Hotels with Entertainment in Casey Key
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your current months are November, 2026 and December, 2026.

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Our top choices for Casey Key hotels with entertainment

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

A couple walking on a beach with clear skies and ocean waves.

An outdoor patio with wicker furniture and a thatched roof.

A modern living room with a large flat-screen TV, a sofa, and a dining area with a table and chairs.

1. 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 £105

£105

includes taxes & fees

1 Dec - 2 Dec

Tropical Breeze Resort

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.

2. Cottages at Siesta Key Inn

Cottages at Siesta Key Inn

3.0 star property

South Village

8.8 out of 10, Excellent, (294 reviews)

8.8/10

Excellent

(294 reviews)

"Basic no frills place to stay."

Richard

The price is £88

£88

includes taxes & fees

7 Dec - 8 Dec

Cottages at Siesta Key Inn

A hotel room with a wooden ceiling, a bed with white linens, a green chair, and a nightstand with a lamp.

A cozy room with a leather sofa, a small table with magazines, a potted plant, and large windows offering a view of the street.

An outdoor patio with round tables and chairs, surrounded by lush greenery and a white fence.

A cozy kitchen with a wooden ceiling, a coffee machine, and a bookcase filled with books.

3. Island Breeze Inn

Island Breeze Inn

2.0 star property

Venice Island

6.8 out of 10, (1,001 reviews)

6.8/10

(1,001 reviews)

"Good location close to downtown. Several guests “living” there long term."

Jason

The price is £49

£49

includes taxes & fees

9 Nov - 10 Nov

Island Breeze Inn

An outdoor patio area with multiple seating arrangements, including sofas and chairs, and ceiling fans.

A modern lobby with a high ceiling, concrete pillars, and a mix of indoor and outdoor greenery.

A pool area with lounge chairs, a bar, and a building with a modern design.

A bar area with a circular bar, multiple seating options, and a modern ceiling design.

4. The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4.0 star property

Central Sarasota

8.2 out of 10, Very good, (589 reviews)

8.2/10

Very good

(589 reviews)

"It was a fun place to be without having to venture from the property"

Heather

The price is £165

£165

includes taxes & fees

7 Dec - 8 Dec

The Sarasota Modern, a Tribute Portfolio Hotel

A beach with a lifeguard tower, clear blue sky, and calm sea.

A clear swimming pool with a tiled edge, surrounded by lounge chairs and a fence.

A wooden bridge over a pond with lily pads, surrounded by grass and trees.

A bedroom with a bed, bedside tables, a bench, a ceiling fan, a sliding glass door to a patio, and a red chair.

5. AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi

AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi

Sarasota

9.4 out of 10, Exceptional, (51 reviews)

9.4/10

Exceptional

(51 reviews)

"The condo is beautifully furnished and equipped with everything we needed. It was very comfortable and we would definitely stay there again."

Sharon M.

The price is £312

£312

includes taxes & fees

9 Nov - 10 Nov

AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi

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.

6. 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 £63

£63

includes taxes & fees

22 Nov - 23 Nov

Golden Host Resort - Sarasota

A hotel dining area with wooden tables and chairs, a kitchen counter with appliances, and a view of the adjacent room.

A balcony with a view of a pool and palm trees.

A reception area with a wooden counter, a bulletin board, and a magazine rack.

A hotel with a distinctive blue and yellow facade, a parking lot, and surrounding greenery.

7. Americas Best Value Inn Sarasota Downtown

Americas Best Value Inn Sarasota Downtown

2.5 star property

Central Sarasota

5.8 out of 10, (1,002 reviews)

5.8/10

(1,002 reviews)

"Shops near by."

Juan-Carlos

The price is £60

£60

includes taxes & fees

14 Nov - 15 Nov

Americas Best Value Inn Sarasota Downtown

A beach with people relaxing and sunbathing, a path leading to the water, and a clear sky.

An outdoor seating area with tables and chairs, surrounded by various plants and trees.

A hotel room with a bed, a chair, a table, and a wall mural of palm trees and a beach.

A parking lot with a clear sky, surrounded by lush greenery and palm trees.

