Find Hotels with a Pool in Lower Florida Keys, FL

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Top Lower Florida Keys 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, (1115)
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
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.
$235 nightly
The price is $264
Dec 2 - Dec 3
Total with taxes and fees
Margaritaville Beach House 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, (1670)
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 17 - Nov 18
Total with taxes and fees
Blue Flamingo Resort Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property
Key West
  • Outdoor pool
  • Near the beach
  • Hot tub
9.6 out of 10, Exceptional, (1001)
Poolside paradise beckons at this oceanfront hotel, featuring a heated outdoor pool, relaxing hot tub, and convenient tiki restaurant. Spacious rooms offer balconies with stunning sunrise and sunset views, creating a peaceful seaside escape.
$309 nightly
The price is $348
Dec 1 - Dec 2
Total with taxes and fees
Hyatt Vacation Club at Windward Pointe, 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, (1144)
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.
$172 nightly
The price is $193
Nov 16 - Nov 17
Total with taxes and fees
The Perry Hotel & Marina Key West

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.
$99 nightly
The price is $111
Nov 30 - Dec 1
Total with taxes and fees
Sugar Loaf Lodge

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, (1671)
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.
$193 nightly
The price is $217
Nov 17 - Nov 18
Total with taxes and fees
Beachside Resort & Residences

Parrot Key Hotel & Villas

4.0 star property
Northside Resort
  • 4 outdoor pools
  • Poolside bar
  • Pool loungers
9.0 out of 10, Wonderful, (1155)
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.
$203 nightly
The price is $229
Nov 18 - Nov 19
Total with taxes and fees
Parrot Key Hotel & Villas

Parmer's Resort

2.5 star property
Summerland Key
  • Outdoor pool
  • Pool loungers
  • On private beach
9.0 out of 10, Wonderful, (1002)
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

Fairfield Inn and Suites by Marriott Key West

3.0 star property
New Town
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
7.8 out of 10, Good, (1160)
Sparkling waters beckon at the inviting outdoor pool, complete with complimentary cabanas and sun loungers available from 7:00 AM to 10:00 PM. Guests savor refreshing cocktails from the poolside tiki bar while enjoying American cuisine in a tropical paradise setting.
$126 nightly
The price is $142
Nov 30 - Dec 1
Total with taxes and fees
Fairfield Inn and Suites by Marriott 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 Lower Florida Keys Hotel Reviews

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