A beach with palm trees, people relaxing on chairs, and colorful kayaks.

Hotels with Entertainment in Florida Keys, United States of America

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Check availability on Florida Keys Hotels with Entertainment

Tonight
Sep 27 - Sep 28
Tomorrow
Sep 28 - Sep 29
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

Our top choices for Florida Keys hotels with entertainment

A bar area with a long counter, bar stools, and a view of the water.
A balcony with a view of a body of water, a pool, and outdoor seating.
A balcony with a view of the ocean, a round table, and two chairs.
A waterfront property with a large building, a smaller structure with a thatched roof, and several boats docked.

1. Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys
Marathon
United States
JOSE
P8,378
P9,425 total
includes taxes & fees
Oct 4 - Oct 5
Fairfield Inn & Suites by Marriott Marathon Florida Keys
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.
A couple holding hands in a tropical setting with palm trees and greenery.

2. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Esteban
P7,381
P11,818 total
includes taxes & fees
Sep 29 - Sep 30
Blue Flamingo Resort Key West
A marina with boats docked, a pool area, and a building with a white facade.
A hotel room with a balcony overlooking a marina and the ocean.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A clear view of turquoise ocean water and a blue sky with clouds.

3. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Molly
P7,889
P12,619 total
includes taxes & fees
Oct 4 - Oct 5
Hilton Key West Resort & Marina
A hotel with a swimming pool, balconies, and a view of the sea.
A beach wedding setup with white chairs, a wooden arch, and lanterns.
A marina with jet skis docked in front of a hotel with a dock and a boat in the background.
A balcony with a view of the ocean, a table, chairs, and a railing.

4. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
United States
yendy
P14,557
P20,734 total
includes taxes & fees
Oct 4 - Oct 5
Hyatt Centric Key West Resort and Spa
A swimming pool with lounge chairs and palm trees.
A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.
A bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'

5. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
United States
Walt
P6,566
P9,144 total
includes taxes & fees
Oct 4 - Oct 5
Hilton Garden Inn Key West / The Keys Collection
A hotel with a covered entrance, multiple balconies, and palm trees.
A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.
A waterfront hotel with multiple balconies, a dock, and boats.
A restaurant interior with wooden beams, a bar area, and a colorful ceiling mural.

6. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
United States
Susan
P16,181
P20,664 total
includes taxes & fees
Sep 29 - Sep 30
Opal Key Resort & Marina, Key West
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.
A balcony with a view of the ocean, a sofa, and a massage table.
A resort with a beach, a dock, and a water view.
A view through a white-framed window with a decorative white fence, leading to a tiled patio area with a round table.

7. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
United States
Cheryl
P12,856
P18,821 total
includes taxes & fees
Oct 4 - Oct 5
Pier House Resort & Spa
A balcony with two white chairs overlooking a marina with boats, a building with a green roof, and palm trees.
A rectangular swimming pool with a tiled deck, surrounded by lounge chairs and thatched umbrellas.
A bar area with a thatched roof, wooden furniture, and a variety of bottles.
A hotel room with a large bed, a desk with a chair, a television, and a window with curtains.

8. Holiday Inn Key Largo by IHG

Holiday Inn Key Largo by IHG
Key Largo
United States
suany
P10,871
P12,229 total
includes taxes & fees
Oct 1 - Oct 2
Holiday Inn Key Largo by IHG
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.
A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.
A tropical resort with a swimming pool, palm trees, and a waterfall.
A bar area with a thatched roof, wooden chairs, and a view of the ocean.

9. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
RAIBEL
P9,309
P15,041 total
includes taxes & fees
Sep 29 - Sep 30
Cheeca Lodge & Spa
A bottle of Marc's Reserve 12 FL. OZ. on a coaster with a metal table.
A patio area with white metal tables and chairs, surrounded by potted plants and palm trees.
A pool with a lion head sculpture in the center.
A front door with purple shutters, a small porch, and a doormat with 'The Artist House Circa 1890' text.

10. Artist House Key West

Artist House Key West
Key West Historic District
United States
NATHAN
P6,149
P6,918 total
includes taxes & fees
Oct 11 - Oct 12
Artist House Key West
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Top Florida Keys Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Very beautiful place. Besides breakfast but we didn't stay hungry. Beside that, everything was perfect"
Roy 2-night trip
Posted 1 hour ago
Chesapeake Beach Resort
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

10/10 Excellent
"The place is a awesome"
Micheal 3-night trip
Posted 2 hours ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"Great place to watch the sun set at the bar on the beach"
Anthony 1-night trip
Posted 2 hours ago
Bayside Inn Key Largo
Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"We booked this last minute traveling through the keys on our way to Key West. It was a fantastic place to stay. The staff were so friendly and helpful and the property was beautiful. Highly recommend. I hope we can come back and stay longer next time."
Rebecca 1-night trip
Posted 2 hours ago
Cheeca Lodge & Spa
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"All was nice!!"
Luis 1-night trip
Posted 3 hours ago
Amara Cay Resort
Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

10/10 Excellent
"Breakfast was good. large. The pool was very excellent. The beach area was great,a lovely view pver the water,and saw manatees.Our room had been refurbed and was amazing, large size and looked over the pool"
Elizabeth 4-night trip
Posted 4 hours ago
Hampton Inn Key Largo Manatee Bay
Sunset Cove Beach Resort

Sunset Cove Beach Resort

10/10 Excellent
"Great getaway for weekend and bring the dog"
Brian 4-night trip
Posted 1 day ago
Sunset Cove Beach Resort
Hawks Cay Resort

Hawks Cay Resort

10/10 Excellent
"Family friendly"
Victor 4-night trip
Posted 2 days ago
Hawks Cay Resort