Title: Book the Best Hotels with POOL in Key West in 2025 | Expedia.ca [Hotels in Key West](https://expedia.ca/Key-West-Hotels.d553248635974901123.Travel-Guide-Hotels)[Vacation Rentals in Key West](https://expedia.ca/Key-West-Vacation-Rentals.d553248635974901123.Travel-Guide-VacationRentals)[Key West Car Rentals](https://expedia.ca/Car-Rentals-In-Key-West.d553248635974901123.Car-Rental-Guide)[Key West Vacation Packages](https://expedia.ca/Key-West.d553248635974901123.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Key West, IA from CA $80 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Key West Hotels with a Pool Tonight [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=553248635974901123&startDate=2025-10-29&endDate=2025-10-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=553248635974901123&startDate=2025-10-30&endDate=2025-10-31&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635974901123&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635974901123&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Key West Hotels with a Pool ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/62000000/61520000/61517800/61517759/9fb52f34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/62000000/61520000/61517800/61517759/5e6e7029.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, Irish cuisine](https://images.trvl-media.com/lodging/62000000/61520000/61517800/61517759/1d68f8be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Library](https://images.trvl-media.com/lodging/62000000/61520000/61517800/61517759/0151216d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Irish Cottage Inn & Suites Galena 9.4/10 Exceptional (1249) "Nice place with great restaurant " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennis CA $124 CA $177 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Galena-Hotels-Irish-Cottage-Inn-Suites.h61517759.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209342/d1e1737a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Fireplace (Garden/Jetted Tub)](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209342/a3b20d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden view](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209342/908ddff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209342/983fa696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wyndham Garden Galena Hotel & Day Spa Galena 9.4/10 Exceptional (931) "A great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $126 CA $139 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Galena-Hotels-Ramada-By-Wyndham-Galena-Hotel-And-Day-Spa.h1209342.Hotel-Information) ![Gazebo](https://images.trvl-media.com/lodging/11000000/10020000/10014200/10014191/7ee82f71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 3 Bedrooms, Garden View | In-room dining](https://images.trvl-media.com/lodging/11000000/10020000/10014200/10014191/b970aa98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/11000000/10020000/10014200/10014191/b95cd8ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/11000000/10020000/10014200/10014191/2279b626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lefevre Inn and Resort Galena 9.6/10 Exceptional (655) "Was a wonderful overnight stay in a beautiful location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maggie CA $138 CA $153 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Galena-Hotels-Lefevre-Inn-And-Resort.h10014191.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/7000000/6260000/6256300/6256296/8c18572b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/7000000/6260000/6256300/6256296/7d884b51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 2 Queen Beds](https://images.trvl-media.com/lodging/7000000/6260000/6256300/6256296/841c493a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports bar](https://images.trvl-media.com/lodging/7000000/6260000/6256300/6256296/6eb995a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chestnut Mountain Resort Galena 8.4/10 Very good (1035) "Great location. Nice place to stay. Best part of my trip was staying here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) stacy CA $149 CA $166 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Galena-Hotels-Chestnut-Mountain-Resort.h6256296.Hotel-Information) ![Indoor pool, open 6 AM to 10 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109416/8976b9d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109416/85275b92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109416/1ac5d099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109416/83322364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stoney Creek Inn Galena Galena 9.4/10 Exceptional (1254) "This is the 2nd time we've stayed and it was just as nice. Would definately recommend staying here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chase CA $137 CA $152 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Galena-Hotels-Stoney-Creek-Inn-Galena.h1109416.Hotel-Information) ![Indoor pool, outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/17500/17409/feb3dde8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/1000000/20000/17500/17409/bc344702.