Dredgers Key Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Dredgers Key vacation rentals

A row of floating houses with balconies, connected by walkways, on calm water.

1. Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (202 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
$254 nightly
The price is $286
Nov 10 - Nov 11
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina
A pool area with a wooden deck, lounge chairs, and a waterfall feature.

2. Lighthouse Suites Collection

Lighthouse Suites Collection
4.0 star property
Old Town Key West
10.0 out of 10, Exceptional, (2 reviews)
"My favorite place now. Won’t stay anywhere else. Lost track of the amount of my Key West stays, but this place has been the the most memorable."
United States
Melissa
$688 nightly
The price is $753
Nov 13 - Nov 14
Total with taxes and fees
Lighthouse Suites Collection
A waterfront property with a large building featuring balconies and a covered area, boats docked in front, and palm trees in the background.

3. Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
Stock Island
10.0 out of 10, Exceptional, (3 reviews)
"Nice place "
United States
Pawel
$607 nightly
The price is $683
Nov 10 - Nov 11
Total with taxes and fees
Grand Marina Suite by Brightwild Waterfront
A modern house with a swimming pool, a balcony, and a well-maintained garden.

4. Contra House Key West

Contra House Key West
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (1 review)
"Pool and outside was undesirable"
United States
Rosalie
$1,063 nightly
The price is $1,195
Nov 10 - Nov 11
Total with taxes and fees
Contra House Key West
A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.

5. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
7.4 out of 10, Good, (3 reviews)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
$925 nightly
The price is $1,041
Nov 15 - Nov 16
Total with taxes and fees
Atlantic View Luxury Villa with Pool
A wooden boardwalk leading to a building with a green roof, surrounded by palm trees and a body of water.

6. The Grenada Suite Pool View Private Balcony

The Grenada Suite Pool View Private Balcony
2.0 star property
Key West
9.0 out of 10, Wonderful, (2 reviews)
"A little dated, but clean and well located."
United States
Luis
$470 nightly
The price is $529
Nov 30 - Dec 1
Total with taxes and fees
The Grenada Suite Pool View Private Balcony
A dining area with a wooden table and chairs, a blue sofa, and a view of the outdoors through a glass door.

7. Sunnyside Up by Brightwild Pool Parking

Sunnyside Up by Brightwild Pool Parking
3.0 star property
Old Town Key West
10.0 out of 10, Exceptional, (1 review)
$741 nightly
The price is $833
Nov 17 - Nov 18
Total with taxes and fees
Sunnyside Up by Brightwild Pool Parking
A white two-story house with a balcony and a swimming pool.

8. Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool
2.0 star property
Raccoon Key
10.0 out of 10, Exceptional, (1 review)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
France
Karen
$1,393 nightly
The price is $1,567
Nov 10 - Nov 11
Total with taxes and fees
Capmar House by Brightwild Huge Home Pool
A balcony with a wicker sofa and a palm tree, overlooking a street with buildings and a CVS store.

9. Duval Dream Loft by Brightwild Right on Duval

Duval Dream Loft by Brightwild Right on Duval
2.0 star property
Old Town Key West
10.0 out of 10, Exceptional, (1 review)
$905 nightly
The price is $1,018
Nov 10 - Nov 11
Total with taxes and fees
Duval Dream Loft by Brightwild Right on Duval
A wooden pedestrian bridge over a water body, surrounded by lush greenery and palm trees.

10. Tortuga Suite Sparkling Pool Hot Tub

Tortuga Suite Sparkling Pool Hot Tub
2.0 star property
Key West
$500 nightly
The price is $562
Dec 1 - Dec 2
Total with taxes and fees
Tortuga Suite Sparkling Pool Hot Tub
A white house with a porch, surrounded by tropical plants and a stone pathway.

11. New The Cottage at James House

New The Cottage at James House
2.0 star property
Key West Historic District
8.0 out of 10, Very good, (2 reviews)
"The best thing about this property is location. Short walk to everything - short walk to Sloppy Joes. It is overpriced for the accommodations but you pay for location. "
United States
Pamela
$520 nightly
The price is $585
Nov 30 - Dec 1
Total with taxes and fees
New The Cottage at James House
A modern kitchen with a large island, built-in appliances, and pendant lighting.

