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Sugarloaf Key Hotels with Outdoor or Indoor Pools

Oceans Edge Key West Resort Hotel & Marina - Key West
+1-888-389-4121
5950 Peninsular Ave., Key West, FL 33040 ~11.55 miles west of Sugarloaf Key
  • Pool in hotel: There are 6 pools, 3 closest to the bar/restaurant remain open until 9:00 PM. Poolside food/beverage service available.
  • Four star Oceanfront hotel
From$159
Very Good 4.0 /5 Recent Reviews Call BookMore Details
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The Perry Hotel & Marina Key West - Key West
+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.
  • High end Oceanfront property
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Key West / The Keys Collection : 3850 North Roosevelt Blvd.
+1-800-716-8490
3850 North Roosevelt Blvd., Key West, FL 33040 ~12.74 miles west of Sugarloaf Key
  • Includes a pool: Outdoor pool
  • Mid-scale Resort hotel
From$199
Very Good 4.0 /5 Recent 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
  • Includes a pool: 2 Outdoor Pools and Pool Bar
  • 4-star Oceanfront property
From$175
Average 3.0 /5 Read Reviews Call BookMore Details
Blue Flamingo Key West (Former 24north)
+1-888-965-1860
3820 B North Roosevelt Blvd., Key West, FL 33040 ~12.83 miles west of Sugarloaf Key
  • Has swimming pool: Outdoor
  • Four-star Resort hotel
From$225
Average 3.0 /5 Reviews Call BookMore Details
Doubletree Resort by Hilton Hotel Grand Key Key West
+1-888-788-5576
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
  • Affordable Resort property
From$129
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Key West - Key West
+1-888-897-9207
3755 South Roosevelt Blvd., Key West, FL 33040 ~12.95 miles west of Sugarloaf Key
  • Pool in hotel
  • Affordable Oceanfront hotel
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Parrot Key Hotel & Villas
+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.
  • 4-star Resort property
From$300
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites Key West in 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.
  • Three 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 : 3852 North Roosevelt
+1-888-734-9421
3852 North Roosevelt, Key West, FL 33040 Website ~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.
  • Affordable Suburban property
From$80
Average 3.0 /5 Guest 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
  • With a pool!
  • 2 star hotel
From$60
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Lighthouse Hotel
+1-888-455-5160
902 Whitehead St., Key West, FL 33040 ~16.03 miles west of Sugarloaf Key
  • Pool details: Heated outdoor pool. Hours: Dawn to Dusk.
  • 3-star Downtown hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
La Concha Key West in Key West
+1-888-965-8297
430 Duval St., Key West, FL 33040 ~16.03 miles west of Sugarloaf Key
  • Includes a pool: 10am-Sunset
  • 4 star Resort property
From$250
Very Good 4.0 /5 Read Reviews Call BookMore Details
Ocean Key Resort & Spa : Zero Duval St.
+1-888-906-6358
Zero Duval St., Key West, FL 33040 ~16.14 miles west of Sugarloaf Key
  • Has swimming pool
  • 4 star Resort property
From$282
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Faro Blanco Resort & Yacht Club Marathon Curio by Hilton - Marathon
+1-888-749-6785
1996 Overseas Highway, Marathon, FL 33050 ~29.25 miles east of Sugarloaf Key
  • Includes a pool: Faro Blanco Resort and Yacht Club Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • Midscale Oceanfront property
From$113
Very Good 4.0 /5 Reviews Call BookMore Details
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Courtyard by Marriott Faro Blanco Resort
+1-888-878-9982
2146 Overseas Highway, Marathon, FL 33050 ~29.39 miles east of Sugarloaf Key
  • Has swimming pool: Two onsite waterfront pools including an infinity pool edge overlooking the beautifully clear ocean. Two additional pools available at adjacent Faro Blanco Resort.
  • 3-star Resort property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Banana Bay Resort & Marina in Marathon
+1-888-389-4485
4590 Overseas Highway, Marathon, FL 33050 ~30.62 miles east of Sugarloaf Key
  • Pool available: 8AM-10PM We have one of the biggest outdoor pools in Marathon.
  • Affordable Rural hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Marathon Florida Keys - Marathon
+1-888-389-4121
13201 Overseas Highway, Marathon, FL 33050 ~34.82 miles east of Sugarloaf Key
  • Pool in hotel: 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 in Marathon
+1-888-675-2083
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
  • Affordable Beach property
From$80
Very Good 4.5 /5 Review Score Call BookMore Details
Rainbow Bend Resort
+1-800-716-8490
57784 Overseas Highway, Marathon, FL 33050 ~38.87 miles east of Sugarloaf Key
  • Pool in hotel: Outdoor heated pool
  • Inexpensive Beach property
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details

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