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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Dredgers Key condo rentals

A swimming pool area with multiple pools, palm trees, lounge chairs, and a clear blue sky.

1. Atlantic Parrot | Oceanfront Condo w/ Pool

Atlantic Parrot | Oceanfront Condo w/ Pool
Beachside
10.0 out of 10, Exceptional, (11 reviews)
"Very short stay (3 days), but worth it. Host was very communicative and even met us to show us how to use the locks (they can be trickey) Would recommend this for anyone who wants to vist the Keys!"
United States
Bill W.
Atlantic Parrot | Oceanfront Condo w/ Pool
A bedroom with a bed, a nightstand, a lamp, a TV, and a window with curtains.

2. QUIET POUR ~ On Duval St, Adult Only, Adjoining Rum Bar and Near Beach!

QUIET POUR ~ On Duval St, Adult Only, Adjoining Rum Bar and Near Beach!
Old Town Key West
9.6 out of 10, Exceptional, (7 reviews)
"Smooth process, clean room and not noisy at all"
United States
Stephen N.
The price is NZ$536
includes taxes & fees
9 Nov - 10 Nov
QUIET POUR ~ On Duval St, Adult Only, Adjoining Rum Bar and Near Beach!
A modern living room with a sofa, coffee table, and a dining area with a table and chairs. There is a kitchen area with cabinets and appliances.

3. The Grand Cayman | Beautifully Remodeled Key West!

The Grand Cayman | Beautifully Remodeled Key West!
Key West
9.8 out of 10, Exceptional, (22 reviews)
"Great facility and loved the location! "
United States
Matt R.
The price is NZ$844
includes taxes & fees
21 Nov - 22 Nov
The Grand Cayman | Beautifully Remodeled Key West!
A room with a sofa, a television, a table, and a balcony with a view.

4. The Curaçao | Key West Condo with Pool, Balcony, & Sunset Views

The Curaçao | Key West Condo with Pool, Balcony, & Sunset Views
Key West
The Curaçao | Key West Condo with Pool, Balcony, & Sunset Views
A wooden boardwalk leading to a hotel with a green roof, surrounded by palm trees and a water feature.

5. The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
Key West
10.0 out of 10, Exceptional, (35 reviews)
"Very nice clean place. Had a minor problem with the beds after checking in but property manager was quick to respond and correct issue. Would stay here again. "
United States
Teri K.
The price is NZ$841
includes taxes & fees
9 Nov - 10 Nov
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
A sailboat anchors in turquoise waters along a palm-lined sandy resort beach.

6. 2BR suite | Pool | Hot Tub | Tennis | W/D

2BR suite | Pool | Hot Tub | Tennis | W/D
Key West
10.0 out of 10, Exceptional, (1 review)
"The service was great. The apartment was very good and clean. Ricky was very attentive and helpful. We had a great time."
United States
Charles
The price is NZ$677
includes taxes & fees
11 Nov - 12 Nov
2BR suite | Pool | Hot Tub | Tennis | W/D
A spacious kitchen with a large island, a dining area with a view, and a balcony with a view.

7. Waterfront Dock Pool Key West Near Duval

Waterfront Dock Pool Key West Near Duval
Meadows
10.0 out of 10, Exceptional, (41 reviews)
"Clean, comfy and had everything we expected."
United States
Chrystalbelle R.
Waterfront Dock Pool Key West Near Duval
A balcony with a table and chairs, overlooking a marina with boats and a clear sky.

8. Waterfront Condo | Pool, Dock, Parking, Sleeps 8

Waterfront Condo | Pool, Dock, Parking, Sleeps 8
Meadows
9.8 out of 10, Exceptional, (41 reviews)
"Very comfortable, good location, beds were great! "
United States
Karen N.
The price is NZ$723
includes taxes & fees
16 Nov - 17 Nov
Waterfront Condo | Pool, Dock, Parking, Sleeps 8
A narrow stone pathway flanked by a yellow building with a white fence and a wall-mounted electrical box.

9. Hidden Key West Cottage - Walk to Duval !!!

Hidden Key West Cottage - Walk to Duval !!!
Old Town Key West
10.0 out of 10, Exceptional, (4 reviews)
"Host was great! Fast response and easy to work with. Very, very, very clean! Quiet area A"
United States
Regina E.
Hidden Key West Cottage - Walk to Duval !!!
A tropical garden pathway leading to a building with a yellow facade and green shutters.

10. SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Old Town Key West
9.8 out of 10, Exceptional, (139 reviews)
"Great place to stay"
United States
walter l.
The price is NZ$658
includes taxes & fees
10 Nov - 11 Nov
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
A wooden boardwalk leading to a building with a green roof, surrounded by lush greenery and palm trees.

