Find Hotels with a Pool in Sugarloaf Key, FL

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Top Sugarloaf Key Hotels with a Pool

Sugar Loaf Lodge
2.5 star property
  • 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.
$99 nightly
The price is $111
Nov 30 - Dec 1
Total with taxes and fees
Sugar Loaf Lodge
Old Wooden Bridge Resort and Marina
2.5 star property
  • Outdoor pool
  • Pool loungers
  • Near the beach
8.6 out of 10, Excellent, (267)
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.
$259 nightly
The price is $292
Nov 9 - Nov 10
Total with taxes and fees
Old Wooden Bridge Resort and Marina
Parmer's Resort
2.5 star property
  • 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.
$148 nightly
The price is $167
Nov 19 - Nov 20
Total with taxes and fees
Parmer's Resort
Looe Key Reef Resort
2.5 star property
  • 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.
$179 nightly
The price is $202
Nov 23 - Nov 24
Total with taxes and fees
Looe Key Reef Resort
Hilton Garden Inn Key West / The Keys Collection
3.5 star property
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Hot tub
8.0 out of 10, Very Good, (1112)
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.
$112 nightly
The price is $126
Dec 1 - Dec 2
Total with taxes and fees
Hilton Garden Inn Key West / The Keys Collection
Margaritaville Beach House Key West
4.0 star property
  • Outdoor pool
  • Direct access to the beach
8.8 out of 10, Excellent, (1768)
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.
$235 nightly
The price is $264
Dec 1 - Dec 2
Total with taxes and fees
Margaritaville Beach House Key West
Blue Flamingo Resort Key West
4.0 star property
  • 2 outdoor pools
  • 2 poolside bars
  • Pool loungers
  • Hot tub
8.0 out of 10, Very Good, (1662)
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.
$157 nightly
The price is $177
Nov 30 - Dec 1
Total with taxes and fees
Blue Flamingo Resort Key West
The Perry Hotel & Marina Key West
4.0 star property
  • 2 outdoor pools
  • 2 poolside bars
  • Pool loungers
9.4 out of 10, Exceptional, (1142)
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.
$187 nightly
The price is $210
Nov 12 - Nov 13
Total with taxes and fees
The Perry Hotel & Marina Key West
Cottage with Pool and Dockage, just minutes to Key West
  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning
9.2 out of 10, Wonderful, (157)
$286 nightly
The price is $317
Nov 9 - Nov 10
Total with taxes and fees
Cottage with Pool and Dockage, just minutes to Key West
Parrot Key Hotel & Villas
4.0 star property
  • 4 outdoor pools
  • Poolside bar
  • Pool loungers
9.0 out of 10, Wonderful, (1148)
Aquatic luxury defines this island escape where 4 pristine pools invite endless relaxation. Comfortable loungers, pool umbrellas, and a vibrant poolside bar create perfect days, while nearby water adventures from kayaking to sailing await the adventurous.
$202 nightly
The price is $227
Dec 7 - Dec 8
Total with taxes and fees
Parrot Key Hotel & Villas
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.

Top Sugarloaf Key Hotel Reviews

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