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/17500/17409/51453982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/1000000/20000/17500/17409/65f79736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Galena Inn & Suites Galena 8.4/10 Very good (1001) "Good morning grub, awesome staff..great location,ty" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) kenneth CA $101 CA $112 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Galena-Hotels-Best-Western-Galena-Inn-Suites.h17409.Hotel-Information) ![2 indoor pools, open 6:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/670000/660100/660026/3cb6c136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/670000/660100/660026/343cab95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, hypo-allergenic bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/670000/660100/660026/5697cb86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast](https://images.trvl-media.com/lodging/1000000/670000/660100/660026/87c0fcf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Galena, IL Galena 9.2/10 Wonderful (1036) "Overall we had great stay here. The staff was friendly and professional and the food was plentiful and good." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie CA $150 CA $166 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Galena-Hotels-Country-Inn-Suites-By-Radisson.h660026.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/930000/920400/920389/010b357a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/930000/920400/920389/7ebd3f9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/930000/920400/920389/c547ea6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/920400/920389/85169736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Harbor Resort and Waterpark Dubuque 8.0/10 Very good (1063) "Very excellent stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas CA $119 CA $153 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Dubuque-Hotels-Grand-Harbor-Resort-And-Waterpark.h920389.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2240000/2239900/2239834/0ba0340e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2240000/2239900/2239834/c28546f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Single Room, Non Smoking | Private kitchen](https://images.trvl-media.com/lodging/3000000/2240000/2239900/2239834/ced7af25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2240000/2239900/2239834/d6d62e46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Julien Dubuque Downtown Dubuque 9.0/10 Wonderful (1646) "Nice historic hotel in a great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason CA $152 CA $172 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Dubuque-Hotels-Hotel-Julien-Dubuque.h2239834.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/3800/3763/a9c070f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3800/3763/1697d0ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/10000/3800/3763/b3f8b5d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3800/3763/6caf8c99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Dubuque Dubuque 7.2/10 Good (1008) "Room was recently remodeled and clean. Great breakfast, friendly staff and great value! If ever in the area I would definitely stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $71 CA $80 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Dubuque-Hotels-Days-Inn-By-Wyndham-Dubuque.h3763.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.ca/Hotel-Search?startDate=2025-11-12&endDate=2025-11-13®ionId=553248635974901123&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Key West Hotel Reviews ![Country Inn & Suites by Radisson, Galena, IL](//images.trvl-media.com/lodging/1000000/670000/660100/660026/343cab95_y.jpg) ### Country Inn & Suites by Radisson, Galena, IL 10/10 Excellent "We were very pleased with the hotel. Everything was clean. It looked very nice. The staff was friendly and helpful. The breakfast was good. There was a variety to choose from. We liked the options available. There were hot items and well as cold. I would stay here again. It is close to downtown Galena. We didn't get to use the pool, we ran out of time but it looked nice. The hot tub was large. The slide looked fun. Overall a good value. I would recommend the hotel. " [](https://expedia.ca/Galena-Hotels-Country-Inn-Suites-By-Radisson.h660026.Hotel-Information) ![Stoney Creek Inn Galena](//images.trvl-media.com/lodging/2000000/1110000/1109500/1109416/1ac5d099_y.jpg) ### Stoney Creek Inn Galena 10/10 Excellent "A beautiful hotel, easy to get to, cannot find a bad thing to say about it. We are already starting to talk about our next stay there!" [](https://expedia.ca/Galena-Hotels-Stoney-Creek-Inn-Galena.h1109416.Hotel-Information) ![Tesla MedBed Center, East Dubuque](//images.trvl-media.com/lodging/2000000/1080000/1076100/1076011/b0c9c838_y.jpg) ### Tesla