11. The Cat Island Suite | Charmingly Renovated w/ Pool

The Cat Island Suite | Charmingly Renovated w/ Pool
Key West
9.8 out of 10, Exceptional, (47 reviews)
"I liked that it was pretty centrally located to everything very nice Thank you we had a great time "
United States
Patti E.
The price is NZ$841
includes taxes & fees
9 Nov - 10 Nov
The Cat Island Suite | Charmingly Renovated w/ Pool
A marina with boats docked, a clear sky, and a rainbow.

12. Waterfront Condo Dock Pool Near Duval St

Waterfront Condo Dock Pool Near Duval St
Meadows
9.8 out of 10, Exceptional, (30 reviews)
"Wonderful condo. Wonderful host. Wonderful location. Great for family of 6. Beautifully decorated and very spacious. Loved the large balcony. Host offered suggestions and responded almost immediately to any questions or needs. Very impressed."
United States
Patsy K.
The price is NZ$1,117
includes taxes & fees
16 Nov - 17 Nov
Waterfront Condo Dock Pool Near Duval St
A beachside resort with a wooden deck, palm trees, and a sunset view.

13. Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.6 out of 10, Exceptional, (35 reviews)
"Pool was great! Just far enough from Duval street to get away and relax if needed or jump in the car and head down for live music! "
United States
Brent H.
The price is NZ$1,279
includes taxes & fees
18 Nov - 19 Nov
Grand Marina Suite - Poolside & Waterfront Condo
A modern living room with a sofa, coffee table, and a painting of a beach scene.

14. The Saint Kitts Suite | Breathtaking View, Heated Pool

The Saint Kitts Suite | Breathtaking View, Heated Pool
Key West
9.8 out of 10, Exceptional, (11 reviews)
"Excellent place to stay."
United States
Rolando
The Saint Kitts Suite | Breathtaking View, Heated Pool
A covered balcony with wicker chairs, a view of palm trees, and multiple flags.

15. AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!

AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!
Old Town Key West
9.8 out of 10, Exceptional, (17 reviews)
"Friendly and clean place, love the look and location will be back"
United States
Amanda G.
AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!
A wide sandy beach with palm trees and a clear sky.

16. Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.

Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
Key West
9.2 out of 10, Wonderful, (115 reviews)
"I enjoyed my stay at the resort, highly recommend!"
United States
Michelaine a.
The price is NZ$872
includes taxes & fees
9 Nov - 10 Nov
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
A wooden bridge leading to a house with a sign indicating no swimming or diving.

17. The Tortuga at Sunrise Suites - Balcony & Pool

The Tortuga at Sunrise Suites - Balcony & Pool
Key West
8.6 out of 10, Excellent, (30 reviews)
"We were very impressed with the grounds. Loved the pool area. Was extremely clean"
United States
Margaret G.
The Tortuga at Sunrise Suites - Balcony & Pool
An outdoor patio with a grill, metal chairs, and a pool.

18. Sky Loft - Steps from Duval Street & Shared Pool

Sky Loft - Steps from Duval Street & Shared Pool
Old Town Key West
9.6 out of 10, Exceptional, (28 reviews)
"Perfect place, close enough to that action in Duval but just far enough to be out of it when you wanted."
United States
Mac J.
The price is NZ$967
includes taxes & fees
9 Nov - 10 Nov
Sky Loft - Steps from Duval Street & Shared Pool
A two-story building with a white picket fence in front, surrounded by palm trees.

19. Coral Palms Spacious 1BR Condo, King, Queen, Sofa Bed, Pool, Block to Duval

Coral Palms Spacious 1BR Condo, King, Queen, Sofa Bed, Pool, Block to Duval
Old Town Key West
9.6 out of 10, Exceptional, (5 reviews)
"Great location to everything we wanted to do. Made it easy to just walk around and not have to drive and figure out where to park."
United States
Mike S.
Coral Palms Spacious 1BR Condo, King, Queen, Sofa Bed, Pool, Block to Duval
A beach with clear turquoise water, a sandy shore, and a distant ship.

20. STEPS TO DUVAL, OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLKS TO STH BCH

STEPS TO DUVAL, OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLKS TO STH BCH
Old Town Key West
9.8 out of 10, Exceptional, (53 reviews)
"Nice location, easy walk to southern side of KW. Very clean and great AC."
United States
Ralph M.
STEPS TO DUVAL, OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLKS TO STH BCH
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.
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Learn more about Dredgers Key

Head to Duval Street and Florida Keys Beaches—just two of the popular sights around Dredgers Key.

See all hotels in Dredgers Key
A sailboat on calm water during sunset.

Top reviews in Dredgers Key

A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island

10/10 Excellent

Very welcoming, clean & comfortable
Australia
ERIN
Reviewed October 7, 2025
The Perry Hotel & Marina Key West

Frequently Asked Questions

How much do condos in Dredgers Key cost?

Expect to pay from NZ$536 to NZ$1,279 per night for condos in Dredgers Key. Whatever your budget, an epic stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many condos are there in Dredgers Key?

Choose from condos in Dredgers Key. Whether you're travelling with the kids or organising a weekend escape with friends, Expedia can help you find the perfect space for your squad.

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