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

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

Lunara Bay : 12 Andrea Ln 12 Andrea Ln, Key West, FL 33040
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~11.15 miles west of Sugarloaf Key
  • Has swimming pool: Each individual home has it's own private pool
  • Luxurious Five Star Oceanfront hotel
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From$240 total
Average 3.0 /5 Read Reviews Call BookMore Details
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Hilton Key West Resort & Marina in Key West 5950 Peninsular Ave., Key West, FL 33040
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~11.55 miles west of Sugarloaf 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.
  • 4 star Oceanfront hotel
More Photos Pool image of Hilton Key West Resort & Marina
From$190 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Perry Hotel & Marina Key West 7001 Shrimp Rd., Key West, FL 33040
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~12.04 miles west of Sugarloaf Key
  • Has swimming pool: Two waterfront pools, one is open daily from 7am-9pm, the other from 11am-8pm.
  • Four-star Oceanfront property
More Photos Swimming pool at The Perry Hotel & Marina Key West
From$130 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Key West / The Keys Collection 3850 North Roosevelt Blvd., Key West, FL 33040
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~12.74 miles west of Sugarloaf Key
  • Has swimming pool: 4 outdoor swimming pools, each with their own adjacent pool bar
  • Mid-scale Resort property
More Photos Pool image of Hilton Garden Inn Key West / The Keys Collection
From$238 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Gates Hotel Key West Newly Renovated in Key West 3820 a North Roosevelt Blvd., Key West, FL 33040
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~12.80 miles west of Sugarloaf Key
  • Has swimming pool: 2 Outdoor Pools and Pool Bar
  • Four-star Oceanfront property
More Photos Photo of The Gates Hotel Key West Newly Renovated Pool
From$210 total
Average 3.0 /5 Review Score Call BookMore Details
Blue Flamingo Key West (Former 24north) 3820 B North Roosevelt Blvd., Key West, FL 33040
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~12.83 miles west of Sugarloaf Key
  • Pool available: 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 Swimming pool at Blue Flamingo Key West (Former 24north)
From$270 total
Average 3.0 /5 Recent 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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~12.91 miles west of Sugarloaf Key
  • Pool available: Outdoor pool open from 8:00am - 8pm, daily
  • Mid-scale Resort property
More Photos Pool image of Doubletree Resort by Hilton Hotel Grand Key Key West
From$154 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Key West FL in Key West 3755 South Roosevelt Blvd., Key West, FL 33040
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~12.95 miles west of Sugarloaf Key
  • Our hotel comes with a pool
  • Mid-scale Oceanfront hotel
More Photos Photo of Hampton Inn Key West FL Pool
From$96 total
Very Good 4.0 /5 Hotel 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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~13.12 miles west of Sugarloaf 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 Review Score Call BookMore Details
Havana Cabana at Key West : 3420 North Roosevelt Blvd. 3420 North Roosevelt Blvd., Key West, FL 33040
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~13.22 miles west of Sugarloaf Key
  • Includes a 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 Photo of Havana Cabana at Key West Pool
From$262 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Parrot Key Hotel & Villas : 2801 North Roosevelt Blvd. 2801 North Roosevelt Blvd., Key West, FL 33040
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~14.03 miles west of Sugarloaf Key
  • Includes a pool: 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 Pool image of Parrot Key Hotel & Villas
From$360 total
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites Key West - Key West 2400 North Roosevelt Blvd., Key West, FL 33040
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~14.29 miles west of Sugarloaf 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 hotel
More Photos Photo of Fairfield Inn & Suites Key West Pool
From$166 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Key West at the Keys Collectio in Key West 3852 North Roosevelt Blvd., Key West, FL 33040
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~14.29 miles west of Sugarloaf 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.
  • Affordable Suburban hotel
More Photos Photo of Fairfield Inn & Suites by Marriott Key West at the Keys Collectio Pool
From$96 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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~15.50 miles west of Sugarloaf Key
  • Has swimming pool
  • Luxury 5-star Oceanfront hotel
More Photos Swimming pool at Casa Marina Key West, Curio Collection by Hilton
From$274 total
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The Reach Key West Curio Collection by Hilton : 1435 Simonton St. 1435 Simonton St., Key West, FL 33040
