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Fleming Key Hotels with Outdoor or Indoor Pools

Parrot Key Hotel & Villas : 2801 North Roosevelt Blvd. 2801 North Roosevelt Blvd., Key West, FL 33040 ~0.36 miles south of Fleming Key
  • Pool in hotel: 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 Read Reviews Call BookMore Details
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Fairfield Inn & Suites Key West 2400 North Roosevelt Blvd., Key West, FL 33040 ~0.62 miles south of Fleming Key
  • 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.
  • Mid-scale Suburban hotel
From$139
Very Good 4.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Key West at the Keys Collectio : 3852 North Roosevelt 3852 North Roosevelt, Key West, FL 33040 ~0.64 miles south of Fleming Key
  • 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$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Blue Flamingo Key West (Former 24north) : 3820 B North Roosevelt Blvd. 3820 B North Roosevelt Blvd., Key West, FL 33040 ~1.08 miles east of Fleming Key
  • Pool available: Outdoor
  • Expensive Resort property
From$225
Average 3.0 /5 Recent Reviews Call BookMore Details
The Gates Hotel Key West Newly Renovated 3820 a North Roosevelt Blvd., Key West, FL 33040 ~1.12 miles east of Fleming Key
  • Pool available: 2 Outdoor Pools and Pool Bar
  • High end Oceanfront property
From$175
Average 3.0 /5 Latest 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
  • Pool available: Outdoor pool
  • Midscale Resort hotel
From$199
Very Good 4.0 /5 Review Score Call BookMore Details
Doubletree Resort by Hilton Hotel Grand Key Key West 3990 South Roosevelt Blvd., Key West, FL 33040 ~1.48 miles east of Fleming Key
  • Has swimming pool: Outdoor pool open from 8:00am - 8pm, daily
  • Affordable Resort property
From$129
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 ~2.09 miles east of Fleming Key
  • Has swimming pool: 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 Review Score Call BookMore Details
La Concha Key West : 430 Duval St. 430 Duval St., Key West, FL 33040 ~2.20 miles west of Fleming Key
  • Includes a pool: 10am-Sunset
  • 4-star Resort hotel
From$250
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Lighthouse Hotel in Key West 902 Whitehead St., Key West, FL 33040 ~2.27 miles southwest of Fleming Key
  • Has swimming pool: Heated outdoor pool. Hours: Dawn to Dusk.
  • Mid-scale Downtown hotel
From$80
Average 3.0 /5 Review Score 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
  • Has swimming pool: There are 6 pools, 3 closest to the bar/restaurant remain open until 9:00 PM. Poolside food/beverage service available.
  • 4 star Oceanfront property
From$159
Very Good 4.0 /5 Review Score Call BookMore Details
Lunara Bay in Key West 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 hotel
From$200
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Key West FL in Key West 3755 South Roosevelt Blvd., Key West, FL 33040 ~1.84 miles southeast of Fleming Key
  • Has swimming pool
  • Three Star Oceanfront hotel
From$80
Very Good 4.0 /5 Hotel 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
  • Has a pool!
  • Luxurious 5 Star Oceanfront hotel
From$229
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Hibiscus Motel 1313 Simonton St., Key West, FL 33040 ~2.10 miles southwest of Fleming Key
  • We have a pool ready for use
  • Low priced property
From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
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Ocean Key Resort & Spa Zero Duval St., Key West, FL 33040 ~2.29 miles west of Fleming Key
  • Pool in hotel
  • Four-star Resort hotel
From$282
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Faro Blanco Resort & Yacht Club Marathon Curio by Hilton - Marathon Faro Blanco Resort Marathon Florida Keys Curio By, Marathon, FL 33050 ~42.93 miles east of Fleming Key
  • Pool available: Faro Blanco Resort and Yacht Club Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • 4-star Oceanfront property
From$125
Average 3.0 /5 Reviews Call BookMore Details
Faro Blanco Resort Marathon Florida Keys Curio by Hilton 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 Read Reviews Call BookMore Details
Banana Bay Resort & Marina 4590 Overseas Highway, Marathon, FL 33050 ~44.30 miles east of Fleming Key
  • Pool in hotel: 8AM-10PM We have one of the biggest outdoor pools in Marathon.
  • Midscale Rural hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details

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