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Key West Hotels with Outdoor or Indoor Pools

Fairfield Inn & Suites by Marriott Key West at the Keys Collectio : 3852 North Roosevelt
+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.
  • 3 star Suburban property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
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Fairfield Inn & Suites Key West in Key West
+1-888-675-2083
2400 North Roosevelt Blvd., Key West, FL 33040
  • Pool details: 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.
  • Midscale Suburban hotel
From$139
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Parrot Key Hotel & Villas : 2801 North Roosevelt Blvd.
+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 Review Score Call BookMore Details
La Concha Key West - Key West
+1-800-805-5223
430 Duval St., Key West, FL 33040
  • Pool available: 10am-Sunset
  • Expensive Resort hotel
From$250
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Doubletree Resort by Hilton Hotel Grand Key Key West
+1-888-965-1860
3990 South Roosevelt Blvd., Key West, FL 33040
  • Includes a pool: Outdoor pool open from 8:00am - 8pm, daily
  • 3 star Resort property
From$129
Very Good 4.0 /5 Recent Reviews Call BookMore Details
24 North Hotel Key West : 3820 B North Roosevelt Blvd.
+1-888-788-5576
3820 B North Roosevelt Blvd., Key West, FL 33040
  • Pool details: Outdoor
  • 4-star Resort property
From$225
Average 3.0 /5 Review Score 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 Read Reviews 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
  • Affordable Resort hotel
From$199
Very Good 4.0 /5 Read Reviews 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 property
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Oceans Edge Key West Resort Hotel & Marina - Key West
+1-888-734-9421
5950 Peninsular Ave., Key West, FL 33040
  • Has swimming pool: There are 6 pools, 3 closest to the bar/restaurant remain open until 9:00 PM. Poolside food/beverage service available.
  • 4 star Oceanfront property
From$159
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Hibiscus Motel - Key West
+1-888-841-5292
1313 Simonton St., Key West, FL 33040
  • With a pool!
  • 2-star hotel
From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Ocean Key Resort & Spa - Key West
+1-888-455-5160
Zero Duval St., Key West, FL 33040
  • With a pool!
  • High-end Resort hotel
From$282
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Key West
+1-888-965-8297
3755 South Roosevelt Blvd., Key West, FL 33040
  • Has a pool!
  • Midscale Oceanfront property
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton - Marathon
+1-888-906-6358
1996 Overseas Highway, Marathon, FL 33050 ~43.81 miles east of Key West
  • Includes a pool: Faro Blanco Resort and Yacht Club Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • Affordable Oceanfront hotel
From$113
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Faro Blanco Resort
+1-888-749-6785
2146 Overseas Highway, Marathon, FL 33050 ~43.96 miles east of Key West
  • Pool available: 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 Review Score Call BookMore Details
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