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
  • 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 hotel
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites Key West : 2400 North Roosevelt Blvd. 2400 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.
  • Affordable Suburban hotel
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From$139
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Parrot Key Hotel & Villas 2801 North Roosevelt Blvd., Key West, FL 33040 Call
  • Has swimming 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 property
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From$300
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Southernmost Beach Resort & Guesthouses in Key West 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 hotel
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From$199
Average 3.0 /5 Review Score Call BookMore Details
Lighthouse Hotel - Key West 902 Whitehead St., Key West, FL 33040 Call
  • Pool in hotel: Heated outdoor pool. Hours: Dawn to Dusk.
  • Midscale Downtown property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
La Concha Key West 430 Duval St., Key West, FL 33040 Call
  • Pool details: 10am-Sunset
  • Expensive Resort hotel
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From$250
Very Good 4.0 /5 Reviews Call BookMore Details
Doubletree Resort by Hilton Hotel Grand Key Key West 3990 South Roosevelt Blvd., Key West, FL 33040 Call
  • Pool details: Outdoor pool open from 8:00am - 8pm, daily
  • Midscale Resort property
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From$129
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Blue Flamingo Key West (Former 24north) 3820 B North Roosevelt Blvd., Key West, FL 33040 Call
  • Pool in hotel: Swimming Pool (07:00-22:00, outdoor) Number of pools (2) Pool sun loungers Pool umbrellas Hot tub/jacuzzi (nearby)
  • Expensive Resort property
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From$225
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Gates Hotel Key West Newly Renovated in Key West 3820 a North Roosevelt Blvd., Key West, FL 33040 Call
  • Pool in hotel: 2 Outdoor Pools and Pool Bar
  • Four-star Oceanfront property
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From$175
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Key West / The Keys Collection : 3850 North Roosevelt Blvd. 3850 North Roosevelt Blvd., Key West, FL 33040 Call
  • Pool in hotel: Outdoor pool
  • Mid-scale Resort hotel
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From$199
Very Good 4.0 /5 Latest Reviews Call BookMore Details
The Perry Hotel & Marina Key West : 7001 Shrimp Rd. 7001 Shrimp Rd., Key West, FL 33040 Call
  • Pool available: Two waterfront pools, one is open daily from 7am-9pm, the other from 11am-8pm.
  • Four star Oceanfront hotel
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From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Oceans Edge Key West Resort Hotel & Marina 5950 Peninsular Ave., Key West, FL 33040 Call
  • Has swimming pool: There are 6 pools, 3 closest to the bar/restaurant remain open until 9:00 PM. Poolside food/beverage service available.
  • Four star Oceanfront property
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From$159
Very Good 4.0 /5 Reviews Call BookMore Details
Lunara Bay 12 Andrea Ln, Key West, FL 33040 Call
  • Pool available: Each individual home has it's own private pool
  • Luxurious Five Star Oceanfront hotel
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From$200
Average 3.0 /5 Latest Reviews Call BookMore Details
Casa Marina Key West, Curio Collection by Hilton in Key West 1500 Reynolds St., Key West, FL 33040 Call
  • With a pool!
  • Luxury 5 star Oceanfront property
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From$229
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Hibiscus Motel 1313 Simonton St., Key West, FL 33040 Call
  • Includes a swimming pool
  • Cheap property
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From$60
Very Good 4.0 /5 Reviews Call BookMore Details
Ocean Key Resort & Spa Zero Duval St., Key West, FL 33040 Call
  • Includes a swimming pool
  • High end Resort property
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From$282
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Key West FL : 3755 South Roosevelt Blvd. 3755 South Roosevelt Blvd., Key West, FL 33040 Call
  • Pool in hotel
  • Affordable Oceanfront hotel
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From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Faro Blanco Resort & Yacht Club Marathon Curio by Hilton Faro Blanco Resort Marathon Florida Keys Curio By, Marathon, FL 33050 Call ~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
  • Four-star Oceanfront hotel
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From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
Faro Blanco Resort Marathon Florida Keys Curio by Hilton : 1996 Overseas Highway 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
  • 4-star Oceanfront property
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From$125
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Faro Blanco Resort : 2146 Overseas Highway 2146 Overseas Highway, Marathon, FL 33050 Call ~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.
  • Midscale Resort hotel
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From$80
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