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Key West Hotels with a Swimming Pool
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Taking advantage of the hotel swimming pool is a must if you have the time. A two (2) or more night stay generally lets you have more time to really take advantage of hotel facilities like a nice indoor or outdoor swimming pool. Usually located near the gym (if the hotel has a gym) the hotel swimming pool is a great place to relax. Each of the Key West hotels listed below have pools, enter your travel dates above to get prices and see the location of these Key West hotels with pools.
3420 North Roosevelt Boulevard Key West 33040
Offering an outdoor pool and a restaurant, Havana Cabana at Key West. is located in Key West. WiFi access is available, and the shops and restaurants...more
1 night, 2 adults
US$605
Includes taxes and charges
417 Eaton Street Key West 33040
Located in Key West, less than 1 km from Simonton Street Beach, The Saint Hotel Key West, Autograph Collection provides accommodation with free bikes,...more
1 night, 2 adults
US$910
Includes taxes and charges
3824 North Roosevelt Blvd Key West 33040
Offering an Outdoor pool and a restaurant, the Gates Hotel Key West is located off US-1 and 11 minutes'' walk to Key West Tropical Forest and Botanical Garden....more
1 night, 2 adults
US$455
Includes taxes and charges
526 Angela Street Key West 33040
Located in Key West, Florida, this adult-only hotel offers a breakfast buffet and an Outdoor pool....more
1 night, 2 adults
US$913
Includes taxes and charges
3675 South Roosevelt Boulevard Key West 33040
7 km from the Southernmost Point, and boasts a year-round Outdoor pool and hot tub.A fully equipped kitchen is provided in every apartment. Additional en suite amenities include...more
1 night, 2 adults
US$533
Includes taxes and charges
200 Sunset Lane Key West 33040
Hyatt Sunset Harbor Resort is situated in Key West, 700 metres from Mallory Square. Key West Aquarium is 800 metres from the property.All units are ai...more
2401 North Roosevelt Boulevard Key West FL 33040
Facing the beachfront, The Capitana Key West offers 4-star accommodation in Key West and has an outdoor swimming pool, fitness centre and private beac...more
1 night, 2 adults
US$488
Includes taxes and charges
325 Duval Street Key West FL 33040
Ideally situated in the centre of Key West, The Key West Hotel features air-conditioned rooms, a bar and free WiFi. The property is located 500 metres...more
3444 North Roosevelt Boulevard Key West 33040
Set in Key West, 5.2 km from Ernest Hemingway Home and Museum, The Laureate Key West features views of the pool. This 3-star hotel offers a business c...more
1 night, 2 adults
US$365
Includes taxes and charges
1125 Duval Street Key West 33040
Located on Duval Street in Key West, La Te Da welcomes adult guests with a restaurant and bar.Every room has a flat-screen TV with cable channels. Ext...more
3850 North Roosevelt Boulevard Key West 33040
A hot tub is beside the Outdoor pool. Guests can also take advance of an on-site business centre, fitness centre, and free parking. An ho...more
1 night, 2 adults
US$482
Includes taxes and charges
3800 North Roosevelt Boulevard Key West 33040
Only 350 metres from US-1, 24 North Hotel I Key West features an Outdoor pool with a sun terrace with lounging chairs....more
1 night, 2 adults
US$443
Includes taxes and charges
411 William Street Key West 33040
Offering an Outdoor pool, this historic Key West Island City House hotel is 2 minutes’ walk from the Key West sea port....more
1 night, 2 adults
US$546
Includes taxes and charges
811 Simonton Street Key West 33040
Offering a heated Outdoor pool, this boutique Merlin Guesthouse Key West is located in Old Town Key West 2 minutes'' walk from Duval Street....more
1 night, 2 adults
US$600
Includes taxes and charges
3852 North Roosevelt Boulevard Key West 33040
Located off US-1, Fairfield Inn and Suites by Marriott Key West at The Keys Collection features an Outdoor pool, Tiki bar, and fitness centre....more
1 night, 2 adults
US$452
Includes taxes and charges
820 White Street Key West FL 33040
3.77 km from Key West EYW-Key West Intl. airport
Located just 1 mile from historic Duval Street, this Key West hotel features a heated swimming pool and a daily continental breakfast....more
1 night, 2 adults
US$382
Includes taxes and charges
512 Truman Avenue Key West Key West FL 33040
4.41 km from Key West EYW-Key West Intl. airport
This Key West inn is 4 minutes’ walk from the Ernest Hemingway House and Museum. Guests of the Almond Tree Inn - Adults Only will enjoy an outdoor poo...more
1 night, 2 adults
US$598
Includes taxes and charges
