Key West Hotels with Pools - Outdoor/Indoor Pools in Key West FL

Key West hotels and motels with swimming pools that are perfect for a family are listed below. Search for cheap and discount hotel rates at hotels with a pool in or near Key West, FL for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Key West Florida hotel and motel rooms for children. Review the list of Key West hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
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Key West Hotels with Outdoor or Indoor Pools

Fairfield Inn & Suites by Marriott Key West at the Keys Collectio in Key West 3852 North Roosevelt Blvd., Key West, FL 33040 Call
  • Has swimming 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.
  • Midscale Suburban hotel
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites Key West in Key West 2400 North Roosevelt Blvd., Key West, FL 33040 Call
  • Pool in hotel: 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
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From$139
Very good 4.0 /5 Reviews Call BookMore Details
Parrot Key Hotel & Villas : 2801 North Roosevelt Blvd. 2801 North Roosevelt Blvd., Key West, FL 33040 Call
  • 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 property
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From$300
Very good 4.5 /5 Guest Reviews Call BookMore Details
Southernmost Beach Resort & Guesthouses : 1319 Duval St. 1319 Duval St., Key West, FL 33040 Call
  • Includes a pool: 3 pools; 1 pool adults only and 2 family friendly pools.
  • Mid-scale Beach property
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From$199
Average 3.0 /5 Latest Reviews Call BookMore Details
Lighthouse Hotel 902 Whitehead St., Key West, FL 33040 Call
  • Pool details: Heated outdoor pool. Hours: Dawn to Dusk.
  • Midscale Downtown hotel
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
La Concha Key West in Key West 430 Duval St., Key West, FL 33040 Call
  • Pool in hotel: 10am-Sunset
  • High end Resort property
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From$250
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Havana Cabana at Key West 3420 North Roosevelt Blvd., Key West, FL 33040 Call
  • Pool details: We have the largest freshwater pool in Key West. It is open from 10AM - 11PM. The pool is heated.
  • Affordable Oceanfront hotel
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From$219
Very good 4.0 /5 Latest Reviews Call BookMore Details
Doubletree Resort by Hilton Hotel Grand Key Key West - Key West 3990 South Roosevelt Blvd., Key West, FL 33040 Call
  • Has swimming pool: Outdoor pool open from 8:00am - 8pm, daily
  • Three Star Resort hotel
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From$129
Very good 4.0 /5 Latest Reviews Call BookMore Details
Blue Flamingo Key West (Former 24north) : 3820 B North Roosevelt Blvd. 3820 B North Roosevelt Blvd., Key West, FL 33040 Call
  • Includes a pool: Swimming Pool (07:00-22:00, outdoor) Number of pools (2) Pool sun loungers Pool umbrellas Hot tub/jacuzzi (nearby)
  • Four star Resort property
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From$225
Average 3.0 /5 Reviews Call BookMore Details
The Gates Hotel Key West Newly Renovated in Key West 3820 a North Roosevelt Blvd., Key West, FL 33040 Call
  • Includes a pool: 2 Outdoor Pools and Pool Bar
  • Four star Oceanfront property
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From$175
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Key West / The Keys Collection : 3850 North Roosevelt Blvd. 3850 North Roosevelt Blvd., Key West, FL 33040 Call
  • Includes a pool: Outdoor pool
  • Mid-scale Resort hotel
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From$199
Very good 4.0 /5 Recent Reviews Call BookMore Details
The Perry Hotel & Marina Key West 7001 Shrimp Rd., Key West, FL 33040 Call
  • Includes a pool: Two waterfront pools, one is open daily from 7am-9pm, the other from 11am-8pm.
  • 4-star Oceanfront hotel
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From$109
Very good 4.0 /5 Latest Reviews Call BookMore Details
Oceans Edge Key West Resort Hotel & Marina 5950 Peninsular Ave., Key West, FL 33040 Call
  • 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
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From$159
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Lunara Bay in Key West 12 Andrea Ln, Key West, FL 33040 Call
  • Pool available: Each individual home has it's own private pool
  • Luxury Five Star Oceanfront property
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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 Call
  • Pool in hotel
  • Luxury 5-star Oceanfront property
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From$229
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Hibiscus Motel 1313 Simonton St., Key West, FL 33040 Call
  • Has swimming pool
  • Cheap property
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From$60
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt Vacation Club at Sunset Harbor Key West : 200 Sunset Ln 200 Sunset Ln, Key West, FL 33040 Call
  • Has swimming pool
  • 4 star property
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From$160
Very good 4.0 /5 Guest Reviews Call BookMore Details
Ocean Key Resort & Spa in Key West Zero Duval St., Key West, FL 33040 Call
  • Our hotel comes with a pool
  • High-end Resort hotel
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From$282
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hyatt Windward Pointe - Key West 3675 South Roosevelt Blvd., Key West, FL 33040 Call
  • Includes a swimming pool
  • Four-star Oceanfront property
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From$125
Very good 4.5 /5 Recent Reviews Call BookMore Details
Hampton Inn Key West FL in Key West 3755 South Roosevelt Blvd., Key West, FL 33040 Call
  • With a pool!
  • Three Star Oceanfront property
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From$80
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Faro Blanco Resort Marathon Florida Keys Curio by Hilton 1996 Overseas Highway, Marathon, FL 33050 Call ~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 hotel
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From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Faro Blanco Resort 2146 Overseas Highway, Marathon, FL 33050 Call ~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 property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
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