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 in Key West 12 Andrea Ln, Key West, FL 33040 Call ~11.15 miles west of Sugarloaf Key
  • Includes a pool: Each individual home has it's own private pool
  • Luxurious 5 Star Oceanfront hotel
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From$200
Average 3.0 /5 Guest Reviews Call BookMore Details
Oceans Edge Key West Resort Hotel & Marina 5950 Peninsular Ave., Key West, FL 33040 Call ~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.
  • Expensive Oceanfront property
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From$159
Very good 4.0 /5 Latest Reviews Call BookMore Details
The Perry Hotel & Marina Key West 7001 Shrimp Rd., Key West, FL 33040 Call ~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.
  • High end Oceanfront property
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From$109
Very good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Key West / The Keys Collection : 3850 North Roosevelt Blvd. 3850 North Roosevelt Blvd., Key West, FL 33040 Call ~12.74 miles west of Sugarloaf Key
  • Pool available: Outdoor pool
  • Midscale Resort hotel
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From$199
Very good 4.0 /5 Reviews Call BookMore Details
The Gates Hotel Key West Newly Renovated 3820 a North Roosevelt Blvd., Key West, FL 33040 Call ~12.80 miles west of Sugarloaf Key
  • Pool details: 2 Outdoor Pools and Pool Bar
  • 4 star Oceanfront hotel
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From$175
Average 3.0 /5 Read Reviews Call BookMore Details
Blue Flamingo Key West (Former 24north) - Key West 3820 B North Roosevelt Blvd., Key West, FL 33040 Call ~12.83 miles west of Sugarloaf Key
  • Has swimming pool: Outdoor
  • High-end Resort property
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From$225
Average 3.0 /5 Hotel Reviews Call BookMore Details
Doubletree Resort by Hilton Hotel Grand Key Key West 3990 South Roosevelt Blvd., Key West, FL 33040 Call ~12.91 miles west of Sugarloaf Key
  • Pool available: Outdoor pool open from 8:00am - 8pm, daily
  • Three Star Resort property
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From$129
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Key West FL in Key West 3755 South Roosevelt Blvd., Key West, FL 33040 Call ~12.95 miles west of Sugarloaf Key
  • With a pool!
  • Mid-scale Oceanfront property
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From$80
Very good 4.0 /5 Guest Reviews Call BookMore Details
Parrot Key Hotel & Villas 2801 North Roosevelt Blvd., Key West, FL 33040 Call ~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.
  • Four star Resort hotel
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From$300
Very good 4.5 /5 Review Score Call BookMore Details
Fairfield Inn & Suites Key West in Key West 2400 North Roosevelt Blvd., Key West, FL 33040 Call ~14.29 miles west of Sugarloaf 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.
  • Affordable Suburban hotel
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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 3852 North Roosevelt, Key West, FL 33040 Call ~14.29 miles west of Sugarloaf 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 property
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Casa Marina Key West Curio Collection by Hilton - Key West 1500 Reynolds St., Key West, FL 33040 Call ~15.50 miles west of Sugarloaf Key
  • Includes a swimming pool
  • Luxury 5-star Oceanfront hotel
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From$229
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Hibiscus Motel : 1313 Simonton St. 1313 Simonton St., Key West, FL 33040 Call ~15.76 miles west of Sugarloaf Key
  • With a pool!
  • Economical property
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From$60
Very good 4.0 /5 Reviews Call BookMore Details
Lighthouse Hotel 902 Whitehead St., Key West, FL 33040 Call ~16.03 miles west of Sugarloaf Key
  • Has swimming pool: Heated outdoor pool. Hours: Dawn to Dusk.
  • Affordable Downtown hotel
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
La Concha Key West : 430 Duval St. 430 Duval St., Key West, FL 33040 Call ~16.03 miles west of Sugarloaf Key
  • Pool available: 10am-Sunset
  • High end Resort property
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From$250
Very good 4.0 /5 Reviews Call BookMore Details
Ocean Key Resort & Spa in Key West Zero Duval St., Key West, FL 33040 Call ~16.14 miles west of Sugarloaf Key
  • Includes a pool
  • Four star Resort property
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From$282
Very good 4.0 /5 Read Reviews Call BookMore Details
Faro Blanco Resort & Yacht Club Marathon Curio by Hilton : Faro Blanco Resort Marathon Florida Keys Curio By Faro Blanco Resort Marathon Florida Keys Curio By, Marathon, FL 33050 Call ~29.25 miles east of Sugarloaf Key
  • Pool available: Faro Blanco Resort and Yacht Club Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • Expensive Oceanfront hotel
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From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
Faro Blanco Resort Marathon Florida Keys Curio by Hilton in Marathon 1996 Overseas Highway, Marathon, FL 33050 Call ~29.28 miles east of Sugarloaf 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
  • 4 star Oceanfront hotel
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From$125
Average 3.0 /5 Reviews Call BookMore Details
Banana Bay Resort & Marina - Marathon 4590 Overseas Highway, Marathon, FL 33050 Call ~30.62 miles east of Sugarloaf Key
  • Pool in hotel: 8AM-10PM We have one of the biggest outdoor pools in Marathon.
  • 3-star Rural property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Marathon Florida Keys 13201 Overseas Highway, Marathon, FL 33050 Call ~34.82 miles east of Sugarloaf Key
  • Includes a pool: Outdoor heated pool, open during daylight hours.
  • Three Star Oceanfront hotel
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From$129
Very good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Marathon Florida Keys - Marathon 13351 Overseas Highway, Marathon, FL 33050 Call ~34.98 miles east of Sugarloaf Key
  • Pool details: Outdoor Pool open from 9:00 am to 10:00 pm
  • Three Star Beach property
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From$80
Very good 4.5 /5 Guest Reviews Call BookMore Details
Rainbow Bend Resort 57784 Overseas Highway, Marathon, FL 33050 Call ~38.87 miles east of Sugarloaf Key
  • Pool details: Outdoor heated pool
  • Low-priced Beach property
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From$60
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