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Sugarloaf Key Hotels with Outdoor or Indoor Pools

Oceans Edge Key West Resort Hotel & Marina : 5950 Peninsular Ave.
+1-888-389-4121
5950 Peninsular Ave., Key West, FL 33040 ~11.55 miles west of Sugarloaf Key
  • Has swimming 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 Reviews Call BookMore Details
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The Perry Hotel & Marina Key West : 7001 Shrimp Rd.
+1-888-675-2083
7001 Shrimp Rd., Key West, FL 33040 ~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 hotel
From$109
Very good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Key West / The Keys Collection in Key West
+1-800-716-8490
3850 North Roosevelt Blvd., Key West, FL 33040 ~12.74 miles west of Sugarloaf Key
  • Has swimming pool: Outdoor pool
  • Midscale Resort property
From$199
Very good 4.0 /5 Reviews Call BookMore Details
The Gates Hotel Key West Newly Renovated - Key West
+1-800-805-5223
3820 a North Roosevelt Blvd., Key West, FL 33040 ~12.80 miles west of Sugarloaf Key
  • Pool available: 2 Outdoor Pools and Pool Bar
  • High end Oceanfront property
From$175
Average 3.0 /5 Reviews Call BookMore Details
24 North Hotel Key West
+1-888-965-1860
3820 B North Roosevelt Blvd., Key West, FL 33040 ~12.83 miles west of Sugarloaf Key
  • Pool in hotel: Outdoor
  • 4 star Resort hotel
From$225
Average 3.0 /5 Read Reviews Call BookMore Details
Doubletree Resort by Hilton Hotel Grand Key Key West : 3990 South Roosevelt Blvd.
+1-888-788-5576
3990 South Roosevelt Blvd., Key West, FL 33040 ~12.91 miles west of Sugarloaf Key
  • Pool available: Outdoor pool open from 8:00am - 8pm, daily
  • Three Star Resort hotel
From$129
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Key West : 3755 South Roosevelt Blvd.
+1-888-897-9207
3755 South Roosevelt Blvd., Key West, FL 33040 ~12.95 miles west of Sugarloaf Key
  • With a pool!
  • Three Star Oceanfront property
From$80
Very good 4.0 /5 Guest Reviews Call BookMore Details
Parrot Key Hotel & Villas - Key West
+1-888-311-4278
2801 North Roosevelt Blvd., Key West, FL 33040 ~14.03 miles west of Sugarloaf Key
  • Pool in hotel: 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 property
From$300
Very good 4.5 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites Key West - Key West
+1-888-469-4795
2400 North Roosevelt Blvd., Key West, FL 33040 ~14.29 miles west of Sugarloaf Key
  • Includes a 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.
  • 3 star Suburban hotel
From$139
Very good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Key West at the Keys Collectio - Key West
+1-888-734-9421
3852 North Roosevelt, Key West, FL 33040 ~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
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Hibiscus Motel : 1313 Simonton St.
+1-888-841-5292
1313 Simonton St., Key West, FL 33040 ~15.76 miles west of Sugarloaf Key
  • Pool in hotel
  • 2 star property
From$60
Very good 4.0 /5 Hotel Reviews Call BookMore Details
La Concha Key West in Key West
+1-888-455-5160
430 Duval St., Key West, FL 33040 ~16.03 miles west of Sugarloaf Key
  • Pool available: 10am-Sunset
  • Four star Resort property
From$250
Very good 4.0 /5 Latest Reviews Call BookMore Details
Ocean Key Resort & Spa
+1-888-965-8297
Zero Duval St., Key West, FL 33040 ~16.14 miles west of Sugarloaf Key
  • Pool in hotel
  • Four-star Resort hotel
From$282
Very good 4.0 /5 Guest Reviews Call BookMore Details
Faro Blanco Resort & Yacht Club Marathon Curio by Hilton in Marathon
+1-888-906-6358
1996 Overseas Highway, Marathon, FL 33050 ~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
  • Affordable Oceanfront hotel
From$113
Very good 4.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Faro Blanco Resort
+1-888-749-6785
2146 Overseas Highway, Marathon, FL 33050 ~29.39 miles east of Sugarloaf Key
  • Includes a pool: Two onsite resort style pools including Marathon Florida's only infinity pool edge overlooking the beautifully clear ocean.
  • Three Star Resort property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Banana Bay Resort & Marina
+1-888-878-9982
4590 Overseas Highway, Marathon, FL 33050 ~30.62 miles east of Sugarloaf Key
  • Includes a pool: 8AM-10PM We have one of the biggest outdoor pools in Marathon.
  • Mid-scale Rural property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Marathon Florida Keys
+1-888-389-4485
13201 Overseas Highway, Marathon, FL 33050 ~34.82 miles east of Sugarloaf Key
  • Pool details: Outdoor heated pool, open during daylight hours.
  • Affordable Oceanfront hotel
From$80
Very good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Marathon Florida Keys : 13351 Overseas Highway
+1-888-389-4121
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
Average 3.0 /5 Guest Reviews Call BookMore Details

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