A sailboat on calm water during sunset.

Search Dredgers Key Cottages

  • 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
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Dredgers Key cottages

Exterior

Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West
Cudjoe Key
9.4 out of 10, Exceptional, (172 reviews)
"Great place "
United States
David
$372 nightly
The price is $413
Jul 7 - Jul 8
Total with taxes and fees
Cottage with Pool and Dockage, just minutes to Key West
Exterior

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key
8.6 out of 10, Excellent, (98 reviews)
"Perfect location. Privacy and comfort."
United States
Anthony
$364 nightly
The price is $403
Aug 1 - Aug 2
Total with taxes and fees
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior

The Dancing Rooster: 2 Blocks from Duval in Old Town.

The Dancing Rooster: 2 Blocks from Duval in Old Town.
Old Town Key West
9.8 out of 10, Exceptional, (148 reviews)
"Such a great stay. A nice walk to duval for nightlife!"
United States
Mercedes A.
$590 nightly
The price is $655
Jul 27 - Jul 28
Total with taxes and fees
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Exterior

Find your zen at HIDDEN TREASURE

Find your zen at HIDDEN TREASURE
Old Town Key West
9.2 out of 10, Wonderful, (21 reviews)
"Location was great. "
United States
Karen B.
$857 nightly
The price is $941
Jul 10 - Jul 11
Total with taxes and fees
Find your zen at HIDDEN TREASURE
Exterior

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Old Town Key West
10.0 out of 10, Exceptional, (30 reviews)
"Great location, freshly renovated "
United States
Jackie M.
$528 nightly
The price is $587
Aug 5 - Aug 6
Total with taxes and fees
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Outdoor dining

HIDDEN OASIS 3 blocks from Duval

HIDDEN OASIS 3 blocks from Duval
Old Town Key West
9.6 out of 10, Exceptional, (101 reviews)
"All around amazing place! Location was perfect! "
United States
Daniel M.
$587 nightly
The price is $642
Jul 12 - Jul 13
Total with taxes and fees
HIDDEN OASIS 3 blocks from Duval
Exterior

Get your ISLAND STLYE on!

Get your ISLAND STLYE on!
Old Town Key West
9.6 out of 10, Exceptional, (84 reviews)
"Good location. Provided everything that was listed. The unit was very clean."
United States
Mary S.
$585 nightly
The price is $641
Jul 23 - Jul 24
Total with taxes and fees
Get your ISLAND STLYE on!
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Dredgers Key Hotel Reviews

Southwinds Motel

Southwinds Motel

10/10 Excellent
"A"
Ronald Stephen 5-night trip
Posted 1 hour ago
Southwinds Motel

Find out more about Dredgers Key

Dredgers Key Cottages information

Number of reviews
633
Accommodation
70 Cottages
Lowest Price
$403
Highest Price
$941

Frequently asked questions

How much do cottages in Dredgers Key cost?
Rates for cottages in Dredgers Key range between $403 and $941 per night. Whatever your budget, you're sure to find a perfect place to get reacquainted with nature. 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.
What are the best cottages in Dredgers Key?
A traveler favorite is Simonton Court Cottages. Rest easy at this 3-star stay which features WiFi and a fridge. Casa Manana Key West Monthly: 2 Br is another popular option to look into. Spend your vacation at this 3-star cottage and make the most of amenities like a garden and a barbecue grill. There are multiple cottages in Dredgers Key with a total average guest review rating of 9.5.
How many cottages are there in Dredgers Key?
Enjoy reconnecting with nature in one of the 70 cottages on offer in Dredgers Key. To help you reserve a stay that's right for you, make use of our handy filters to search for must-have amenities.
Are there any family-friendly cottages in Dredgers Key?
Get cozy at Simonton Court Cottages, a 3-star cottage not far from downtown. Conveniences here include WiFi and housekeeping services. Another family-friendly option where you can swap the urban jungle for fresh air and nature is Casa Manana Key West Monthly: 2 Br. An oven and clothes washing facilities help make this 3-star cottage a hit with guests. Once you've checked in, there are lots of family-friendly attractions to visit around Dredgers Key. Smathers Beach and South Beach are two of our top picks.
Why book your cottage in Dredgers Key with Expedia?
Booking a cottage in Dredgers Key is as simple as deciding on your travel dates and choosing an ideal place for outdoor relaxation and recreation. From luxurious retreats to affordable properties and cottages that come with perks like a pool, Expedia has something for all tastes. As for the best offers around? We've got them too!
How can I find cheap cottages in Dredgers Key?
The simplest way to compare cheap cottages in Dredgers Key is with Expedia's user-friendly filter tool. Narrow your search results by star rating, budget and amenities to secure unbeatable rates in just a few keystrokes.

Explore a world of travel with Expedia