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Key West Hotels with Outdoor or Indoor Pools

Fairfield Inn & Suites by Marriott Key West at the Keys Collectio - Key West
+1-888-389-4121
3852 North Roosevelt, Key West, FL 33040
  • Pool available: A 72 gallon outdoor pool, conveniently located in front of our Tiki bar. Relax poolside on our comfortable lounge chairs, nestled between spectacular palm trees.
  • Three Star Suburban hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
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Fairfield Inn & Suites Key West
+1-888-675-2083
2400 North Roosevelt Blvd., Key West, FL 33040
  • Includes a pool: A 72 gallon outdoor pool, conveniently located in front of our Tiki bar. Relax poolside on our comfortable lounge chairs, nestled between spectacular palm trees.
  • Three Star Suburban hotel
From$139
Very Good 4.0 /5 Reviews Call BookMore Details
Parrot Key Hotel & Villas
+1-800-716-8490
2801 North Roosevelt Blvd., Key West, FL 33040
  • Pool details: Five acres of tropical gardens surround Parrot Key Hotel & Villas, with beautiful paths meandering through colorful foliage. Four glimmering pools are nestled among their own private sculpture gardens setting the perfect scene for your tropical island experience. Grab a lounge chair and step outside your room. In the Key West sculpture gardens surrounding our pools, work includes the fantastical, larger-than-life stainless steel work of John Martini, a longtime Key West resident with his studio located in the Bahama Village neighborhood. Step through one of our rustic wooden doors from around the globe and serenity will greet you on the other side. Each of our pools is hidden away in its own oasis, surrounded by lush palms and island fauna to create an immediate sense of seclusion and privacy. We offer an exclusive adult only pool and 3 other pools for families to enjoy. Pool hours are Sunrise to Sunset daily with the exception of the pool nearest The Grove Restaurant and Bar which is open until 10 PM.
  • Four star Resort hotel
From$300
Very Good 4.5 /5 Reviews Call BookMore Details
La Concha Key West : 430 Duval St.
+1-800-805-5223
430 Duval St., Key West, FL 33040
  • Pool details: 10am-Sunset
  • Four-star Resort hotel
From$250
Very Good 4.0 /5 Reviews Call BookMore Details
Doubletree Resort by Hilton Hotel Grand Key Key West : 3990 South Roosevelt Blvd.
+1-888-965-1860
3990 South Roosevelt Blvd., Key West, FL 33040
  • Pool details: Outdoor pool open from 8:00am - 8pm, daily
  • 3-star Resort hotel
From$129
Very Good 4.0 /5 Read Reviews Call BookMore Details
24 North Hotel Key West
+1-888-788-5576
3820 B North Roosevelt Blvd., Key West, FL 33040
  • Pool in hotel: Outdoor
  • Expensive Resort property
From$225
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Gates Hotel Key West in Key West
+1-888-897-9207
3820 a North Roosevelt Blvd., Key West, FL 33040
  • Pool details: 2 Outdoor Pools and Pool Bar
  • Four star Oceanfront property
From$175
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Key West / The Keys Collection - Key West
+1-888-311-4278
3850 North Roosevelt Blvd., Key West, FL 33040
  • Has swimming pool: Outdoor pool
  • 3-star Resort property
From$199
Very Good 4.0 /5 Review Score Call BookMore Details
The Perry Hotel & Marina Key West
+1-888-469-4795
7001 Shrimp Rd., Key West, FL 33040
  • Pool in hotel: Two waterfront pools, one is open daily from 7am-9pm, the other from 11am-8pm.
  • Four star Oceanfront hotel
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Oceans Edge Key West Resort Hotel & Marina - Key West
+1-888-734-9421
5950 Peninsular Ave., Key West, FL 33040
  • Pool details: There are 6 pools, 3 closest to the bar/restaurant remain open until 9:00 PM. Poolside food/beverage service available.
  • High end Oceanfront hotel
From$159
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Hibiscus Motel in Key West
+1-888-841-5292
1313 Simonton St., Key West, FL 33040
  • Pool in hotel
  • 2 star property
From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Ocean Key Resort & Spa
+1-888-455-5160
Zero Duval St., Key West, FL 33040
  • Our hotel comes with a pool
  • 4-star Resort property
From$282
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Key West
+1-888-965-8297
3755 South Roosevelt Blvd., Key West, FL 33040
  • Pool in hotel
  • Midscale Oceanfront property
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton : 1996 Overseas Highway
+1-888-906-6358
1996 Overseas Highway, Marathon, FL 33050 ~43.81 miles east of Key West
  • Has swimming pool: Faro Blanco Resort and Yacht Club Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • 3 star Oceanfront hotel
From$113
Very Good 4.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Faro Blanco Resort : 2146 Overseas Highway
+1-888-749-6785
2146 Overseas Highway, Marathon, FL 33050 ~43.96 miles east of Key West
  • Includes a pool: Two onsite resort style pools including Marathon Florida's only infinity pool edge overlooking the beautifully clear ocean.
  • 3-star Resort property
From$80
Average 3.0 /5 Reviews Call BookMore Details
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