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Sugarloaf Key Hotels with Outdoor or Indoor Pools

Lunara Bay in Key West 12 Andrea Ln, Key West, FL 33040 ~11.15 miles west of Sugarloaf Key
  • Pool in hotel: Each individual home has it's own private pool
  • Luxurious 5 Star Oceanfront hotel
From$200
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Oceans Edge Key West Resort Hotel & Marina 5950 Peninsular Ave., Key West, FL 33040 ~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.
  • High-end Oceanfront hotel
From$159
Very good 4.0 /5 Hotel Reviews Call BookMore Details
The Perry Hotel & Marina Key West 7001 Shrimp Rd., Key West, FL 33040 Website ~12.04 miles west of Sugarloaf Key
  • Pool in hotel: Two waterfront pools, one is open daily from 7am-9pm, the other from 11am-8pm.
  • Four-star Oceanfront hotel
From$109
Very good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Key West / The Keys Collection - Key West 3850 North Roosevelt Blvd., Key West, FL 33040 ~12.74 miles west of Sugarloaf Key
  • Pool in hotel: Outdoor pool
  • Affordable Resort property
From$199
Very good 4.0 /5 Latest Reviews Call BookMore Details
The Gates Hotel Key West Newly Renovated 3820 a North Roosevelt Blvd., Key West, FL 33040 ~12.80 miles west of Sugarloaf Key
  • Pool details: 2 Outdoor Pools and Pool Bar
  • Four star Oceanfront property
From$175
Average 3.0 /5 Reviews Call BookMore Details
Blue Flamingo Key West (Former 24north) 3820 B North Roosevelt Blvd., Key West, FL 33040 ~12.83 miles west of Sugarloaf Key
  • Has swimming pool: Outdoor
  • Expensive Resort hotel
From$225
Average 3.0 /5 Guest Reviews Call BookMore Details
Doubletree Resort by Hilton Hotel Grand Key Key West : 3990 South Roosevelt Blvd. 3990 South Roosevelt Blvd., Key West, FL 33040 ~12.91 miles west of Sugarloaf Key
  • Includes a pool: Outdoor pool open from 8:00am - 8pm, daily
  • 3 star Resort hotel
From$129
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Key West FL - Key West 3755 South Roosevelt Blvd., Key West, FL 33040 ~12.95 miles west of Sugarloaf Key
  • We have a pool ready for use
  • Mid-scale Oceanfront property
From$80
Very good 4.0 /5 Latest Reviews Call BookMore Details
Parrot Key Hotel & Villas 2801 North Roosevelt Blvd., Key West, FL 33040 ~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.
  • High end Resort hotel
From$300
Very good 4.5 /5 Review Score Call BookMore Details
Fairfield Inn & Suites Key West - Key West 2400 North Roosevelt Blvd., Key West, FL 33040 ~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.
  • 3 star Suburban property
From$139
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, Key West, FL 33040 ~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.
  • Midscale Suburban hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Casa Marina Key West Curio Collection by Hilton 1500 Reynolds St., Key West, FL 33040 ~15.50 miles west of Sugarloaf Key
  • Pool in hotel
  • Luxurious Five Star Oceanfront property
From$229
Average 3.0 /5 Reviews Call BookMore Details
Best Western Hibiscus Motel 1313 Simonton St., Key West, FL 33040 ~15.76 miles west of Sugarloaf Key
  • Includes a pool
  • Cheap hotel
From$60
Very good 4.0 /5 Latest Reviews Call BookMore Details
Lighthouse Hotel : 902 Whitehead St. 902 Whitehead St., Key West, FL 33040 ~16.03 miles west of Sugarloaf Key
  • Pool details: Heated outdoor pool. Hours: Dawn to Dusk.
  • Affordable Downtown hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
La Concha Key West : 430 Duval St. 430 Duval St., Key West, FL 33040 ~16.03 miles west of Sugarloaf Key
  • Includes a pool: 10am-Sunset
  • High end Resort hotel
From$250
Very good 4.0 /5 Guest Reviews Call BookMore Details
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Ocean Key Resort & Spa : Zero Duval St. Zero Duval St., Key West, FL 33040 ~16.14 miles west of Sugarloaf Key
  • Our hotel comes with a pool
  • Expensive Resort property
From$282
Very good 4.0 /5 Hotel 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 ~29.25 miles east of Sugarloaf Key
  • Has swimming pool: Faro Blanco Resort and Yacht Club Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • Four star Oceanfront property
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Faro Blanco Resort Marathon Florida Keys Curio by Hilton : 1996 Overseas Highway 1996 Overseas Highway, Marathon, FL 33050 ~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
  • 4-star Oceanfront hotel
From$125
Average 3.0 /5 Read Reviews Call BookMore Details
Banana Bay Resort & Marina in Marathon 4590 Overseas Highway, Marathon, FL 33050 ~30.62 miles east of Sugarloaf Key
  • Pool in hotel: 8AM-10PM We have one of the biggest outdoor pools in Marathon.
  • Midscale Rural property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Marathon Florida Keys 13201 Overseas Highway, Marathon, FL 33050 ~34.82 miles east of Sugarloaf Key
  • Pool details: Outdoor heated pool, open during daylight hours.
  • Three Star Oceanfront property
From$129
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Marathon Florida Keys 13351 Overseas Highway, Marathon, FL 33050 ~34.98 miles east of Sugarloaf Key
  • Pool available: Outdoor Pool open from 9:00 am to 10:00 pm
  • Midscale Beach hotel
From$80
Very good 4.5 /5 Recent Reviews Call BookMore Details
Rainbow Bend Resort - Marathon 57784 Overseas Highway, Marathon, FL 33050 ~38.87 miles east of Sugarloaf Key
  • Pool details: Outdoor heated pool
  • 2-star Beach hotel
From$60
Average 3.0 /5 Reviews Call BookMore Details

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