Hotels with Swimming Pool in Sugarloaf Key, Summerland Key

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Check availability on Sugarloaf Key Hotels with Swimming Pool

Top Sugarloaf Key Hotels with Swimming Pool

Outdoor pool
Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 star property
Summerland Key
  • Outdoor pool
8.2 out of 10, Very Good, (1000)
Splash into serenity at the heated outdoor pool overlooking beautiful ocean vistas. This hotel balances aquatic bliss with active pursuits, offering tennis courts, marina access, kayaking, and boat tours, all amid peaceful surroundings praised by guests.
The price is P5,838
P6,568 total
includes taxes & fees
Nov 30 - Dec 1
Sugar Loaf Lodge
Outdoor pool, open 6:00 AM to 10:00 PM, cabanas (surcharge)
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
New Town
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Hot tub
8.0 out of 10, Very Good, (1118)
Swimmers splash into vacation mode at the outdoor pool oasis, complete with stylish cabanas, comfortable loungers, and a refreshing poolside bar. Beyond the water, this Key West hotel offers bicycle rentals, fitness facilities, and convenient shuttle service.
The price is P5,161
P7,471 total
includes taxes & fees
Nov 19 - Nov 20
Hilton Garden Inn Key West / The Keys Collection
Outdoor pool, open 8:30 AM to 8:00 PM, sun loungers
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 star property
Punta Brisa
  • Outdoor pool
  • Pool loungers
  • Near the beach
8.6 out of 10, Excellent, (270)
Sparkling waters beckon at this serene fishing retreat, where sun-drenched pool loungers await after kayaking adventures. Marina access, bicycle rentals, and hiking trails create perfect days of outdoor exploration at this peaceful waterfront escape.
Old Wooden Bridge Resort and Marina
Dock
Parmer's Resort

Parmer's Resort

2.5 star property
Summerland Key
  • Outdoor pool
  • Pool loungers
  • On private beach
9.0 out of 10, Wonderful, (1000)
Floating in the refreshing outdoor pool surrounded by swaying palms creates the perfect complement to days spent exploring the private beach. This waterfront haven offers kayaking, sailing, and boat tours just steps from comfortable, individually furnished rooms.
The price is P6,846
P9,626 total
includes taxes & fees
Nov 18 - Nov 19
Parmer's Resort
Outdoor pool, pool umbrellas, sun loungers
Looe Key Reef Resort

Looe Key Reef Resort

2.5 star property
Summerland Key
  • Outdoor pool
  • Pool loungers
  • Near the beach
7.4 out of 10, Good, (1000)
Sparkling outdoor pool creates the perfect retreat after adventures exploring Looe Key Reef. Surrounded by sun loungers and umbrellas, swimmers can enjoy poolside dining or venture into scuba diving, kayaking, and sailing directly from the dock.
Looe Key Reef Resort
2 outdoor pools, open 8:00 AM to 10:00 PM, sun loungers
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4.0 star property
Stock Island
  • 2 outdoor pools
  • 2 poolside bars
  • Pool loungers
9.4 out of 10, Exceptional, (1145)
Immerse in 2 outdoor pools with elegant loungers and refreshing drinks from poolside bars. Beyond the aquatic sanctuary, guests enjoy bicycling, boating excursions, and dining at waterfront restaurants with breathtaking sunset views.
The price is P8,428
P12,905 total
includes taxes & fees
Nov 30 - Dec 1
The Perry Hotel & Marina Key West
2 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4.0 star property
New Town
  • 2 outdoor pools
  • 2 poolside bars
  • Pool loungers
  • Hot tub
8.0 out of 10, Very Good, (1681)
Cooling waters beckon at 2 outdoor pools complete with private cabanas, sun loungers, and poolside bars serving refreshing drinks. Active guests enjoy mini golf, bicycling, and a 24-hour fitness center between dips.
The price is P5,463
P9,463 total
includes taxes & fees
Nov 17 - Nov 18
Blue Flamingo Resort Key West
Outdoor pool
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4.0 star property
Key West
  • Outdoor pool
  • Direct access to the beach
8.8 out of 10, Excellent, (1771)
Immerse in the inviting outdoor pool, complemented by white sand beach access just steps away. Guests appreciate the tropical landscaped grounds, convenient shuttle service, and delicious restaurant offerings at this peaceful island retreat.
The price is P10,594
P15,633 total
includes taxes & fees
Dec 2 - Dec 3
Margaritaville Beach House Key West
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Sugarloaf Key Hotel Reviews

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Patrick at front desk was very professional, nice and accommodating. Room was very comfortable with king size bed and ocean view. The resort pool was great and the private beach too. "
Tara 1-night trip
Posted 20 hours ago
Casa Marina Key West, Curio Collection by Hilton

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