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Fleming Key Hotels with Outdoor or Indoor Pools

Parrot Key Hotel & Villas - Key West 2801 North Roosevelt Blvd., Key West, FL 33040 ~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.
  • High-end Resort property
From$300
Very Good 4.5 /5 Guest 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.
  • Affordable Suburban property
From$139
Very Good 4.0 /5 Guest Reviews 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
  • 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$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Blue Flamingo Key West (Former 24north) in Key West 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., Key West, FL 33040 ~1.12 miles east of Fleming Key
  • Includes a pool: 2 Outdoor Pools and Pool Bar
  • High-end Oceanfront hotel
From$175
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Key West / The Keys Collection in Key West 3850 North Roosevelt Blvd., Key West, FL 33040 ~1.22 miles east of Fleming Key
  • Pool available: Outdoor pool
  • 3 star Resort hotel
From$199
Very Good 4.0 /5 Read Reviews 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
  • Pool available: Outdoor pool open from 8:00am - 8pm, daily
  • Three Star Resort hotel
From$129
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Perry Hotel & Marina Key West 7001 Shrimp Rd., Key West, FL 33040 Website ~2.09 miles east of Fleming Key
  • Pool available: Two waterfront pools, one is open daily from 7am-9pm, the other from 11am-8pm.
  • High end Oceanfront property
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Reach Key West Curio Collection by Hilton 1435 Simonton St., Key West, FL 33040 ~2.11 miles southwest of Fleming Key
  • Includes a pool: Grab a drink and relax by our sparkling pool with beautiful ocean views. Cabanas Relax under a shaded cabana with a drink and a snack from our bar and watch the day go by. Our cabanas feature: A dedicated pool and beach attendant (9 am – 5 pm) Fresh seasonal fruit platter Fully stocked mini fridge with soft beverages and water A flat-screen TV with Direct TV Ceiling Fan Curtains for privacy Comfortable seating for six people A security safe for personal items
  • High end Oceanfront property
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
La Concha Key West in Key West 430 Duval St., Key West, FL 33040 ~2.20 miles west of Fleming Key
  • Pool in hotel: 10am-Sunset
  • 4 star Resort property
From$250
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Lighthouse Hotel 902 Whitehead St., Key West, FL 33040 ~2.27 miles southwest of Fleming Key
  • Pool in hotel: Heated outdoor pool. Hours: Dawn to Dusk.
  • 3 star Downtown hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Oceans Edge Key West Resort Hotel & Marina 5950 Peninsular Ave., Key West, FL 33040 ~2.74 miles east of Fleming Key
  • Pool details: There are 6 pools, 3 closest to the bar/restaurant remain open until 9:00 PM. Poolside food/beverage service available.
  • High-end Oceanfront hotel
From$159
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Lunara Bay - 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
  • Luxury 5-star Oceanfront hotel
From$200
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Key West FL - Key West 3755 South Roosevelt Blvd., Key West, FL 33040 ~1.84 miles southeast of Fleming Key
  • With a pool!
  • Three Star Oceanfront hotel
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Casa Marina Key West Curio Collection by Hilton - Key West 1500 Reynolds St., Key West, FL 33040 ~1.97 miles southwest of Fleming Key
  • Has a pool!
  • Luxury 5 star Oceanfront property
From$229
Average 3.0 /5 Latest Reviews Call BookMore Details
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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 hotel
From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Ocean Key Resort & Spa : Zero Duval St. Zero Duval St., Key West, FL 33040 ~2.29 miles west of Fleming Key
  • Has a pool!
  • Four-star Resort property
From$282
Very Good 4.0 /5 Hotel 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 in hotel: Faro Blanco Resort and Yacht Club Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • Expensive Oceanfront property
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 ~42.96 miles east of Fleming Key
  • Includes a pool: Faro Blanco Resort Marathon Florida Keys, Curio by Hilton 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
Courtyard by Marriott Faro Blanco Resort 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.
  • Affordable Resort hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Banana Bay Resort & Marina 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.
  • Mid-scale Rural hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details

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