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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 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.
  • Affordable Suburban property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Fairfield Inn & Suites Key West - Key West 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 property
From$139
Very good 4.0 /5 Latest Reviews Call BookMore Details
Parrot Key Hotel & Villas in Key West 2801 North Roosevelt Blvd., Key West, FL 33040
  • Includes a pool: 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.
  • 4-star Resort hotel
From$300
Very good 4.5 /5 Recent Reviews Call BookMore Details
Lighthouse Hotel - Key West 902 Whitehead St., Key West, FL 33040
  • Pool details: Heated outdoor pool. Hours: Dawn to Dusk.
  • 3-star Downtown property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
La Concha Key West - Key West 430 Duval St., Key West, FL 33040
  • Pool available: 10am-Sunset
  • 4 star Resort property
From$250
Very good 4.0 /5 Read Reviews Call BookMore Details
Doubletree Resort by Hilton Hotel Grand Key Key West in Key West 3990 South Roosevelt Blvd., Key West, FL 33040
  • Pool in hotel: Outdoor pool open from 8:00am - 8pm, daily
  • Midscale Resort property
From$129
Very good 4.0 /5 Reviews Call BookMore Details
Blue Flamingo Key West (Former 24north) : 3820 B North Roosevelt Blvd. 3820 B North Roosevelt Blvd., Key West, FL 33040
  • Pool available: Outdoor
  • 4-star Resort property
From$225
Average 3.0 /5 Review Score Call BookMore Details
The Gates Hotel Key West Newly Renovated in Key West 3820 a North Roosevelt Blvd., Key West, FL 33040
  • Pool details: 2 Outdoor Pools and Pool Bar
  • Four-star Oceanfront hotel
From$175
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Key West / The Keys Collection - Key West 3850 North Roosevelt Blvd., Key West, FL 33040
  • Pool available: Outdoor pool
  • 3 star Resort property
From$199
Very good 4.0 /5 Guest Reviews Call BookMore Details
The Perry Hotel & Marina Key West - Key West 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.
  • 4 star Oceanfront hotel
From$109
Very good 4.0 /5 Review Score Call BookMore Details
Oceans Edge Key West Resort Hotel & Marina in Key West 5950 Peninsular Ave., Key West, FL 33040
  • Includes a pool: There are 6 pools, 3 closest to the bar/restaurant remain open until 9:00 PM. Poolside food/beverage service available.
  • Expensive Oceanfront property
From$159
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Lunara Bay - Key West 12 Andrea Ln, Key West, FL 33040
  • Pool available: Each individual home has it's own private pool
  • Luxury 5-star Oceanfront hotel
From$200
Average 3.0 /5 Hotel Reviews Call BookMore Details
Casa Marina Key West, Curio Collection by Hilton 1500 Reynolds St., Key West, FL 33040
  • With a pool!
  • Luxury 5-star Oceanfront hotel
From$229
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Hibiscus Motel 1313 Simonton St., Key West, FL 33040
  • Includes a swimming pool
  • 2 star property
From$60
Very good 4.0 /5 Guest Reviews Call BookMore Details
Ocean Key Resort & Spa in Key West Zero Duval St., Key West, FL 33040
  • Has swimming pool
  • 4 star Resort property
From$282
Very good 4.0 /5 Guest Reviews Call BookMore Details
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Hampton Inn Key West FL 3755 South Roosevelt Blvd., Key West, FL 33040
  • Our hotel comes with a pool
  • Mid-scale Oceanfront hotel
From$80
Very good 4.0 /5 Recent Reviews Call BookMore Details
Faro Blanco Resort & Yacht Club Marathon Curio by Hilton Faro Blanco Resort Marathon Florida Keys Curio By, Marathon, FL 33050 ~43.82 miles east of Key West
  • Pool in hotel: Faro Blanco Resort and Yacht Club Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • High end Oceanfront property
From$125
Average 3.0 /5 Read Reviews Call BookMore Details
Faro Blanco Resort Marathon Florida Keys Curio by Hilton 1996 Overseas Highway, Marathon, FL 33050 ~43.85 miles east of Key West
  • Pool in hotel: Faro Blanco Resort Marathon Florida Keys, Curio by Hilton Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • Four-star Oceanfront hotel
From$125
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Faro Blanco Resort in Marathon 2146 Overseas Highway, Marathon, FL 33050 ~43.96 miles east of Key West
  • Has swimming pool: Two onsite waterfront pools including an infinity pool edge overlooking the beautifully clear ocean. Two additional pools available at adjacent Faro Blanco Resort.
  • 3-star Resort hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details

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