Title: TOP Hotels with Entertainment in Stock Island, FL for 2026 | Expedia.co.uk [Stock Island Travel Guide](https://expedia.co.uk/Stock-Island.dx180166)[Hotels in Stock Island](https://expedia.co.uk/Stock-Island-Hotels.d180166.Travel-Guide-Hotels)[Holiday Rentals in Stock Island](https://expedia.co.uk/Stock-Island-Holiday-Rentals.d180166.Travel-Guide-HolidayRentals)[Flights to Stock Island](https://expedia.co.uk/Cheap-Flights-To-Stock-Island.d180166.Travel-Guide-Flights)[Things to do in Stock Island](https://expedia.co.uk/Things-To-Do-In-Stock-Island.d180166.Travel-Guide-Activities)[Stock Island Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Stock-Island.d180166.Car-Hire-Guide)[Stock Island Holidays](https://expedia.co.uk/Stock-Island.d180166.Holidays-City-Breaks) ![A view of the lake and palm trees at the Key West Golf Club on a sunny summer day., Shutterstock ID 754241317, Purchase Order: Wave 0 First Batch, Order Number: , Client/Licensee: Hotels.com / BEX, Ot](https://images.trvl-media.com/place/6163814/2d287966-08fe-4190-a9f9-e2a6fd753caa.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Hotels with Entertainment in Stock Island - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Stock Island Hotels with Entertainment Tonight [7 Dec - 8 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=180166&startDate=2025-12-07&endDate=2025-12-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [8 Dec - 9 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=180166&startDate=2025-12-08&endDate=2025-12-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [12 Dec - 14 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=180166&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [19 Dec - 21 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=180166&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Stock Island Hotels with Entertainment ![2 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/44728c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/dcdeb665.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/4a54e511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Flamingo Resort Key West New Town 8.0/10 Very good (1752) "Loved staying here and would again next time we are in Key West!!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) David £135 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/449c6937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/ee750f93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/470ffe1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/d5aad7de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Key West / The Keys Collection New Town 8.0/10 Very good (1143) " Dry friendly and good breakfast and excellent value for money " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Meenakshi £121 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/07ffbf0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/af5a58cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/285b9eac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Vacation Club at Windward Pointe, Key West Key West 9.6/10 Exceptional (1007) "Staff was great and rooms were very well kept." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kayla £328 includes taxes & fees 17 Dec - 18 Dec [](https://www.expedia.co.uk/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) ![3 outdoor pools, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, beach views ](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/8f43a3d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/4eda9d17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fountain](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/b4576547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southernmost Beach Resort and Guesthouses Old Town Key West 8.8/10 Excellent (2903) "The staff was wonderful, the resort was great and within walking distance from all the fun places on Duval Street as well as 2 mins from the beach. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) terry £236 includes taxes & fees 17 Dec - 18 Dec [](https://www.expedia.co.uk/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/900000/894100/894030/dc763054.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds](https://images.trvl-media.com/lodging/1000000/900000/894100/894030/eb0b0d9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/900000/894100/894030/f9b09089.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property – evening/night](https://images.trvl-media.com/lodging/1000000/900000/894100/894030/76b4e71a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silver Palms Inn Old Town Key West 9.4/10 Exceptional (1009) "We had a wonderful stay and it was a convenient location for all the activities along Duval Street. The room was clean & comfortable with a great breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susanne £141 includes taxes & fees 17 Dec - 18 Dec [](https://www.expedia.co.uk/Key-West-Hotels-Silver-Palms-Inn.h894030.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154005/6045323e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe King - Adult Exclusive | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154005/0a9cb96a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154005/86d5c72d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe King - Adult Exclusive | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154005/6b5aa480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Pensione Inn Old Town Key West 8.8/10 Excellent (1001) "Clean room, great omelet bar" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel £149 includes taxes & fees 9 Dec - 10 Dec [](https://www.expedia.co.uk/Key-West-Hotels-La-Pensione-Inn-BB.h1154005.Hotel-Information) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/888fac6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/611890d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/b515d08c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/eb7f9b00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Reach Key West, Curio Collection by Hilton Old Town Key West 8.4/10 Very good (1001) "The friendly and helpful staff, beautiful private beach, and location of the property wowed us beyond expectations! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie £202 includes taxes & fees 15 Dec - 16 Dec [](https://www.expedia.co.uk/Key-West-Hotels-The-Reach-Key-West.h457821.