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 : 2801 North Roosevelt Blvd. 2801 North Roosevelt Blvd., Key West, FL 33040
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~0.36 miles south of Fleming Key
  • Pool available: 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 property
More Photos Photo of Parrot Key Hotel & Villas Pool
From$360 total
Very Good 4.5 /5 Read Reviews Call BookMore Details
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Fairfield Inn & Suites Key West in Key West 2400 North Roosevelt Blvd., Key West, FL 33040
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~0.62 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.
  • Three Star Suburban property
More Photos Pool image of Fairfield Inn & Suites Key West
From$166 total
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. 3852 North Roosevelt Blvd., Key West, FL 33040
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~0.64 miles south of Fleming Key
  • Pool in hotel: 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 Swimming pool at Fairfield Inn & Suites by Marriott Key West at the Keys Collectio
From$96 total
Average 3.0 /5 Guest 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
  • Has swimming pool: We have the largest freshwater pool in Key West. It is open from 10AM - 11PM. The pool is heated.
  • 3-star Oceanfront property
More Photos Swimming pool at Havana Cabana at Key West
From$262 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Blue Flamingo Key West (Former 24north) : 3820 B North Roosevelt Blvd. 3820 B North Roosevelt Blvd., Key West, FL 33040
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~1.08 miles east of Fleming Key
  • Pool in hotel: Swimming Pool (07:00-22:00, outdoor) Number of pools (2) Pool sun loungers Pool umbrellas Hot tub/jacuzzi (nearby)
  • High end Resort hotel
More Photos Pool image of Blue Flamingo Key West (Former 24north)
From$270 total
Average 3.0 /5 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
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~1.12 miles east of Fleming Key
  • Includes a pool: 2 Outdoor Pools and Pool Bar
  • 4 star Oceanfront hotel
More Photos Swimming pool at The Gates Hotel Key West Newly Renovated
From$210 total
Average 3.0 /5 Guest 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 details: 4 outdoor swimming pools, each with their own adjacent pool bar
  • Mid-scale Resort hotel
More Photos Photo of Hilton Garden Inn Key West / The Keys Collection Pool
From$238 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Doubletree Resort by Hilton Hotel Grand Key Key West in Key West 3990 South Roosevelt Blvd., Key West, FL 33040
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~1.48 miles east of Fleming Key
  • Pool available: Outdoor pool open from 8:00am - 8pm, daily
  • Midscale Resort hotel
More Photos Swimming pool at Doubletree Resort by Hilton Hotel Grand Key Key West
From$154 total
Very Good 4.0 /5 Reviews Call BookMore Details
Ella's Cottages Key West Historic Inns in Key West 811 Simonton St., Key West, FL 33040
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~2.06 miles southwest of Fleming Key
  • Pool in hotel: 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 Guest Reviews Call BookMore Details
The Perry Hotel & Marina Key West in Key West 7001 Shrimp Rd., Key West, FL 33040
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~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.
  • Expensive Oceanfront property
More Photos Photo of The Perry Hotel & Marina Key West Pool
From$130 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Southernmost Beach Resort & Guesthouses 1319 Duval St., Key West, FL 33040
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~2.17 miles southwest of Fleming Key
  • Includes a pool: 3 pools; 1 pool adults only and 2 family friendly pools.
  • Mid-scale Beach hotel
More Photos Swimming pool at Southernmost Beach Resort & Guesthouses
From$238 total
Average 3.0 /5 Guest Reviews 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
  • High end Resort property
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From$300 total
Very Good 4.0 /5 Reviews Call BookMore Details
Lighthouse Hotel in Key West 902 Whitehead St., Key West, FL 33040
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~2.27 miles southwest of Fleming Key
  • Has swimming pool: Heated outdoor pool. Hours: Dawn to Dusk.
  • Three Star Downtown property
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From$96 total
Average 3.0 /5 Review Score Call BookMore Details
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Hilton Key West Resort & Marina : 5950 Peninsular Ave. 5950 Peninsular Ave., Key West, FL 33040
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~2.74 miles east of Fleming Key
  • Includes a 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$150 total
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Lunara Bay in 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 5-star Oceanfront hotel
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From$240 total
Average 3.0 /5 Reviews Call BookMore Details
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Beachside Resort & Residences : 3841 North Roosevelt Blvd. 3841 North Roosevelt Blvd., Key West, FL 33040
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~1.27 miles east of Fleming Key
  • Has swimming pool
  • High end Oceanfront property
More Photos Photo of Beachside Resort & Residences Pool
From$214 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hyatt Vacation Club at Windward Pointe - Key West 3675 South Roosevelt Blvd., Key West, FL 33040
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~1.77 miles southeast of Fleming Key
  • Includes a swimming pool
  • High end Oceanfront hotel
More Photos Photo of Hyatt Vacation Club at Windward Pointe Pool
From$150 total
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Hampton Inn Key West FL - Key West 3755 South Roosevelt Blvd., Key West, FL 33040
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~1.84 miles southeast of Fleming Key
  • Includes a swimming pool
  • Affordable Oceanfront hotel
More Photos Pool image of Hampton Inn Key West FL
From$96 total
Very Good 4.0 /5 Guest 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 Photo of Casa Marina Key West, Curio Collection by Hilton Pool
From$274 total
Average 3.0 /5 Read Reviews Call BookMore Details
Paradise Inn Key West Adults Only : 819 Simonton St. 819 Simonton St., Key West, FL 33040
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~2.06 miles southwest of Fleming Key
  • Has a pool!
  • 3-star Downtown property
More Photos Pool image of Paradise Inn Key West Adults Only
From$178 total
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Hibiscus Motel : 1313 Simonton St. 1313 Simonton St., Key West, FL 33040
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~2.10 miles southwest of Fleming Key
  • Includes a pool
  • Inexpensive property
More Photos Pool image of Best Western Hibiscus Motel
From$72 total
Very Good 4.0 /5 Review Score Call BookMore Details
Ocean Key Resort & Spa : Zero Duval St. Zero Duval St., Key West, FL 33040
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~2.29 miles west of Fleming Key
  • We have a pool ready for use
  • 4-star Resort hotel
More Photos Swimming pool at Ocean Key Resort & Spa
From$338 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Isla Bella Beach Resort & Spa - Marathon 1 Knights Key Blvd., Marathon, FL 33050
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~41.90 miles east of Fleming Key
  • Has swimming pool: 5 Outdoor pools, chilled in the summer and heated in the winter. Pool bar offering refreshing drinks and light fare. Shoreline is almost a mile long, lounge chairs, umbrellas and cold drinks at the beach bar.
  • Expensive Oceanfront property
More Photos Photo of Isla Bella Beach Resort & Spa Pool
From$154 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Faro Blanco Resort Marathon Florida Keys Curio by Hilton in Marathon 1996 Overseas Highway, Marathon, FL 33050
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~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
  • Expensive Oceanfront property
More Photos Photo of Faro Blanco Resort Marathon Florida Keys Curio by Hilton Pool
From$150 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Faro Blanco Resort 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.
  • 3 star Resort property
More Photos Pool image of Courtyard by Marriott Faro Blanco Resort
From$96 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Banana Bay Resort & Marina : 4590 Overseas Highway 4590 Overseas Highway, Marathon, FL 33050
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~44.30 miles east of Fleming Key
  • Pool in hotel: 8AM-10PM We have one of the biggest outdoor pools in Marathon.
  • Midscale Rural property
More Photos Swimming pool at Banana Bay Resort & Marina
From$96 total
Average 3.0 /5 Read Reviews Call BookMore Details

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