1004 Duval Street Key West Key West FL 33040
4.46 km from Key West EYW-Key West Intl. airport
This historic Key West Orchid Key Inn - Adults Only is on Duval Street 3 minutes’ walk from the Ernest Hemingway House and Museum. Features include a...more
1 night, 2 adults
US$601
Includes taxes and charges
902 Whitehead Street Key West FL 33040
4.65 km from Key West EYW-Key West Intl. airport
Lighthouse Hotel is located in the heart of iconic Key West, opposite the Ernest Hemingway Home and Museum and the Keeper's Quarters Museum. Guests ca...more
1 night, 2 adults
US$771
Includes taxes and charges
501 Southard Street Key West Key West FL 33040
4.73 km from Key West EYW-Key West Intl. airport
This Art Deco hotel in downtown Key West has a large pool-side sun terrace and rooms with a flat-screen TV.All guest rooms at Pegasus International Ho...more
1 night, 2 adults
US$443
Includes taxes and charges
611 Truman Avenue Key West FL 33040
4.29 km from Key West EYW-Key West Intl. airport
This trendy Key West boutique hotel features an Outdoor pool and modern rooms equipped with iPod docking stations and flat-screen TVs....more
1 night, 2 adults
US$449
Includes taxes and charges
3755 South Roosevelt Boulevard Key West Airport: Key West Int' l (EYW) FL 33040
0.63 km from Key West EYW-Key West Intl. airport
Hampton Inn Key West boasts a heated pool with an ocean view. Guests can grab a bite to eat at the poolside restaurant. A free buffet breakfast is off...more
1 night, 2 adults
US$550
Includes taxes and charges
2400 North Roosevelt Boulevard Key West FL 33040
2.40 km from Key West EYW-Key West Intl. airport
This Key West Fairfield Inn and Suites by Marriott hotel offers a large Outdoor pool with poolside cabanas, a daily hot breakfast, and free WiFi....more
1 night, 2 adults
US$417
Includes taxes and charges
2001 South Roosevelt Boulevard Key West Beach FL 33040
1.76 km from Key West EYW-Key West Intl. airport
Margaritaville Beach House Key West features a restaurant, outdoor swimming pool, a fitness centre and bar in Key West. 1.4 km from Higgs Beach and 2....more
1 night, 2 adults
US$514
Includes taxes and charges
3031 - 41 North Roosevelt Boulevard Key West Key West FL 33040
2.27 km from Key West EYW-Key West Intl. airport
This Key West hotel is located on the Gulf of Mexico and features an outdoor heated pool with a hot tub.Free WiFi, a cable TV, and coffee facilities a...more
1 night, 2 adults
US$452
Includes taxes and charges
830 Truman Avenue Key West Key West FL 33040
4.01 km from Key West EYW-Key West Intl. airport
Silver Palms Inn, located in historic Key West, has an Outdoor pool and is a 9-minute walk from the Ernest Hemingway Museum....more
1 night, 2 adults
US$359
Includes taxes and charges
1445 South Roosevelt Boulevard Key West FL 33040
1.51 km from Key West EYW-Key West Intl. airport
This Key West resort is 2 miles from historic Duval Street and 1 mile from the Key West International Airport. The property features 2 outdoor pools,...more
1075 Duval Street Suite C-22 (Check-in Location Only) Key West 33040
Located in the Downtown Key West district in Key West, Court Cottages offers 2-star rooms with free WiFi. The property is around 500 metres from Ernes...more
Key West 33040
Located in Key West, 1.3 km from Rest Beach, Palm Gardens features views of the garden. Featuring an ATM, this property also provides guests with a ch...more
729 Truman Avenue Key West 33040
Boasting an outdoor swimming pool, a garden as well as a shared lounge, The Mermaid and The Alligator is situated in the centre of Key West, less than 1...more
1 night, 2 adults
US$534
Includes taxes and charges
1500 Reynolds Street Key West FL 33040
3.59 km from Key West EYW-Key West Intl. airport
Located on a private beach along the shore, Casa Marina Key West, Curio Collection by Hilton is a historic 1920s resort offering oceanside massages an...more
1 night, 2 adults
US$923
Includes taxes and charges
430 Duval Street Key West Key West FL 33040
4.88 km from Key West EYW-Key West Intl. airport
La Concha Hotel and Spa features an Outdoor pool, Tiki bar, and contemporary fitness centre. Guests can relax at the hotel''s rooftop spa.The guestrooms at the Key West La Concha Hote...more
1 night, 2 adults
US$775
Includes taxes and charges
1435 Simonton Street Key West FL 33040
4.03 km from Key West EYW-Key West Intl. airport
An Outdoor pool is on site and the full-service Spa al Mare at an adjacent sister property, Casa Marina, is available to guests. The Key West Golf Club is 8 km away.On-site activities...more
1 night, 2 adults
US$920
Includes taxes and charges
2801 North Roosevelt Boulevard Key West FL 33040
2.29 km from Key West EYW-Key West Intl. airport