MedBed Center, East Dubuque 10/10 Excellent "We were able to chek in earlier, room was clean. Breakfast and pool were not available. Stayed for one night, beds are comfortable. , No b" [](https://expedia.ca/East-Dubuque-Hotels-Tesla-MedBed-Center.h1076011.Hotel-Information) ![Grand Harbor Resort and Waterpark](//images.trvl-media.com/lodging/1000000/930000/920400/920389/7ebd3f9f_y.jpg) ### Grand Harbor Resort and Waterpark 10/10 Excellent "Clean room, friendly staff, great waterpark. Breakfast was awesome with many options. Riverfront and Casino just a short walk from the room." [](https://expedia.ca/Dubuque-Hotels-Grand-Harbor-Resort-And-Waterpark.h920389.Hotel-Information) ![Dubuque Inn & Suites](//images.trvl-media.com/lodging/1000000/10000/6500/6456/a7e36e2d_y.jpg) ### Dubuque Inn & Suites 10/10 Excellent "Check in girl was very nice. It looked like the motel had been freshly remodeled - very good job." [](https://expedia.ca/Dubuque-Hotels-Fairfield-Inn-Dubuque.h6456.Hotel-Information) ![Hotel Julien Dubuque](//images.trvl-media.com/lodging/3000000/2240000/2239900/2239834/bbf66f82_y.jpg) ### Hotel Julien Dubuque 10/10 Excellent "The hotel is beautiful breakfast was great besides there was a party so everyone else had to wait super long to get food" [](https://expedia.ca/Dubuque-Hotels-Hotel-Julien-Dubuque.h2239834.Hotel-Information) ![Best Western Plus Dubuque Hotel & Conference Center](//images.trvl-media.com/lodging/1000000/10000/2400/2385/637a01b6_y.jpg) ### Best Western Plus Dubuque Hotel & Conference Center 10/10 Excellent "We had a good stay. Will be back. " [](https://expedia.ca/Dubuque-Hotels-Best-Western-Plus-Dubuque-Hotel-Conference-Center.h2385.Hotel-Information) ![Wyndham Garden Galena Hotel & Day Spa](//images.trvl-media.com/lodging/2000000/1210000/1209400/1209342/983fa696_y.jpg) ### Wyndham Garden Galena Hotel & Day Spa 10/10 Excellent "The room was very nice and the rate was amazing." [](https://expedia.ca/Galena-Hotels-Ramada-By-Wyndham-Galena-Hotel-And-Day-Spa.h1209342.Hotel-Information) ![American Inn and Suites](//images.trvl-media.com/lodging/1000000/570000/561500/561437/4c37cd5c_y.jpg) ### American Inn and Suites 10/10 Excellent "Only complaint is that the pool was shut down. They were repairing a major leak. Staff was wonderful, especially the woman that checked me in. I wish I got her name. Diner next door is fantastic." [](https://expedia.ca/Dubuque-Hotels-American-Inn-And-Suites.h561437.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Key West? > [Grand Harbor Resort and Waterpark](https://www.expedia.ca/Dubuque-Hotels-Grand-Harbor-Resort-And-Waterpark.h920389.Hotel-Information): Hotel, 5-minute walk from Mississippi River. Features a children's pool, an indoor pool, and free water-park access. [Stoney Creek Inn Galena](https://www.expedia.ca/Galena-Hotels-Stoney-Creek-Inn-Galena.h1109416.Hotel-Information): Offers buffet, an indoor pool, and free self parking. [Wyndham Garden Galena Hotel & Day Spa](https://www.expedia.ca/Galena-Hotels-Ramada-By-Wyndham-Galena-Hotel-And-Day-Spa.h1209342.Hotel-Information): Provides spa services, a pool, and a snack bar/deli. [Dubuque Inn & Suites](https://www.expedia.ca/Dubuque-Hotels-Fairfield-Inn-Dubuque.h6456.Hotel-Information): Features buffet, an indoor pool, and complimentary wired internet access. [Hotel Julien Dubuque](https://www.expedia.ca/Dubuque-Hotels-Hotel-Julien-Dubuque.h2239834.Hotel-Information): Hotel, 12-minute walk from Mississippi River. Offers a full-service spa, an indoor pool, and 2 bars. ### What is there to see and do in Key West? > The picturesque setting of Crystal Lake Cave and Dubuque Arboretum and Botanical Gardens showcase the area's natural beauty. Discover sights such as Mines of Spain State Recreation Area, University of Dubuque, and Fourth Street Elevator during your stay. ### When is the best time to book a hotel with a pool in Key West? > You may want to consider an accommodation with an outdoor swimming pool if you will be visiting Key West in the warmest months of July, August, or June when the average temperature is 69°F. Lodging with an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temp is 26°F. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Apartments in Asbury](https://www.expedia.ca/Asbury-Apartments.d553248634983540458-aaApartments.Travel-Guide-Accommodation) - [B&B in Asbury](https://www.expedia.ca/Asbury-Bed-And-Breakfast.d553248634983540458-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Asbury Hotels](https://www.expedia.ca/Asbury-Hotels.d553248634983540458.Travel-Guide-Hotels) - [Beach Hotel Hotels in Bellevue](https://www.expedia.ca/Bellevue-Hotels-Beach-Hotel.0-0-d78541-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Bellevue](https://www.expedia.ca/Bellevue-Hotels-Boutique-Hotel.0-0-d78541-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Bellevue](https://www.expedia.ca/Bellevue-Hotels-Hotel-With-Pool.0-0-d78541-tHotelwithPool.Travel-Guide-Filter-Hotels) - 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