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 - Key West 12 Andrea Ln, Key West, FL 33040 Call ~11.15 miles west of Sugarloaf Key
  • Has swimming pool: Each individual home has it's own private pool
  • Luxurious Five Star Oceanfront property
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From$200
Average 3.0 /5 Review Score 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
  • Pool details: There are 6 pools, 3 closest to the bar/restaurant remain open until 9:00 PM. Poolside food/beverage service available.
  • High end Oceanfront hotel
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From$159
Very Good 4.0 /5 Review Score Call BookMore Details
The Perry Hotel & Marina Key West - Key West 7001 Shrimp Rd., Key West, FL 33040 Call ~12.04 miles west of Sugarloaf Key
  • Pool available: Two waterfront pools, one is open daily from 7am-9pm, the other from 11am-8pm.
  • High end Oceanfront hotel
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From$109
Very Good 4.0 /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 Call ~12.74 miles west of Sugarloaf Key
  • Pool available: Outdoor pool
  • 3 star Resort hotel
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From$199
Very Good 4.0 /5 Review Score Call BookMore Details
The Gates Hotel Key West Newly Renovated in Key West 3820 a North Roosevelt Blvd., Key West, FL 33040 Call ~12.80 miles west of Sugarloaf Key
  • Pool in hotel: 2 Outdoor Pools and Pool Bar
  • 4-star Oceanfront hotel
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From$175
Average 3.0 /5 Guest Reviews Call BookMore Details
Blue Flamingo Key West (Former 24north) in Key West 3820 B North Roosevelt Blvd., Key West, FL 33040 Call ~12.83 miles west of Sugarloaf Key
  • Includes a pool: Outdoor
  • 4 star Resort hotel
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From$225
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Doubletree Resort by Hilton Hotel Grand Key Key West in Key West 3990 South Roosevelt Blvd., Key West, FL 33040 Call ~12.91 miles west of Sugarloaf Key
  • Pool in hotel: Outdoor pool open from 8:00am - 8pm, daily
  • Midscale Resort hotel
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From$129
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Key West FL : 3755 South Roosevelt Blvd. 3755 South Roosevelt Blvd., Key West, FL 33040 Call ~12.95 miles west of Sugarloaf Key
  • Includes a pool
  • Three Star Oceanfront hotel
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From$80
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Parrot Key Hotel & Villas in Key West 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.
  • 4 star Resort property
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From$300
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites Key West : 2400 North Roosevelt Blvd. 2400 North Roosevelt Blvd., Key West, FL 33040 Call ~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
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From$139
Very Good 4.0 /5 Recent 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 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.
  • 3 star Suburban property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Casa Marina Key West Curio Collection by Hilton 1500 Reynolds St., Key West, FL 33040 Call ~15.50 miles west of Sugarloaf Key
  • We have a pool
  • Luxurious 5 Star Oceanfront hotel
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From$229
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Best Western Hibiscus Motel 1313 Simonton St., Key West, FL 33040 Call ~15.76 miles west of Sugarloaf Key
  • Pool in hotel
  • 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.
  • 3 star Downtown property
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From$80
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La Concha Key West 430 Duval St., Key West, FL 33040 Call ~16.03 miles west of Sugarloaf Key
  • Has swimming pool: 10am-Sunset
  • 4-star Resort hotel
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From$250
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Ocean Key Resort & Spa Zero Duval St., Key West, FL 33040 Call ~16.14 miles west of Sugarloaf Key
  • With a pool!
  • Expensive Resort property
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From$282
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Faro Blanco Resort & Yacht Club Marathon Curio by Hilton - Marathon 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
  • Four-star Oceanfront property
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From$125
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Faro Blanco Resort Marathon Florida Keys Curio by Hilton - Marathon 1996 Overseas Highway, Marathon, FL 33050 Call ~29.28 miles east of Sugarloaf Key
  • Has swimming pool: Faro Blanco Resort Marathon Florida Keys, Curio by Hilton Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • High end Oceanfront hotel
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From$125
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Banana Bay Resort & Marina : 4590 Overseas Highway 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.
  • Midscale Rural hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Marathon Florida Keys in Marathon 13201 Overseas Highway, Marathon, FL 33050 Call ~34.82 miles east of Sugarloaf Key
  • Pool in hotel: Outdoor heated pool, open during daylight hours.
  • Affordable Oceanfront property
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From$129
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Marathon Florida Keys 13351 Overseas Highway, Marathon, FL 33050 Call ~34.98 miles east of Sugarloaf Key
  • Includes a pool: Outdoor Pool open from 9:00 am to 10:00 pm
  • Mid-scale Beach hotel
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From$80
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Rainbow Bend Resort : 57784 Overseas Highway 57784 Overseas Highway, Marathon, FL 33050 Call ~38.87 miles east of Sugarloaf Key
  • Pool available: Outdoor heated pool
  • Cheap Beach property
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From$60
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