Hotels with Pool & Resorts in Sugarloaf Key

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Check availability on Sugarloaf Key Hotels with Pool

Best Sugarloaf Key Hotels with 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 NZ$197
includes taxes & fees
30 Nov - 1 Dec
Sugar Loaf Lodge
Outdoor pool, open 6:00 AM to 10:00 PM, pool 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, (1119)
Swimmers splash into holiday 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 NZ$223
includes taxes & fees
3 Dec - 4 Dec
Hilton Garden Inn Key West / The Keys Collection
Outdoor pool, open 8:30 AM to 8:00 PM, pool 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, (271)
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
Outdoor pool, pool umbrellas, pool 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, pool 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, (1146)
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 NZ$385
includes taxes & fees
30 Nov - 1 Dec
The Perry Hotel & Marina Key West
Exterior
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cudjoe Key
  • Near the beach
8.2 out of 10, Very good, (48)
The price is NZ$560
includes taxes & fees
30 Nov - 1 Dec
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
2 outdoor pools, open 7:00 AM to 11:00 PM, pool 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, (1685)
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 centre between dips.
The price is NZ$283
includes taxes & fees
17 Nov - 18 Nov
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, (1772)
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 NZ$467
includes taxes & fees
2 Dec - 3 Dec
Margaritaville Beach House Key West
Pool
Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West

Cudjoe Key
  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet-friendly
  • Air conditioning
9.2 out of 10, Wonderful, (158)
The price is NZ$560
includes taxes & fees
14 Nov - 15 Nov
Cottage with Pool and Dockage, just minutes to 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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Excellent amenities, good location. Friendly staff. Very good bar staff and pool side kitchen fare. "
Erin 4-night trip
Posted 5 days ago
Southernmost Beach Resort and Guesthouses

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