Fleming Key Hotels with Pools - Outdoor/Indoor Pools in Fleming Key FL

Fleming Key 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 Fleming Key, FL for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Fleming Key Florida hotel and motel rooms for children. Review the list of Fleming Key hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
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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
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~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.
  • Four-star Resort property
More Photos Photo of Parrot Key Hotel & Villas Pool
From$360 total
Very Good 4.5 /5 Recent Reviews Call BookMore Details
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Fairfield Inn & Suites Key West 2400 North Roosevelt Blvd., Key West, FL 33040
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~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
More Photos Pool image of Fairfield Inn & Suites Key West
From$166 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Key West at the Keys Collectio 3852 North Roosevelt Blvd., Key West, FL 33040
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~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 hotel
More Photos Pool image of Fairfield Inn & Suites by Marriott Key West at the Keys Collectio
From$96 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Havana Cabana at Key West in Key West 3420 North Roosevelt Blvd., Key West, FL 33040
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~0.66 miles east of Fleming Key
  • Pool in hotel: We have the largest freshwater pool in Key West. It is open from 10AM - 11PM. The pool is heated.
  • Midscale Oceanfront hotel
More Photos Photo of Havana Cabana at Key West Pool
From$262 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Blue Flamingo Key West (Former 24north) - Key West 3820 B North Roosevelt Blvd., Key West, FL 33040
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~1.08 miles east of Fleming Key
  • Includes a pool: Swimming Pool (07:00-22:00, outdoor) Number of pools (2) Pool sun loungers Pool umbrellas Hot tub/jacuzzi (nearby)
  • High-end Resort property
More Photos Pool image of Blue Flamingo Key West (Former 24north)
From$270 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Gates Hotel Key West Newly Renovated 3820 a North Roosevelt Blvd., Key West, FL 33040
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~1.12 miles east of Fleming Key
  • Pool details: 2 Outdoor Pools and Pool Bar
  • High end Oceanfront hotel
More Photos Swimming pool at The Gates Hotel Key West Newly Renovated
From$210 total
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Key West / The Keys Collection - Key West 3850 North Roosevelt Blvd., Key West, FL 33040
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~1.22 miles east of Fleming Key
  • Pool in hotel: 4 outdoor swimming pools, each with their own adjacent pool bar
  • 3-star Resort hotel
More Photos Pool image of Hilton Garden Inn Key West / The Keys Collection
From$238 total
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
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~1.48 miles east of Fleming Key
  • Includes a pool: Outdoor pool open from 8:00am - 8pm, daily
  • Affordable Resort property
More Photos Swimming pool at Doubletree Resort by Hilton Hotel Grand Key Key West
From$154 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Ella's Cottages Key West Historic Inns 811 Simonton St., Key West, FL 33040
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~2.06 miles southwest of Fleming Key
  • Pool details: Outdoor dipping pool in the courtyard is open from dawn to dusk. 8am-10pm
  • Economy Downtown property
More Photos Swimming pool at Ella's Cottages Key West Historic Inns
From$154 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Perry Hotel & Marina Key West - Key West 7001 Shrimp Rd., Key West, FL 33040
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~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.
  • Four-star Oceanfront hotel
More Photos Photo of The Perry Hotel & Marina Key West Pool
From$130 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Reach Key West Curio Collection by Hilton 1435 Simonton St., Key West, FL 33040
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~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
  • 4-star Oceanfront hotel
More Photos Photo of The Reach Key West Curio Collection by Hilton Pool
From$118 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Southernmost Beach Resort & Guesthouses : 1319 Duval St. 1319 Duval St., Key West, FL 33040
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~2.17 miles southwest of Fleming Key
  • Pool in hotel: 3 pools; 1 pool adults only and 2 family friendly pools.
  • Midscale Beach hotel
More Photos Photo of Southernmost Beach Resort & Guesthouses Pool
From$238 total
Average 3.0 /5 Review Score Call BookMore Details
La Concha Key West 430 Duval St., Key West, FL 33040
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~2.20 miles west of Fleming Key
  • Pool details: 10am-Sunset
  • Four-star Resort hotel
More Photos Pool image of La Concha Key West
From$300 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
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Lighthouse Hotel 902 Whitehead St., Key West, FL 33040
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~2.27 miles southwest of Fleming Key
  • Pool details: Heated outdoor pool. Hours: Dawn to Dusk.
