Title: TOP Hotels with Entertainment in Florida Keys for 2025 | Expedia.co.uk [Florida Keys Travel Guide](https://expedia.co.uk/Florida-Keys.dx6023765)[Hotels in Florida Keys](https://expedia.co.uk/Florida-Keys-Hotels.d6023765.Travel-Guide-Hotels)[Holiday Rentals in Florida Keys](https://expedia.co.uk/Florida-Keys-Holiday-Rentals.d6023765.Travel-Guide-HolidayRentals)[Flights to Florida Keys](https://expedia.co.uk/Cheap-Flights-To-Florida-Keys.d6023765.Travel-Guide-Flights)[Things to do in Florida Keys](https://expedia.co.uk/Things-To-Do-In-Florida-Keys.d6023765.Travel-Guide-Activities)[Florida Keys Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Florida-Keys.d6023765.Car-Hire-Guide)[Florida Keys Holidays](https://expedia.co.uk/Florida-Keys.d6023765.Holidays-City-Breaks) ![Dry Tortugas National Park featuring heritage architecture and general coastal views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/175000/175790-South-Florida.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Hotels with Entertainment in Florida Keys ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Florida Keys Hotels with Entertainment Tonight [20 Sept - 21 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=6023765&startDate=2025-09-20&endDate=2025-09-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [21 Sept - 22 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=6023765&startDate=2025-09-21&endDate=2025-09-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [26 Sept - 28 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=6023765&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [3 Oct - 5 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6023765&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Florida Keys Hotels with Entertainment ![Private beach, sun-loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/981feca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/79d31a44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/e32d7e53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cheeca Lodge & Spa Matecumbe 9.2/10 Wonderful (1206) "Beautiful and relaxing hotel!!" £125 includes taxes & fees 1 Oct - 2 Oct [](https://www.expedia.co.uk/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/5000000/4290000/4280800/4280752/2b7e8bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/5000000/4290000/4280800/4280752/db77bb38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/5000000/4290000/4280800/4280752/a8250942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed (ADULT ONLY) | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/5000000/4290000/4280800/4280752/ee1be58b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Southernmost Inn - Adults Only Old Town Key West 8.2/10 Very good (1176) "Love this place! The staff is amazing ( especially Kia!!) Very relaxing and calm. " £107 includes taxes & fees 21 Sept - 22 Sept [](https://www.expedia.co.uk/Key-West-Hotels-The-Southernmost-Inn-Adults-Only.h4280752.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/19800/19796/4f16d219.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/19800/19796/3bf3a130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, white sand, beach towels](https://images.trvl-media.com/lodging/1000000/20000/19800/19796/af09e011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/20000/19800/19796/504183cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Colony Hotel South Beach 8.6/10 Excellent (597) "Amazing stay" £78 includes taxes & fees 22 Sept - 23 Sept [](https://www.expedia.co.uk/Miami-Hotels-The-Colony-Hotel.h19796.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/a2bf0992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/581dcd5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/ba6b4821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/46602c80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Douglas House Old Town Key West 9.6/10 Exceptional (170) "Such a beautiful property. " £97 includes taxes & fees 2 Oct - 3 Oct [](https://www.expedia.co.uk/Key-West-Hotels-Douglas-House.h110488130.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/9360000/9350900/9350886/3de053b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/10000000/9360000/9350900/9350886/742b7bcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Triple Room, Multiple Beds, Kitchen | 1 bedroom, down duvets, in-room safe, soundproofing](https://images.trvl-media.com/lodging/10000000/9360000/9350900/9350886/28028d6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite, 1 Bedroom, Kitchen, Corner | In-room dining](https://images.trvl-media.com/lodging/10000000/9360000/9350900/9350886/w3464h2305x0y4-b14deaa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Belleza South Beach 7.8/10 Good (1005) "Latge rooms, kitchenette, 5 minutes to beach" [](https://www.expedia.co.uk/Miami-Hotels-Hotel-Belleza.h9350886.Hotel-Information) ![Room, 1 King Bed, Balcony, Oceanfront | Beach | On the beach, white sand, sun-loungers, beach towels](https://images.trvl-media.com/lodging/1000000/210000/201300/201213/2f30a8f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/210000/201300/201213/c7978609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/210000/201300/201213/205d9489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/210000/201300/201213/w2044h1366x2y0-c9b41fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Tony Hotel South Beach South Beach 9.0/10 Wonderful (1150) "Great hotel, very clean and the staff just very kind" £108 includes taxes & fees 24 Sept - 25 Sept [](https://www.expedia.co.uk/Miami-Hotels-The-Hotel-Of-South-Beach.h201213.Hotel-Information) ![3 outdoor pools, open 7:00 AM to 10:00 PM, pool loungers](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (Truman) | Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/33f2b657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/414fe812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (Winslet) | Exterior](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/f458d20b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winslow's Bungalows - Key West Historic Inns Old Town Key West 9.2/10 Wonderful (1010) "Loved Our Stay" £170 includes taxes & fees 22 Sept - 23 Sept [](https://www.expedia.co.uk/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/1000000/10000/1000/901/09ed2e02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/10000/1000/901/399f6b5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, sea views ](https://images.trvl-media.com/lodging/1000000/10000/1000/901/ea2f021f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Centric Key West Resort and Spa Key West Historic District 9.0/10 Wonderful (1017) "Great place to stay" £204 includes taxes & fees 22 Sept - 23 Sept [](https://www.expedia.co.uk/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/1000000/900000/899000/898967/f58e3c87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/1000000/900000/899000/898967/5f833bd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Regional cuisine](https://images.trvl-media.com/lodging/1000000/900000/899000/898967/d910bc5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Regional cuisine](https://images.trvl-media.com/lodging/1000000/900000/899000/898967/99a0b4a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Skipjack Resort & Marina Marathon 8.6/10 Excellent (1203) "Had a great time in Marathon. Nice accommodations, very friendly staff." [](https://www.expedia.co.uk/Marathon-Hotels-Skipjack-Resort-Marina.h898967.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/8aacf584.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury 2 bedroom Bi-level Garden View Suite | Balcony view](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/5fa9c353.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/b4d45af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/c395702b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Santa Maria Suites Old Town Key West 9.6/10 Exceptional (1006) "Extremely appealing, very nice accommodation. Proximity to restaurants excellent. " £237 includes taxes & fees 2 Oct - 3 Oct [](https://www.expedia.co.uk/Key-West-Hotels-Santa-Maria-Suites.h910922.Hotel-Information) 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](https://expedia.co.uk/Hotel-Search?startDate=2025-10-04&endDate=2025-10-05®ionId=6023765&adults=2&nearby_group=entertainment&sort=RECOMMENDED&openPlayBack=true) ## Top Florida Keys Hotel Reviews ![Cheeca Lodge & Spa](//images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg) ### Cheeca Lodge & Spa 10/10 Excellent "Beautiful and relaxing hotel!!" [](https://expedia.co.uk/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Courtyard by Marriott Faro Blanco Resort](//images.trvl-media.com/lodging/11000000/10560000/10554600/10554536/962eab99_y.jpg) ### Courtyard by Marriott Faro Blanco Resort 10/10 Excellent "Room was clean. Staff was very friendly. Great ocean view. Excellent value." [](https://expedia.co.uk/Marathon-Hotels-Courtyard-By-Marriott-Marathon-Florida-Keys.h10554536.Hotel-Information) ![Islander Resort](//images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg) ### Islander Resort 10/10 Excellent "Alot of fun things to do including kayaking, paddle board, vollyball,ping pong and bikes." [](https://expedia.co.uk/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) ![The Pelican Key Largo Cottages](//images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/f35b06df_y.jpg) ### The Pelican Key Largo Cottages 10/10 Excellent "Very friendly staff and cool property. Also the beach area and snorkeling!" [](https://expedia.co.uk/Key-Largo-Hotels-The-Pelican-Key-Largo-Cottages.h6839376.Hotel-Information) ![Chesapeake Beach Resort](//images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg) ### Chesapeake Beach Resort 10/10 Excellent "Very clean property, good breakfast included and the views are spectacular!! Beautiful beach location!! Would go back anytime!! " [](https://expedia.co.uk/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![Fairfield Inn & Suites by Marriott Marathon Florida Keys](//images.trvl-media.com/lodging/1000000/20000/19900/19823/d21c9344_y.jpg) ### Fairfield Inn & Suites by Marriott Marathon Florida Keys 10/10 Excellent "My 1st time in the Keys. And this hotel did not disappoint!!! Suzy at the front desk is AMAZING!!! She answered all our questions as well as gave us the lay of the land from where to eat and what to explore. If I could give this hotel 100 stars I would!!! The property is pristine and very well kept. The main pool has a tiki bar and the bartender is amazing and a wealth of knowledge of Marathon and the Keys. Every employee we interacted with was always very friendly! Views are awesome here as well. The location is centralized to everything and anything you could wanna eat, explore and see. Sparky’s is a cool spot to hang out. The food was very good. It is more of a local hang out but I didn’t mind. I cannot say enough about our trip here!! I cannot wait to come back and I will only stay here when I do. You’re treated very well and like family!!! Thank you so much! " [](https://expedia.co.uk/Marathon-Hotels-Fairfield-Inn-Suites-By-Marriott-Marathon-Florida-Keys.h19823.Hotel-Information) ![Baker's Cay Resort Key Largo, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/20000/14100/14042/bbdba544_y.jpg) ### Baker's Cay Resort Key Largo, Curio Collection by Hilton 10/10 Excellent "Good relax " [](https://expedia.co.uk/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) ![Hampton Inn Key Largo Manatee Bay](//images.trvl-media.com/lodging/1000000/10000/5800/5731/68e30233_y.jpg) ### Hampton Inn Key Largo Manatee Bay 10/10 Excellent "Everything was good . The bartender was awesome we had. Very friendly and helpful for things around. Front desk was very friendly and made check in quick and easy!! " [](https://expedia.co.uk/Key-Largo-Hotels-Hampton-Inn-Key-Largo-Manatee-Bay.h5731.Hotel-Information) ![Holiday Inn Key Largo by IHG](//images.trvl-media.com/lodging/1000000/10000/7300/7230/160ba216_y.jpg) ### Holiday Inn Key Largo by IHG 10/10 Excellent "It’s a little bit expensive for an old hotel but the service from the staff perfect" [](https://expedia.co.uk/Key-Largo-Hotels-Holiday-Inn-Key-Largo.h7230.Hotel-Information) ## Explore a world of travel with Expedia - Accommodation - Packages - [Hotels near John Pennekamp Coral Reef State Park](https://www.expedia.co.uk/John-Pennekamp-Coral-Reef-State-Park-Hotels.0-l6068611-0.Travel-Guide-Filter-Hotels) - [John Pennekamp Coral Reef State Park](https://www.expedia.co.uk/John-Pennekamp-Coral-Reef-State-Park-United-States-of-America.d6068611.Attraction)