Guests can go for a swim in one of the 4 Outdoor pools, then enjoy a snack from the poolside Cafe Blue and Tiki Bar. The property is completely non-smoking.Guests at the Parrot Key Ho...more
1 night, 2 adults
US$374
Includes taxes and charges
Zero Duval Key West FL 33040
5.25 km from Key West EYW-Key West Intl. airport
Overlooking the Gulf of Mexico, this luxury Key West resort and spa features an Outdoor pool with gulf views....more
1 night, 2 adults
US$1,157
Includes taxes and charges
1401 Simonton Sreet Key West FL 33040
4.06 km from Key West EYW-Key West Intl. airport
This all-suite hotel in Key West is only 1 block from the Atlantic Ocean and Duval Street. Each suite is equipped with a full kitchen and 48-inch flat...more
1 night, 2 adults
US$1,056
Includes taxes and charges
245 Front Street Key West Key West FL 33040
5.25 km from Key West EYW-Key West Intl. airport
Centrally located in the old town area of Key West, Florida, this waterfront hotel features an outdoor heated pool and hot tub. Key West Aquarium is a...more
1 night, 2 adults
US$601
Includes taxes and charges
3990 South Roosevelt Boulevard Key West FL 33040
0.94 km from Key West EYW-Key West Intl. airport
DoubleTree by Hilton Grand Key Resort offers free shuttle service to and from historic Old Town Key West and Key West International Airport Doubletree...more
1 night, 2 adults
US$430
Includes taxes and charges
914 Eaton Street Key West FL 33040
4.43 km from Key West EYW-Key West Intl. airport
Guests at the inn can enjoy relaxing in the 2 Outdoor pools, strolling through the tropical gardens or reading a book from the on-site library.Westwinds Inn is 8 minutes'' walk from p...more
3841 North Roosevelt Boulevard Key West FL 33040
1.95 km from Key West EYW-Key West Intl. airport
Beachside Resort and Residences Hotel features a private sandy beach and a pool with Gulf of Mexico views. Guests can enjoy a meal at the on-site restau...more
1 night, 2 adults
US$614
Includes taxes and charges
223 Eanes Lane Key West FL 33040
4.56 km from Key West EYW-Key West Intl. airport
Guests can enjoy free WiFi and an Outdoor pool.A flat-screen TV and an iPod docking station are featured in each classic room at this Key West...more
601 Front Street Key West FL 33040
5.10 km from Key West EYW-Key West Intl. airport
An Outdoor pool and hot tub offer the perfect space to rejuvenate while scuba diving, jet boats, and snorkeling are available on site or nearby. A Jet Ski island tour is available for...more
1 night, 2 adults
US$841
Includes taxes and charges
512 Angela Street Key West Key West FL 33040
4.62 km from Key West EYW-Key West Intl. airport
Located in the heart of historic Key West, guests will be 1 minutes’ walk from Duval Street. A heated pool, daily continental breakfast, and free WiFi...more
725 Truman Avenue Key West 33040
4.15 km from Key West EYW-Key West Intl. airport
Located in Key West, Florida, Key Lime Inn features an outdoor heated swimming pool, free WiFi access, and complimentary continental breakfast....more
1 night, 2 adults
US$716
Includes taxes and charges
320 Simonton Street Key West 33040
4.84 km from Key West EYW-Key West Intl. airport
Guests can enjoy swimming any one of the 4 on-site Outdoor pools, use the bicycle hire, or relax in the garden. A concierge service and daily maid service are also available.The South...more
1 night, 2 adults
US$505
Includes taxes and charges
511 Eaton Street (Check-in Location) Key West 33040
4.91 km from Key West EYW-Key West Intl. airport
Located in Key West, Florida, these villas feature a heated outdoor swimming pool....more
1 night, 2 adults
US$561
Includes taxes and charges
One Duval Street Key West FL 33040
5.22 km from Key West EYW-Key West Intl. airport
Experience waterfront views from the Outdoor pool or stay indoors and relax with massages and body rituals at the on-site spa. For added wellness, visit the on-site fitness centre.Sav...more
1 night, 2 adults
US$962
Includes taxes and charges
1212 Simonton Street Key West 33040
This adult-only Key West H2O Suites is 200 metres from Duval Street and features a year-round outdoor rooftop pool with a sun terrace. Guests can enjo...more
5950 Peninsular Ave Key West 33040
Boasting panoramic water views, Oceans Edge Key West, Preferred Hotels and Resorts Collection offers 6 swimming pools and a waterfront bar and restauran...more
1 night, 2 adults
US$646
Includes taxes and charges
7001 Shrimp Rd Key West 33040
Located at the Stock Island Marina, The Perry Hotel and Marina Key West is just one bridge from Key West and features luxury accommodations, waterfront...more
1 night, 2 adults
US$457
Includes taxes and charges
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