  • Three Star Downtown property
More Photos Swimming pool at Lighthouse Hotel
From$96 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Key West Resort & Marina in Key West 5950 Peninsular Ave., Key West, FL 33040
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~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.
  • Four-star Oceanfront hotel
More Photos Pool image of Hilton Key West Resort & Marina
From$190 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
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Lunara Bay - Key West 12 Andrea Ln, Key West, FL 33040
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~2.74 miles east of Fleming Key
  • Has swimming pool: Each individual home has it's own private pool
  • Luxurious Five Star Oceanfront property
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From$240 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hyatt Vacation Club at Windward Pointe 3675 South Roosevelt Blvd., Key West, FL 33040
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~1.77 miles southeast of Fleming Key
  • Includes a swimming pool
  • 4 star Oceanfront property
More Photos Photo of Hyatt Vacation Club at Windward Pointe Pool
From$150 total
Very Good 4.5 /5 Read Reviews Call BookMore Details
Hampton Inn Key West FL : 3755 South Roosevelt Blvd. 3755 South Roosevelt Blvd., Key West, FL 33040
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~1.84 miles southeast of Fleming Key
  • Our hotel comes with a pool
  • Midscale Oceanfront property
More Photos Swimming pool at Hampton Inn Key West FL
From$96 total
Very Good 4.0 /5 Reviews Call BookMore Details
Casa Marina Key West, Curio Collection by Hilton in Key West 1500 Reynolds St., Key West, FL 33040
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~1.97 miles southwest of Fleming Key
  • We have a pool
  • Luxurious 5 Star Oceanfront hotel
More Photos Swimming pool at Casa Marina Key West, Curio Collection by Hilton
From$274 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Hibiscus Motel - Key West 1313 Simonton St., Key West, FL 33040
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~2.10 miles southwest of Fleming Key
  • Includes a swimming pool
  • Economy hotel
More Photos Swimming pool at Best Western Hibiscus Motel
From$72 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Ocean Key Resort & Spa in Key West Zero Duval St., Key West, FL 33040
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~2.29 miles west of Fleming Key
  • Has a pool!
  • High-end Resort hotel
More Photos Pool image of Ocean Key Resort & Spa
From$338 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt Vacation Club at Sunset Harbor Key West in Key West 200 Sunset Ln, Key West, FL 33040
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~2.32 miles west of Fleming Key
  • Has a pool!
  • 4-star hotel
More Photos Swimming pool at Hyatt Vacation Club at Sunset Harbor Key West
From$192 total
Very Good 4.0 /5 Reviews Call BookMore Details
Faro Blanco Resort Marathon Florida Keys Curio by Hilton - Marathon 1996 Overseas Highway, Marathon, FL 33050
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~42.96 miles east of Fleming Key
  • Pool in hotel: Faro Blanco Resort Marathon Florida Keys, Curio by Hilton Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • Expensive Oceanfront property
More Photos Photo of Faro Blanco Resort Marathon Florida Keys Curio by Hilton Pool
From$150 total
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Faro Blanco Resort - Marathon 2146 Overseas Highway, Marathon, FL 33050
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~43.07 miles east of Fleming Key
  • Pool in hotel: Two onsite waterfront pools including an infinity pool edge overlooking the beautifully clear ocean. Two additional pools available at adjacent Faro Blanco Resort.
  • Mid-scale Resort hotel
More Photos Pool image of Courtyard by Marriott Faro Blanco Resort
From$96 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Banana Bay Resort & Marina - Marathon 4590 Overseas Highway, Marathon, FL 33050
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~44.30 miles east of Fleming Key
  • Pool details: 8AM-10PM We have one of the biggest outdoor pools in Marathon.
  • 3 star Rural hotel
More Photos Photo of Banana Bay Resort & Marina Pool
From$96 total
Average 3.0 /5 Review Score Call BookMore Details

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