Find Hotels with a Pool in Cutthroat Harbor Estates, FL

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Check availability on Cutthroat Harbor Estates Hotels with a Pool

Top Cutthroat Harbor Estates Hotels with a Pool

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, (1126)
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 NT$2,718
NT$3,934 total
includes taxes & fees
Dec 2 - Dec 3
Hilton Garden Inn Key West / The Keys Collection

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, (1704)
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 NT$3,347
NT$5,519 total
includes taxes & fees
Dec 2 - Dec 3
Blue Flamingo Resort 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, (1152)
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 NT$4,954
NT$7,382 total
includes taxes & fees
Nov 23 - Nov 24
The Perry Hotel & Marina Key West

Parmer's Resort

2.5 star property
Summerland Key
  • Outdoor pool
  • Pool loungers
  • On private beach
9.0 out of 10, Wonderful, (1004)
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 NT$3,142
NT$4,551 total
includes taxes & fees
Dec 2 - Dec 3
Parmer's Resort

Sugar Loaf Lodge

2.5 star property
Summerland Key
  • Outdoor pool
8.2 out of 10, Very Good, (1002)
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 NT$3,085
NT$3,471 total
includes taxes & fees
Dec 2 - Dec 3
Sugar Loaf Lodge

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

Beachside Resort & Residences

3.5 star property
Key West
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • On private beach
  • Hot tub
8.6 out of 10, Excellent, (1692)
Sparkling waters beckon at the outdoor pool, where sun loungers, umbrellas, and poolside cocktail service create an idyllic retreat. Marina activities, water sports, and a complimentary shuttle to downtown enhance this beachfront sanctuary.
The price is NT$3,991
NT$6,070 total
includes taxes & fees
Dec 16 - Dec 17
Beachside Resort & Residences

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
Key West
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
8.0 out of 10, Very Good, (1009)
Splash into vacation mode at the sun-drenched outdoor pool, complete with complimentary cabanas and a lively poolside bar. Beyond aquatic pleasures, this resort offers bicycles for island exploration, a shuttle to nearby beaches, and an American restaurant with al fresco dining.
The price is NT$4,119
NT$5,687 total
includes taxes & fees
Nov 30 - Dec 1
DoubleTree Resort by Hilton Grand Key - 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.

Top Cutthroat Harbor Estates Hotel Reviews

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