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~15.71 miles west of Sugarloaf Key
  • Has swimming 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 hotel
More Photos Photo of The Reach Key West Curio Collection by Hilton Pool
From$118 total
Very Good 4.0 /5 Review Score Call BookMore Details
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Best Western Hibiscus Motel 1313 Simonton St., Key West, FL 33040
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~15.76 miles west of Sugarloaf Key
  • Includes a swimming pool
  • Two-star hotel
More Photos Photo of Best Western Hibiscus Motel Pool
From$72 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Southernmost Beach Resort & Guesthouses 1319 Duval St., Key West, FL 33040
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~15.83 miles west of Sugarloaf Key
  • Pool available: 3 pools; 1 pool adults only and 2 family friendly pools.
  • 3 star Beach property
More Photos Pool image of Southernmost Beach Resort & Guesthouses
From$238 total
Average 3.0 /5 Reviews Call BookMore Details
Ella's Cottages Key West Historic Inns 811 Simonton St., Key West, FL 33040
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~15.84 miles west of Sugarloaf Key
  • Pool in hotel: Outdoor dipping pool in the courtyard is open from dawn to dusk. 8am-10pm
  • 2 star Downtown property
More Photos Photo of Ella's Cottages Key West Historic Inns Pool
From$154 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Lighthouse Hotel in Key West 902 Whitehead St., Key West, FL 33040
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~16.03 miles west of Sugarloaf Key
  • Pool in hotel: Heated outdoor pool. Hours: Dawn to Dusk.
  • 3-star Downtown hotel
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From$96 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
La Concha Key West 430 Duval St., Key West, FL 33040
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~16.03 miles west of Sugarloaf Key
  • Has swimming pool: 10am-Sunset
  • 4-star Resort hotel
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From$300 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Ocean Key Resort & Spa : Zero Duval St. Zero Duval St., Key West, FL 33040
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~16.14 miles west of Sugarloaf Key
  • We have a pool ready for use
  • Four star Resort hotel
More Photos Photo of Ocean Key Resort & Spa Pool
From$338 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hyatt Vacation Club at Sunset Harbor Key West - Key West 200 Sunset Ln, Key West, FL 33040
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~16.16 miles west of Sugarloaf Key
  • We have a pool ready for use
  • High-end hotel
More Photos Pool image of Hyatt Vacation Club at Sunset Harbor Key West
From$192 total
Very Good 4.0 /5 Review Score Call BookMore Details
Faro Blanco Resort Marathon Florida Keys Curio by Hilton in Marathon 1996 Overseas Highway, Marathon, FL 33050
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~29.28 miles east of Sugarloaf Key
  • Pool details: 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
More Photos Swimming pool at Faro Blanco Resort Marathon Florida Keys Curio by Hilton
From$150 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Faro Blanco Resort 2146 Overseas Highway, Marathon, FL 33050
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~29.39 miles east of Sugarloaf Key
  • Pool details: Two onsite waterfront pools including an infinity pool edge overlooking the beautifully clear ocean. Two additional pools available at adjacent Faro Blanco Resort.
  • Midscale Resort hotel
More Photos Photo of Courtyard by Marriott Faro Blanco Resort Pool
From$96 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Banana Bay Resort & Marina : 4590 Overseas Highway 4590 Overseas Highway, Marathon, FL 33050
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~30.62 miles east of Sugarloaf Key
  • Pool available: 8AM-10PM We have one of the biggest outdoor pools in Marathon.
  • 3 star Rural hotel
More Photos Swimming pool at Banana Bay Resort & Marina
From$96 total
Average 3.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Marathon Florida Keys - Marathon 13201 Overseas Highway, Marathon, FL 33050
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~34.82 miles east of Sugarloaf Key
  • Pool details: Outdoor heated pool, open during daylight hours.
  • Three Star Oceanfront hotel
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Marathon Florida Keys
From$154 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Marathon Florida Keys in Marathon 13351 Overseas Highway, Marathon, FL 33050
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~34.98 miles east of Sugarloaf Key
  • Pool in hotel: Outdoor Pool open from 9:00 am to 10:00 pm
  • Midscale Beach property
More Photos Swimming pool at Hampton Inn Marathon Florida Keys
From$96 total
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Rainbow Bend Resort 57784 Overseas Highway, Marathon, FL 33050
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~38.87 miles east of Sugarloaf Key
  • Pool available: Outdoor heated pool
  • Inexpensive Beach property
More Photos Swimming pool at Rainbow Bend Resort
From$72 total
Average 3.0 /5 Review Score Call BookMore Details

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