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

Key West 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 Key West, FL for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Key West Florida hotel and motel rooms for children. Review the list of Key West hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
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Key West Hotels with Outdoor or Indoor Pools

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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  • 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.
  • Affordable Suburban property
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
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Fairfield Inn & Suites Key West - Key West 2400 North Roosevelt Blvd., Key West, FL 33040
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  • 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.
  • Midscale Suburban hotel
More Photos Pool image of Fairfield Inn & Suites Key West
From$166 total
Very Good 4.0 /5 Review Score Call BookMore Details
Parrot Key Hotel & Villas - Key West 2801 North Roosevelt Blvd., Key West, FL 33040
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  • 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
More Photos Swimming pool at Parrot Key Hotel & Villas
From$360 total
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Southernmost Beach Resort & Guesthouses in Key West 1319 Duval St., Key West, FL 33040
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  • Pool in hotel: 3 pools; 1 pool adults only and 2 family friendly pools.
  • 3 star Beach hotel
More Photos Photo of Southernmost Beach Resort & Guesthouses Pool
From$238 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Ella's Cottages Key West Historic Inns 811 Simonton St., Key West, FL 33040
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  • Includes a pool: Outdoor dipping pool in the courtyard is open from dawn to dusk. 8am-10pm
  • Low Cost Downtown hotel
More Photos Pool image of Ella's Cottages Key West Historic Inns
From$154 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Lighthouse Hotel in Key West 902 Whitehead St., Key West, FL 33040
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  • Includes a pool: Heated outdoor pool. Hours: Dawn to Dusk.
  • Mid-scale Downtown property
More Photos Swimming pool at Lighthouse Hotel
From$96 total
Average 3.0 /5 Read Reviews Call BookMore Details
La Concha Key West in Key West 430 Duval St., Key West, FL 33040
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  • Pool available: 10am-Sunset
  • Four-star Resort property
More Photos Pool image of La Concha Key West
From$300 total
Very Good 4.0 /5 Review Score Call BookMore Details
Havana Cabana at Key West 3420 North Roosevelt Blvd., Key West, FL 33040
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  • Includes a pool: We have the largest freshwater pool in Key West. It is open from 10AM - 11PM. The pool is heated.
  • Affordable Oceanfront property
More Photos Photo of Havana Cabana at Key West Pool
From$262 total
Very Good 4.0 /5 Guest 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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  • Has swimming 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 Latest 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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  • Pool available: Swimming Pool (07:00-22:00, outdoor) Number of pools (2) Pool sun loungers Pool umbrellas Hot tub/jacuzzi (nearby)
  • 4 star Resort property
More Photos Pool image of Blue Flamingo Key West (Former 24north)
From$270 total
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
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  • Pool available: 2 Outdoor Pools and Pool Bar
  • Expensive Oceanfront property
More Photos Pool image of The Gates Hotel Key West Newly Renovated
From$210 total
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Key West / The Keys Collection : 3850 North Roosevelt Blvd. 3850 North Roosevelt Blvd., Key West, FL 33040
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  • Includes a pool: 4 outdoor swimming pools, each with their own adjacent pool bar
  • 3-star Resort property
More Photos Pool image of Hilton Garden Inn Key West / The Keys Collection
From$238 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Perry Hotel & Marina Key West - Key West 7001 Shrimp Rd., Key West, FL 33040
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  • Pool available: Two waterfront pools, one is open daily from 7am-9pm, the other from 11am-8pm.
  • High-end Oceanfront hotel
More Photos Photo of The Perry Hotel & Marina Key West Pool
From$130 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
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Hilton Key West Resort & Marina 5950 Peninsular Ave., Key West, FL 33040
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  • Includes a 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 hotel
More Photos Photo of Hilton Key West Resort & Marina Pool
From$150 total
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Lunara Bay in Key West 12 Andrea Ln, Key West, FL 33040
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  • Pool available: Each individual home has it's own private pool
  • Luxurious 5 Star Oceanfront property
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From$240 total
Average 3.0 /5 Latest Reviews Call BookMore Details
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Casa Marina Key West, Curio Collection by Hilton 1500 Reynolds St., Key West, FL 33040
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  • Has swimming pool
  • Luxury 5 star Oceanfront hotel
More Photos Swimming pool at Casa Marina Key West, Curio Collection by Hilton
From$274 total
Average 3.0 /5 Review Score Call BookMore Details
Best Western Hibiscus Motel 1313 Simonton St., Key West, FL 33040
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  • Includes a pool
  • Two-star property
More Photos Photo of Best Western Hibiscus Motel Pool
From$72 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Paradise Inn Key West Adults Only - Key West 819 Simonton St., Key West, FL 33040
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  • Includes a pool
  • Mid-scale Downtown property
More Photos Photo of Paradise Inn Key West Adults Only Pool
From$178 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Ocean Key Resort & Spa Zero Duval St., Key West, FL 33040
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  • Pool in hotel
  • Four-star Resort hotel
More Photos Swimming pool at Ocean Key Resort & Spa
From$338 total
Very Good 4.0 /5 Reviews Call BookMore Details
Hyatt Vacation Club at Windward Pointe : 3675 South Roosevelt Blvd. 3675 South Roosevelt Blvd., Key West, FL 33040
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  • Has swimming pool
  • Four star Oceanfront property
More Photos Swimming pool at Hyatt Vacation Club at Windward Pointe
From$150 total
Very Good 4.5 /5 Review Score Call BookMore Details
Hampton Inn Key West FL 3755 South Roosevelt Blvd., Key West, FL 33040
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  • Includes a swimming pool
  • 3 star Oceanfront hotel
More Photos Pool image of Hampton Inn Key West FL
From$96 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Beachside Resort & Residences : 3841 North Roosevelt Blvd. 3841 North Roosevelt Blvd., Key West, FL 33040
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  • Our hotel comes with a pool
  • Expensive Oceanfront property
More Photos Swimming pool at Beachside Resort & Residences
From$214 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Isla Bella Beach Resort & Spa - Marathon 1 Knights Key Blvd., Marathon, FL 33050
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~42.79 miles east of Key West
  • 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.
  • Four-star Oceanfront hotel
More Photos Photo of Isla Bella Beach Resort & Spa Pool
From$154 total
Very Good 4.0 /5 Review Score Call BookMore Details
Faro Blanco Resort Marathon Florida Keys Curio by Hilton 1996 Overseas Highway, Marathon, FL 33050
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~43.85 miles east of Key West
  • Has swimming 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
More Photos Swimming pool at Faro Blanco Resort Marathon Florida Keys Curio by Hilton
From$150 total
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Faro Blanco Resort 2146 Overseas Highway, Marathon, FL 33050
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~43.96 miles east of Key West
  • 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 Photo of Courtyard by Marriott Faro Blanco Resort Pool
From$96 total
Average 3.0 /5 Read Reviews Call BookMore Details

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