Fleming Key Hotels with Outdoor or Indoor Pools

Parrot Key Hotel & Villas - Key West 2801 North Roosevelt Blvd., Key West, FL 33040 Call ~0.36 miles south of Fleming Key
  • 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.
  • 4 star Resort hotel
From$300
Very Good 4.5 /5 Reviews Call BookMore Details
Fairfield Inn & Suites Key West 2400 North Roosevelt Blvd., Key West, FL 33040 Call ~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.
  • Three Star Suburban hotel
From$139
Very Good 4.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Key West at the Keys Collectio - Key West 3852 North Roosevelt, Key West, FL 33040 Call ~0.64 miles south of Fleming Key
  • 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 property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Blue Flamingo Key West (Former 24north) in Key West 3820 B North Roosevelt Blvd., Key West, FL 33040 Call ~1.08 miles east of Fleming Key
  • Pool available: Outdoor
  • Four-star Resort hotel
From$225
Average 3.0 /5 Guest Reviews Call BookMore Details
The Gates Hotel Key West Newly Renovated - Key West 3820 a North Roosevelt Blvd., Key West, FL 33040 Call ~1.12 miles east of Fleming Key
  • Includes a pool: 2 Outdoor Pools and Pool Bar
  • High-end Oceanfront property
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 Call ~1.22 miles east of Fleming Key
  • Includes a pool: Outdoor pool
  • Midscale Resort hotel
From$199
Very Good 4.0 /5 Reviews Call BookMore Details
Doubletree Resort by Hilton Hotel Grand Key Key West : 3990 South Roosevelt Blvd. 3990 South Roosevelt Blvd., Key West, FL 33040 Call ~1.48 miles east of Fleming Key
  • Pool available: Outdoor pool open from 8:00am - 8pm, daily
  • Midscale Resort hotel
From$129
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Perry Hotel & Marina Key West 7001 Shrimp Rd., Key West, FL 33040 Call ~2.09 miles east of Fleming Key
  • Includes a pool: Two waterfront pools, one is open daily from 7am-9pm, the other from 11am-8pm.
  • 4 star Oceanfront property
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
La Concha Key West 430 Duval St., Key West, FL 33040 Call ~2.20 miles west of Fleming Key
  • Includes a pool: 10am-Sunset
  • 4-star Resort property
From$250
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Lighthouse Hotel 902 Whitehead St., Key West, FL 33040 Call ~2.27 miles southwest of Fleming Key
  • Pool details: Heated outdoor pool. Hours: Dawn to Dusk.
  • Mid-scale Downtown property
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 Call ~2.74 miles east of Fleming Key
  • Pool in hotel: 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 Guest Reviews Call BookMore Details
Lunara Bay : 12 Andrea Ln 12 Andrea Ln, Key West, FL 33040 Call ~2.74 miles east of Fleming Key
  • Pool details: Each individual home has it's own private pool
  • Luxurious 5-star Oceanfront property
From$200
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Key West FL 3755 South Roosevelt Blvd., Key West, FL 33040 Call ~1.84 miles southeast of Fleming Key
  • We have a pool ready for use
  • 3-star Oceanfront property
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 Call ~1.97 miles southwest of Fleming Key
  • Includes a swimming pool
  • Luxury 5 star Oceanfront hotel
From$229
Average 3.0 /5 Review Score Call BookMore Details
Best Western Hibiscus Motel in Key West 1313 Simonton St., Key West, FL 33040 Call ~2.10 miles southwest of Fleming Key
  • We have a pool ready for use
  • Cheap hotel
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Ocean Key Resort & Spa : Zero Duval St. Zero Duval St., Key West, FL 33040 Call ~2.29 miles west of Fleming Key
  • We have a pool ready for use
  • Four-star Resort property
From$282
Very Good 4.0 /5 Recent 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 ~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
  • Expensive Oceanfront hotel
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 Call ~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
  • 4-star Oceanfront property
From$125
Average 3.0 /5 Reviews Call BookMore Details
Banana Bay Resort & Marina : 4590 Overseas Highway 4590 Overseas Highway, Marathon, FL 33050 Call ~44.30 miles east of Fleming Key
  • Has swimming pool: 8AM-10PM We have one of the biggest outdoor pools in Marathon.
  • Three Star Rural property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
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