12. Cloud Suite on Duval Luxury Condo Epic Location

Cloud Suite on Duval Luxury Condo Epic Location
2.0 star property
Old Town Key West
8.0 out of 10, Very good, (1 review)
"Great space, amazing location, could be a bit cleaner. "
Canada
Marcus
$804 nightly
The price is $904
Nov 17 - Nov 18
Total with taxes and fees
Cloud Suite on Duval Luxury Condo Epic Location
A modern kitchen with white cabinets, stainless steel appliances, and a wooden door.

13. The Bartlum Luxury Studio In Prime Location

The Bartlum Luxury Studio In Prime Location
2.0 star property
Key West Historic District
$497 nightly
The price is $559
Nov 11 - Nov 12
Total with taxes and fees
The Bartlum Luxury Studio In Prime Location
A cozy living area with a sofa, a dining table with chairs, and a television mounted on the wall.

14. Commodore s Cove by Brightwild Epic Location

Commodore s Cove by Brightwild Epic Location
2.0 star property
Key West Historic District
$1,176 nightly
The price is $1,323
Dec 7 - Dec 8
Total with taxes and fees
Commodore s Cove by Brightwild Epic Location
A porch with a white railing, a pink door, and a white fence.

15. New Rose Petal Petite Suite - Pool Parking

New Rose Petal Petite Suite - Pool Parking
2.0 star property
Key West Historic District
$427 nightly
The price is $480
Nov 29 - Nov 30
Total with taxes and fees
New Rose Petal Petite Suite - Pool Parking
A two-story building with a white picket fence, surrounded by lush greenery and palm trees.

16. Sky Loft by Brightwild Penthouse in Prime Spot

Sky Loft by Brightwild Penthouse in Prime Spot
2.0 star property
Old Town Key West
$559 nightly
The price is $629
Nov 10 - Nov 11
Total with taxes and fees
Sky Loft by Brightwild Penthouse in Prime Spot
A covered porch with a table and chairs, overlooking a street with houses and cars.

17. Banana Split by Brightwild Pool Grill

Banana Split by Brightwild Pool Grill
2.0 star property
Key West Historic District
$448 nightly
The price is $504
Nov 30 - Dec 1
Total with taxes and fees
Banana Split by Brightwild Pool Grill
A white house with a porch, palm trees, and a white picket fence.

18. Mesa House Uno by Brightwild Perfect Location

Mesa House Uno by Brightwild Perfect Location
2.0 star property
Key West Historic District
$547 nightly
The price is $615
Dec 1 - Dec 2
Total with taxes and fees
Mesa House Uno by Brightwild Perfect Location
A spacious living area with a wooden dining table, comfortable seating, a flat-screen TV, and large windows offering a view of the outdoors.

19. Spindrift House by Brightwild Huge Pool Dock

Spindrift House by Brightwild Huge Pool Dock
2.0 star property
Raccoon Key
$1,489 nightly
The price is $1,675
Nov 11 - Nov 12
Total with taxes and fees
Spindrift House by Brightwild Huge Pool Dock
A white two-story house with a central archway and a paved driveway.

20. Palmgale House in Key West

Palmgale House in Key West
2.5 star property
Raccoon Key
$1,773 nightly
The price is $1,994
Nov 10 - Nov 11
Total with taxes and fees
Palmgale House in 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.
View all properties

Find vacation rentals that suit your style

Apartment image
Apartments
Apartments
apart-hotel image
Aparthotels
Aparthotels

Top Dredgers Key Hotel Reviews

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
Hampton Inn Key West FL

Hampton Inn Key West FL

Hampton Inn Key West FL
Key West

10/10 Excellent

Loved the place. Beautiful and large pool. Free Shuttle service to downtown . Trolly stops right at door. Tiki bar on site is great. Room is awesome. Easy parking views are amazing. 2 free drinks at bar per each nights stay. Concierge sevice booked my dive trip.
United States
Karen
Reviewed August 16, 2024
Hampton Inn Key West FL

Find out more about Dredgers Key

Everything you need to know about Dredgers Key vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Dredgers Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Dredgers Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Dredgers Key vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dredgers Key. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Dredgers Key in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $286 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Dredgers Key rentals

At Expedia, we put the best Dredgers Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Dredgers Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Dredgers Key vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dredgers Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia