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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 3852 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.
  • 3-star Suburban hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
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Fairfield Inn & Suites Key West 2400 North Roosevelt Blvd., 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.
  • Mid-scale Suburban hotel
From$139
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Reach Key West Curio Collection by Hilton in Key West 1435 Simonton St., Key West, FL 33040
  • Includes a pool: Grab a drink and relax by our sparkling pool with beautiful ocean views. Cabanas Relax under a shaded cabana with a drink and a snack from our bar and watch the day go by. Our cabanas feature: A dedicated pool and beach attendant (9 am – 5 pm) Fresh seasonal fruit platter Fully stocked mini fridge with soft beverages and water A flat-screen TV with Direct TV Ceiling Fan Curtains for privacy Comfortable seating for six people A security safe for personal items
  • High-end Oceanfront hotel
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Parrot Key Hotel & Villas 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.
  • Expensive Resort property
From$300
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Lighthouse Hotel in Key West 902 Whitehead St., Key West, FL 33040
  • Includes a pool: Heated outdoor pool. Hours: Dawn to Dusk.
  • 3-star Downtown hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
La Concha Key West : 430 Duval St. 430 Duval St., Key West, FL 33040
  • Has swimming pool: 10am-Sunset
  • High-end Resort hotel
From$250
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Doubletree Resort by Hilton Hotel Grand Key Key West 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 Guest Reviews Call BookMore Details
Blue Flamingo Key West (Former 24north) - Key West 3820 B North Roosevelt Blvd., Key West, FL 33040
  • Includes a pool: Outdoor
  • Four-star Resort hotel
From$225
Average 3.0 /5 Guest Reviews Call BookMore Details
The Gates Hotel Key West Newly Renovated : 3820 a North Roosevelt Blvd. 3820 a North Roosevelt Blvd., Key West, FL 33040
  • Pool details: 2 Outdoor Pools and Pool Bar
  • 4-star Oceanfront hotel
From$175
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Key West / The Keys Collection - Key West 3850 North Roosevelt Blvd., Key West, FL 33040
  • Pool in hotel: Outdoor pool
  • 3-star Resort property
From$199
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Perry Hotel & Marina Key West 7001 Shrimp Rd., Key West, FL 33040
  • Pool available: 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 Review Score Call BookMore Details
Oceans Edge Key West Resort Hotel & Marina - Key West 5950 Peninsular Ave., Key West, FL 33040
  • Pool in hotel: There are 6 pools, 3 closest to the bar/restaurant remain open until 9:00 PM. Poolside food/beverage service available.
  • Four-star Oceanfront hotel
From$159
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Lunara Bay in Key West 12 Andrea Ln, Key West, FL 33040
  • Includes a pool: Each individual home has it's own private pool
  • Luxurious Five Star Oceanfront hotel
From$200
Average 3.0 /5 Reviews Call BookMore Details
Casa Marina Key West Curio Collection by Hilton : 1500 Reynolds St. 1500 Reynolds St., Key West, FL 33040
  • We have a pool
  • Luxury 5-star Oceanfront property
From$229
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Hibiscus Motel 1313 Simonton St., Key West, FL 33040
  • We have a pool
  • Low priced hotel
From$60
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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Ocean Key Resort & Spa Zero Duval St., Key West, FL 33040
  • With a pool!
  • Four star Resort hotel
From$282
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Key West FL 3755 South Roosevelt Blvd., Key West, FL 33040
  • With a pool!
  • Mid-scale Oceanfront property
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Faro Blanco Resort & Yacht Club Marathon Curio by Hilton in Marathon Faro Blanco Resort Marathon Florida Keys Curio By, Marathon, FL 33050 ~43.82 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
  • High end Oceanfront property
From$125
Average 3.0 /5 Recent 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 available: Faro Blanco Resort Marathon Florida Keys, Curio by Hilton Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • Expensive Oceanfront property
From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Faro Blanco Resort : 2146 Overseas Highway 2146 Overseas Highway, Marathon, FL 33050 ~43.96 miles east of Key West
  • Includes a 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 Review Score Call BookMore Details

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