A sailboat on calm water during sunset.

Find Hotels with a Pool in Dredgers Key, FL from CA $131

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Check availability on Dredgers Key Hotels with a Pool

Tonight
Oct 2 - Oct 3
Tomorrow
Oct 3 - Oct 4
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Dredgers Key hotels with a pool

A large swimming pool with lounge chairs and palm trees.
A modern living room with a sectional sofa, a small round table, and a potted plant.
A bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'
A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.

1. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
  • Poolside bliss awaits with cocktails, sun loungers, and a hot tub for ultimate relaxation.
CA $158
CA $218 total
includes taxes & fees
Oct 8 - Oct 9
Hilton Garden Inn Key West / The Keys Collection
A poolside area with two covered seating areas labeled "Sugarloaf" and "Boca Grande," surrounded by palm trees and a clear blue pool.
A modern office space with a reception desk, computer, and seating area.
A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.
A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.

2. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
  • Float in a tranquil oasis at this Key West hotel, where the outdoor pool beckons after adventures along nearby hiking trails.
CA $183
CA $246 total
includes taxes & fees
Oct 4 - Oct 5
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A swimming pool with lounge chairs and palm trees, overlooking a sunset over the water.
A beach view with a wooden pier, palm trees, and a sunset over the water.
A balcony with wicker furniture, a red chair, and a lamp.
A balcony with wicker furniture, a view of the sea, and a spiral staircase.

3. Beachside Resort & Residences

Beachside Resort & Residences
Key West
  • Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
CA $124
CA $276 total
includes taxes & fees
Oct 4 - Oct 5
Beachside Resort & Residences
A clear blue pool surrounded by lounge chairs and umbrellas, with palm trees and a gazebo in the background.
A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.
A couple holding hands in a tropical setting with palm trees and greenery.

4. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
  • Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
CA $168
CA $269 total
includes taxes & fees
Oct 4 - Oct 5
Blue Flamingo Resort Key West
A swimming pool surrounded by palm trees and a natural rock formation.
A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.
A spacious lobby with a central seating area, two staircases, and multiple potted plants.
A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.

5. Havana Cabana at Key West

Havana Cabana at Key West
New Town
  • Poolside paradise awaits with hot tub, dining, and bar service at this vibrant Key West oasis.
CA $182
CA $295 total
includes taxes & fees
Nov 1 - Nov 2
Havana Cabana at Key West
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
A hotel with a central courtyard, palm trees, and a fountain.
A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.
An outdoor patio with tables and chairs, umbrellas, and palm trees.

6. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
  • Splash into tropical paradise at this resort's cabana-lined pool with views and poolside cocktails.
CA $175
CA $245 total
includes taxes & fees
Oct 11 - Oct 12
DoubleTree Resort by Hilton Grand Key - Key West
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A covered deck with white railings and blue Adirondack chairs overlooking a river with palm trees.
A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.
A beach with palm trees, a sandy shore, and a calm sea under a clear sky.

7. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
  • Splash into paradise at four tropical pools with poolside dining and coastal shuttles.
CA $180
CA $284 total
includes taxes & fees
Oct 11 - Oct 12
Parrot Key Hotel & Villas
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean at dusk.
A spacious living room with a balcony, a ceiling fan, and a large window offering a view of the ocean.
A modern kitchen with white cabinets and a built-in microwave. There is a dining area with a table set for two, a sofa, and a balcony with a view of the ocean.
A hotel room with a large bed, a desk, a chair, a balcony with a view of the ocean, and a painting on the wall.

8. The Laureate Key West

The Laureate Key West
New Town
  • Splash into relaxation with indoor and outdoor pools surrounded by plush loungers and umbrellas at this waterfront retreat.
CA $226
CA $294 total
includes taxes & fees
Oct 4 - Oct 5
The Laureate Key West
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
Breakfast area
A balcony with wicker furniture and a view of the ocean and palm trees.
A hotel room with a balcony, a bed, a desk, and two chairs.

9. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
  • Splash into ocean-view paradise at this poolside haven with loungers, umbrellas, and refreshing cocktail service.
CA $236
CA $265 total
includes taxes & fees
Oct 7 - Oct 8
Hampton Inn Key West FL
A pool area with blue lounge chairs, a hot tub, and a covered seating area.
A beachfront hotel with multiple colorful buildings, a pool area, and a boat dock.
A marina with boats docked, a beach resort building, and palm trees.
A hotel room with a bed, a view of the beach, a hammock, and beach chairs.

10. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
  • Splash into paradise at this Art Deco hotel with a poolside bar and marina access.
CA $181
CA $250 total
includes taxes & fees
Oct 4 - Oct 5
Ibis Bay Beach Resort
View all properties

Choose what matters most at hotels with a pool in Dredgers Key

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Dredgers Key Hotel Reviews

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

10/10 Excellent
"Great customer service and very clean!!!"
Teresa Maria 2-night trip
Posted less than an hour ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Great experience even with the rain. Great place to stay."
Jacqueline 7-night trip
Posted 3 hours ago
Hampton Inn Key West FL
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Great shuttle service"
Eric 1-night trip
Posted 15 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

10/10 Excellent
"Sharon at Four Marlins was the best, and the food was DELICIOUS"
Rebecca 4-night trip
Posted 1 day ago
The Reach Key West, Curio Collection by Hilton
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

8/10 Good
"Valet parking obligatoire ce qui était pour nous plutôt une nuisance qu’un avantage car nous sortions souvent visiter les alentours! Nous ne pouvions pas apporter de boissons alcoolisé au bord de la piscine il fallait les acheter directement au bar de piscine …"
Alexandre 1-night trip
Posted 1 day ago
Parrot Key Hotel & Villas
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"The property was immaculate, the staff friendly and the location was perfect. We love that the resort allows you access to The Reach, which is basically next door. You are able to use all of their amenities as well and charge them to Your room. We had a beach front room with a balcony. It was beautiful!"
Amber Dawn 4-night trip
Posted 1 day ago
Casa Marina Key West, Curio Collection by Hilton
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"Hotel was great. All of the staff were friendly and accommodating"
Kellie 1-night trip
Posted 1 day ago
The Perry Hotel & Marina Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

8/10 Good
"Thank you"
Agustin 2-night trip
Posted 4 days ago
Hilton Garden Inn Key West / The Keys Collection

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