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) ![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) ![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) ### The Southernmost Inn - Adults Only Old Town Key West 8.2/10 Very good (1201) "Great stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary Ellen £126 includes taxes & fees 16 Dec - 17 Dec [](https://www.expedia.co.uk/Key-West-Hotels-The-Southernmost-Inn-Adults-Only.h4280752.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 (Winslet) | Exterior](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/f458d20b.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) ![Front of property](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/b5f8742c.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 (1065) "Beautiful property, nice clean bungalows and great staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert £240 includes taxes & fees 17 Dec - 18 Dec [](https://www.expedia.co.uk/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information) ![Cottage, 2 Bedrooms (Royal Poinciana) | Terrace/patio](https://images.trvl-media.com/lodging/4000000/3930000/3924900/3924835/069168f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini Suite, 1 King Bed, Accessible | Premium bedding, pillow-top beds, in-room safe, desk](https://images.trvl-media.com/lodging/4000000/3930000/3924900/3924835/70d203b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite | Premium bedding, pillow-top beds, in-room safe, desk](https://images.trvl-media.com/lodging/4000000/3930000/3924900/3924835/7c366980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3930000/3924900/3924835/8a300017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paradise Inn Key West - Adults Only Old Town Key West 9.2/10 Wonderful (1001) "Clean, close to Duval Street " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth £269 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Key-West-Hotels-Paradise-Inn-Key-West-Adults-Only.h3924835.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=2025-12-22&endDate=2025-12-23®ionId=180166&adults=2&nearby_group=entertainment&sort=RECOMMENDED&openPlayBack=true) ## Top Stock Island Hotel Reviews ![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg) ### Winslow's Bungalows - Key West Historic Inns 10/10 Excellent "This Hotel felt so unique and special. The property is lush and unique with all the rooms being different. Very friendly staff and great pools." [](https://expedia.co.uk/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information) ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg) ### Oceans Edge Key West Resort, Hotel & Marina 10/10 Excellent "Very nice clean and big room. Great view over the pools and harbor." [](https://expedia.co.uk/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![Hilton Garden Inn Key West / The Keys Collection](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/449c6937_y.jpg) ### Hilton Garden Inn Key West / The Keys Collection 10/10 Excellent "Hotel is great and a shuttle to Old Town. Did not use the pool and Key West always has some construction going on. " [](https://expedia.co.uk/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information) ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "Staff very courteous! We arrived very early- hoping we could at least chk our bags before going to lunch ( 2 couples- booking two rooms). Our friends' room was already available .We were told ours would be ready soon. We had a lovely, long, leisurely lunch at Chicken Walk. Our room still wasnt ready after lunch. We had to wait in the lobby for 1 more hour- until 4pm, to get our room. Obviously that is our official check in time- cant complain- except that our friends had been in their room for hours. Otherwise our stay was great. I loved the options for all 3 meals on site! Only dined out for 1 lunch- happily went back again to Chicken Walk. Loved the lovel light breakfast menu! TNT impressed us all!" [](https://expedia.co.uk/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg) ### Casa Marina Key West, Curio Collection by Hilton 10/10 Excellent "This was our first trip back to Casa Marina in the last 20 years and it was as beautiful as we remember. The staff were absolutely fantastic, with a great location and wonderful amenities. Definitely recommend the Casa Marina for family fun or an adult getaway." [](https://expedia.co.uk/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) ![Parrot Key Hotel & Villas](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/67735d0c_y.jpg) ### Parrot Key Hotel & Villas 10/10 Excellent "The staff was very professional and courteous, we really enjoyed our stay" [](https://expedia.co.uk/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) ![Fairfield Inn and Suites by Marriott Key West](https://images.trvl-media.com/lodging/1000000/10000/9000/8946/7b2c8a2c_y.jpg) ### Fairfield Inn and Suites by Marriott Key West 10/10 Excellent "Great" [](https://expedia.co.uk/Key-West-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Key-West.h8946.Hotel-Information) ![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg) ### Blue Flamingo Resort Key West 10/10 Excellent "The whole staf was fantastic" [](https://expedia.co.uk/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg) ### Hyatt Vacation Club at Windward Pointe, Key West 10/10 Excellent "One of the best resorts my family and I have been to in awhile. We stayed in the 2 bedroom condo which was absolutely beautiful and had every single thing we needed for our stay. The vibe at three pet " [](https://expedia.co.uk/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - [2 Star Hotels in Key Haven ](https://www.expedia.co.uk/2Star-Key-Haven-Hotels.s20-0-d553248635976197997.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Boca Chica Key ](https://www.expedia.co.uk/Boca-Chica-Key-Hotels-Budget-Hotels.0-0-d553248635083916609-tBudgetHotels.Travel-Guide-Filter-Hotels) - [Cow Key Hotels ](https://www.expedia.co.uk/Cow-Key-Hotels.d180163.Travel-Guide-Hotels) - [Luxury Hotels in Monroe County ](https://www.expedia.co.uk/Destinations-In-Monroe-County-Luxury-Hotel.0-0-d553248635976430869-tLuxuryHotel.Hotel-Filter-Destinations) - [Gay-Friendly Hotels in Downtown Key West ](https://www.expedia.co.uk/Downtown-Key-West-Key-West-Hotels-Gay-Friendly-Hotel.0-n553248635976470405-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Dredgers Key ](https://www.expedia.co.uk/Dredgers-Key-Hotels-Boutique-Hotel.0-0-d180165-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - 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