A sailboat on calm water during sunset.

Find Hotels with a Pool in Dredgers Key, FL

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Check availability on Dredgers Key Hotels with a Pool

Tonight
Oct 1 - Oct 2
Tomorrow
Oct 2 - Oct 3
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.
Sports facility
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.
$131 nightly
$147 total
Oct 8 - Oct 9
Total with taxes and fees
Hilton Garden Inn Key West / The Keys Collection
A swimming pool with lounge chairs and palm trees, overlooking a sunset over the water.
A balcony with wicker furniture, a view of the sea, and a spiral staircase.
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.

2. Beachside Resort & Residences

Beachside Resort & Residences
Key West
  • Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
$185 nightly
$208 total
Oct 4 - Oct 5
Total with taxes and fees
Beachside Resort & Residences
A clear blue pool surrounded by lounge chairs and umbrellas, with palm trees and a gazebo in the background.
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 hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.

3. 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.
$168 nightly
$189 total
Oct 4 - Oct 5
Total with taxes and fees
Blue Flamingo Resort Key West
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean at dusk.
A bathroom with a large mirror, a sink, and a shower area with a patterned tile wall.
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.
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.

4. 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.
$184 nightly
$207 total
Oct 4 - Oct 5
Total with taxes and fees
The Laureate Key West
A poolside area with two covered seating areas labeled "Sugarloaf" and "Boca Grande," surrounded by palm trees and a clear blue pool.
A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.
An outdoor patio area with tables and chairs, a bar area with a counter and bar stools, and a TV mounted on the wall.
A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.

5. 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.
$154 nightly
$173 total
Oct 4 - Oct 5
Total with taxes and fees
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.
A hotel with a central courtyard, palm trees, and a fountain.
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.
$149 nightly
$168 total
Oct 8 - Oct 9
Total with taxes and fees
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.
$173 nightly
$195 total
Oct 12 - Oct 13
Total with taxes and fees
Parrot Key Hotel & Villas
A swimming pool surrounded by palm trees and a natural rock formation.
A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.
A spacious lobby with a central seating area, two staircases, and multiple potted plants.
A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.

8. 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.
$182 nightly
$205 total
Nov 1 - Nov 2
Total with taxes and fees
Havana Cabana at Key West
A pool area with lounge chairs and a lifebuoy.
A building with a white exterior, a large red awning, and a gated entrance.
A spacious kitchen with a dining area, large windows, and a view of the outdoors.
A paved pathway lined with various plants and trees, leading to a building with a beige exterior.

9. Authors of Key West Guest House

Authors of Key West Guest House
Key West Historic District
  • Soak up the sun at a literary retreat with poolside bliss, where tranquility awaits in a convenient Key West location.
$93 nightly
$104 total
Oct 4 - Oct 5
Total with taxes and fees
Authors of Key West Guest House
A pool area with blue lounge chairs, a hot tub, and a covered seating area.
A beachfront restaurant with outdoor seating, a seafood sign, and a market sign.
A hotel room with a bed, a view of the beach, a hammock, and beach chairs.
A beachfront hotel with multiple colorful buildings, a pool area, and a boat dock.

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.
$184 nightly
$207 total
Oct 4 - Oct 5
Total with taxes and fees
Ibis Bay Beach Resort
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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

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 2 hours ago
Parrot Key Hotel & Villas
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
"It is a great option away from all the action."
Micheal 4-night trip
Posted 4 hours ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Pier house is the best place in Key West! Won’t stay anywhere else. Staff is incredible. Looking forward to this year."
James 5-night trip
Posted 5 hours ago
Pier House Resort & Spa
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 7 hours 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 9 hours ago
The Perry Hotel & Marina Key West
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"Had a great time!"
Nathan 4-night trip
Posted 21 hours ago
Winslow's Bungalows - Key West Historic Inns
Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"The room was clean. No daily housekeeping. The staff were pleasant and quiet helpful. Breakfast was outstanding. It was alacart and you have to pay per item. Over all this was the most relaxing vacation I've been on. Loved it!"
Harry 1-night trip
Posted 1 day ago
Beachside Resort & Residences
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"We had a wonderful stay at Hyatt Centric Key West Resort & Spa! The pool was a perfect place to relax, and we especially loved seeing the rescued turtles - such a unique and memorable part of the property. The location could not be better: everything we wanted to explore in Key West was within easy walking distance. It was incredibly convenient to enjoy the sights, restaurants, and lively atmosphere without needing a car. We would gladly stay here again!"
Christy 2-night trip
Posted 3 days ago
Hyatt Centric Key West Resort and Spa
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 3 days ago
Hilton Garden Inn Key West / The Keys Collection