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Fleming Key Hotels with Outdoor or Indoor Pools

Parrot Key Hotel & Villas 2801 North Roosevelt Blvd., Key West, FL 33040 ~0.36 miles south of Fleming Key
  • 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.
  • High-end Resort property
From$300
Very Good 4.5 /5 Latest Reviews Call BookMore Details
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Fairfield Inn & Suites Key West - Key West 2400 North Roosevelt Blvd., Key West, FL 33040 ~0.62 miles south of Fleming Key
  • 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$139
Very Good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Key West at the Keys Collectio 3852 North Roosevelt Blvd., Key West, FL 33040 ~0.64 miles south of Fleming Key
  • 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.
  • Mid-scale Suburban hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Blue Flamingo Key West (Former 24north) 3820 B North Roosevelt Blvd., Key West, FL 33040 ~1.08 miles east of Fleming Key
  • Pool details: Outdoor
  • 4-star Resort property
From$225
Average 3.0 /5 Read 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 ~1.12 miles east of Fleming Key
  • Pool in hotel: 2 Outdoor Pools and Pool Bar
  • 4-star Oceanfront property
From$175
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Key West / The Keys Collection 3850 North Roosevelt Blvd., Key West, FL 33040 ~1.22 miles east of Fleming Key
  • Includes a pool: Outdoor pool
  • Three Star Resort hotel
From$199
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Doubletree Resort by Hilton Hotel Grand Key Key West in Key West 3990 South Roosevelt Blvd., Key West, FL 33040 ~1.48 miles east of Fleming Key
  • 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
The Perry Hotel & Marina Key West 7001 Shrimp Rd., Key West, FL 33040 ~2.09 miles east of Fleming Key
  • Pool details: Two waterfront pools, one is open daily from 7am-9pm, the other from 11am-8pm.
  • Four star Oceanfront hotel
From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Southernmost Beach Resort & Guesthouses 1319 Duval St., Key West, FL 33040 ~2.17 miles southwest of Fleming Key
  • Pool available: 3 pools; 1 pool adults only and 2 family friendly pools.
  • 3 star Beach hotel
From$199
Average 3.0 /5 Review Score Call BookMore Details
La Concha Key West 430 Duval St., Key West, FL 33040 ~2.20 miles west of Fleming Key
  • Pool available: 10am-Sunset
  • High end Resort property
From$250
Very Good 4.0 /5 Reviews Call BookMore Details
Lighthouse Hotel 902 Whitehead St., Key West, FL 33040 ~2.27 miles southwest of Fleming Key
  • Pool available: Heated outdoor pool. Hours: Dawn to Dusk.
  • Affordable Downtown property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Oceans Edge Key West Resort Hotel & Marina in Key West 5950 Peninsular Ave., Key West, FL 33040 ~2.74 miles east of Fleming Key
  • Pool available: There are 6 pools, 3 closest to the bar/restaurant remain open until 9:00 PM. Poolside food/beverage service available.
  • Expensive Oceanfront hotel
From$159
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Lunara Bay 12 Andrea Ln, Key West, FL 33040 ~2.74 miles east of Fleming Key
  • Pool available: Each individual home has it's own private pool
  • Luxurious 5 Star Oceanfront property
From$200
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Key West FL 3755 South Roosevelt Blvd., Key West, FL 33040 ~1.84 miles southeast of Fleming Key
  • Includes a pool
  • 3 star Oceanfront property
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Casa Marina Key West, Curio Collection by Hilton in Key West 1500 Reynolds St., Key West, FL 33040 ~1.97 miles southwest of Fleming Key
  • Pool in hotel
  • Luxurious 5 Star Oceanfront hotel
From$229
Average 3.0 /5 Review Score Call BookMore Details
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Best Western Hibiscus Motel : 1313 Simonton St. 1313 Simonton St., Key West, FL 33040 ~2.10 miles southwest of Fleming Key
  • Has swimming pool
  • Cheap hotel
From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Ocean Key Resort & Spa Zero Duval St., Key West, FL 33040 ~2.29 miles west of Fleming Key
  • We have a pool ready for use
  • High end Resort hotel
From$282
Very Good 4.0 /5 Reviews Call BookMore Details
Faro Blanco Resort & Yacht Club Marathon Curio by Hilton Faro Blanco Resort Marathon Florida Keys Curio By, Marathon, FL 33050 ~42.93 miles east of Fleming Key
  • Pool details: Faro Blanco Resort and Yacht Club Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • Four-star Oceanfront property
From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
Faro Blanco Resort Marathon Florida Keys Curio by Hilton in Marathon 1996 Overseas Highway, Marathon, FL 33050 ~42.96 miles east of Fleming Key
  • Has swimming pool: Faro Blanco Resort Marathon Florida Keys, Curio by Hilton Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • High end Oceanfront hotel
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 ~43.07 miles east of Fleming Key
  • 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 property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Banana Bay Resort & Marina in Marathon 4590 Overseas Highway, Marathon, FL 33050 ~44.30 miles east of Fleming Key
  • Has swimming pool: 8AM-10PM We have one of the biggest outdoor pools in Marathon.
  • Affordable Rural hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details

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