8. Lido Islander Inn

Lido Islander Inn

3.0 star property

Lido Key

7.4 out of 10, Good, (1,002 reviews)

7.4/10

Good

(1,002 reviews)

"Great spot that has a local Florida vibe. Simple and comfortable space to relax close to the beach and shopping and dining."

Jasper

The price is £130

£130

includes taxes & fees

16 Nov - 17 Nov

Lido Islander Inn

A sunset over the ocean with waves gently lapping at the shore.

A waterfront property with a dock, boats, and colorful buildings.

A sunlit patio with a glass table and wicker chairs, overlooking a lush garden and a house with a red roof.

9. Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

Sarasota

9.6 out of 10, Exceptional, (27 reviews)

9.6/10

Exceptional

(27 reviews)

"Excellent stay. Very clean and facilities were great "

Jennie A.

The price is £278

£278

includes taxes & fees

17 Nov - 18 Nov

Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

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.

10. 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 £79

£79

includes taxes & fees

29 Nov - 30 Nov

Hampton Inn & Suites Sarasota/Bradenton-Airport, FL

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 Casey Key Hotel Reviews

Tropical Breeze Resort

Siesta Key Village

10/10 Excellent

Great room just one block from the main road where the bars and restaurants are.

Phil

Reviewed November 26, 2025Reviewed November 26, 2025

Tropical Breeze Resort

The Sarasota Modern, a Tribute Portfolio Hotel

Central Sarasota

10/10 Excellent

Great location, the pool was a sun trap & really helpful, friendly staff.

Anonymous traveller

Reviewed April 10, 2019Reviewed April 10, 2019

The Sarasota Modern, a Tribute Portfolio Hotel

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.

Hyatt Place Sarasota Lakewood Ranch

Bradenton

10/10 Excellent

Very clean room, great air conditioning and wifi. Abigail was very helpful. I’m a quiet sleeper and she arranged for us to switch rooms which made our stay. Breakfast was good. It’s easy to access St Armands Circle, Longboat Key etc and near the freeway for travel North/South. Wouldn’t hesitate to stay again.

Christine

Reviewed March 19, 2026Reviewed March 19, 2026

Hyatt Place Sarasota Lakewood Ranch

A deck with outdoor seating overlooking a river and a fountain, surrounded by lush greenery.

A pool area with lounge chairs, a hot tub, and palm trees.

A Courtyard by Marriott hotel with a modern design, featuring a well-maintained lawn, palm trees, and a parking area.

A bar area with a counter, three bar stools, a coffee machine, and a menu board.

Courtyard by Marriott Sarasota at University Town Center

Sarasota

10/10 Excellent

I was on a business trip which coincided with the school holidays so I was looking for a hotel near the office and town which offered joint rooms. Wonderful staff at the hotel, all very friendly and efficient. Rooms were large and beds comfortable. Short walk to a few places to eat and a reasonable pool for an afterwork swim.

Ian

Reviewed August 2, 2016Reviewed August 2, 2016

Courtyard by Marriott Sarasota at University Town Center

Lido Islander Inn

Lido Key

10/10 Excellent

What a wonderful little hotel right in heart of Saint Armands Circle. Added bonus is the wonderful housekeeping staff. Definitely would recommend Lido Islander Inn.

JamesThomas

Reviewed August 20, 2025Reviewed August 20, 2025

Lido Islander 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.

Best Western Plus Bradenton Gateway Hotel

South Bradenton

10/10 Excellent

Room was lovely.

Elizabeth Florence

Reviewed April 10, 2024Reviewed April 10, 2024

Best Western Plus Bradenton Gateway Hotel

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Search Hotels with Entertainment in Casey Key

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Casey Key hotels with entertainment

1. Tropical Breeze Resort

2. Cottages at Siesta Key Inn

3. Island Breeze Inn

4. The Sarasota Modern, a Tribute Portfolio Hotel

5. AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi

6. Golden Host Resort - Sarasota

7. Americas Best Value Inn Sarasota Downtown

8. Lido Islander Inn

9. Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

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

Top Casey Key Hotel Reviews

Tropical Breeze Resort

10/10 Excellent

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