Beach

$189

$264 total

includes taxes & fees

Sep 27 - Sep 28

A modern hotel room with a large bed, a desk, and a view of the ocean.

A modern hotel lobby with a curved orange sofa, green walls, and a large chandelier.

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a clear blue sky.

A restaurant with round tables and chairs, large windows, and a view of palm trees.

19. Cirque St. Armands Beachside

Lido Key

$259

$332 total

includes taxes & fees

Sep 27 - Sep 28

A resort with a pool, beach, and palm trees.

A beach resort with a swimming pool, lounge chairs, and a clear view of the ocean.

A spacious lobby with a high ceiling, palm trees, and a central seating area with sofas and chairs.

A beachfront hotel with a pool, beach chairs, and palm trees.

20. Island Grand at TradeWinds

St. Pete Beach

$178

$263 total

includes taxes & fees

Sep 27 - Sep 28

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Top landmarks in Anna Maria

Bean Point Beach

10.0/10 (1 review)

If being by the water is a major draw, Bean Point Beach is a spot you might want to check out, located 0.8 mi (1.2 km) from central Anna Maria. Catch the sunset by the shore at Anna Maria Beach, just a short walk away.

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A small building with an American flag, surrounded by palm trees and a clear blue sky.

Anna Maria Island Museum and Historical Park

9.6/10 (10 reviews)

The center of Anna Maria is home to cultural attractions like Anna Maria Island Museum and Historical Park, so you might want to stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to experience more of the culture Anna Maria has to offer, head to Anna Maria City Pier, Anna Maria Beach, and Bean Point Beach.

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A beach with white sand, sparse grass, and a cloudy sky.

Palmetto Avenue Beach

10.0/10 (2 reviews)

If you can't wait to get to the beach, you might enjoy a trip to Palmetto Avenue Beach located 0.5 mi (0.9 km) from central Anna Maria. If you want to continue walking by the waves, head to Bay Boulevard Beach located nearby.

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A heron standing in a grassy area with dense vegetation in the background.

Bay Boulevard Beach

10.0/10 (1 review)

If being by the water is a major draw, Bay Boulevard Beach is a spot you might want to check out, located 0.3 mi (0.6 km) from central Anna Maria. Catch the sunset by the shore at Anna Maria Beach and Palmetto Avenue Beach, located nearby.

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Anna Maria Beach

9.6/10 (72 reviews)

If you can't wait to get to the beach, you might enjoy a trip to Anna Maria Beach located 0.7 mi (1.1 km) from central Anna Maria. Catch the sunset by the shore at Bean Point Beach, just a short walk away.

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Anna Maria City Pier

9.6/10 (35 reviews)

Anna Maria City Pier is in the heart of Anna Maria, so why not stop by during your stay.

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Island Players

9.8/10 (8 reviews)

Island Players is 0.3 mi (0.6 km) from central Anna Maria, why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to experience more of the culture Anna Maria has to offer, head to Anna Maria City Pier, Bean Point Beach, and Anna Maria Beach.

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Bayfront Park

9.2/10 (22 reviews)

Bayfront Park is worth a visit when in central Anna Maria. Why not take a stroll along the beaches and watch the sunset while you're here?

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