Dredgers Key Vacation Rentals

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Our top choices for Dredgers Key vacation rentals

3.5 star property
8.4 out of 10, Very Good, (320)
"Place was great bed was comfy and the water was HOT!!! "
United States
Angela
$319 nightly
The price is $359
Dec 15 - Dec 16
Total with taxes and fees
Hyatt Vacation Club at Sunset Harbor, Key West

Houseboat in Stock Island

Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (170)
"Location , staff , and aqua lodge were perfect."
United States
William
$271 nightly
The price is $304
Dec 15 - Dec 16
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina
9.6 out of 10, Exceptional, (413)
"Everything was excellent!"
United States
Susan L.
$205 nightly
The price is $228
Dec 15 - Dec 16
Total with taxes and fees
Steps from Duval, Pool on Site & Bikes Included!
8.2 out of 10, Very Good, (50)
"Great area. Quiet and comfortable "
United States
nancy c.
$285 nightly
The price is $316
Dec 15 - Dec 16
Total with taxes and fees
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
9.8 out of 10, Exceptional, (110)
"Great value stay"
United States
Mike B.
$285 nightly
The price is $316
Dec 17 - Dec 18
Total with taxes and fees
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!
3.5 star property
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
$874 nightly
The price is $983
Jan 11 - Jan 12, 2026
Total with taxes and fees
Atlantic View Luxury Villa with Pool
8.6 out of 10, Excellent, (120)
"Jennifer was very nice and accommodating."
United States
Randy G.
$296 nightly
The price is $329
Dec 15 - Dec 16
Total with taxes and fees
Charming cottages, dockage, pool, just minutes to Key West
8.8 out of 10, Excellent, (37)
"Great communication, great location, and nice pool."
United States
Lauren S.
$261 nightly
The price is $287
Dec 17 - Dec 18
Total with taxes and fees
VanGogh Studio | Updated, Old Town, Heated Pool
10.0 out of 10, Exceptional, (15)
"Really enjoyed our stay. Location was great and the property was well kept."
United States
linda k.
$310 nightly
The price is $340
Dec 15 - Dec 16
Total with taxes and fees
Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples
10.0 out of 10, Exceptional, (27)
"Clean room, amazing location, the host was very communicative and helpful. They had a car service ready to pick us up at the airport which was phenomenal. "
United States
Lauren S.
$349 nightly
The price is $383
Dec 15 - Dec 16
Total with taxes and fees
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Condo in Old Town Key West

Leo’s Lodge | Newly Updated!
8.6 out of 10, Excellent, (21)
"Very nice facility and pool; bathroom was small for large person."
United States
James
$261 nightly
The price is $287
Dec 15 - Dec 16
Total with taxes and fees
Leo’s Lodge | Newly Updated!
2.0 star property
10.0 out of 10, Exceptional, (2)
"Great place it is a full apartment with everything you could need and very clean "
United States
Luis
$376 nightly
The price is $423
Dec 18 - Dec 19
Total with taxes and fees
Island View 1BR Residence With Balcony
10.0 out of 10, Exceptional, (117)
"The property was exactly as expected. Host was excellent. Great location and the bikes were great for getting around town. White Street Pizza down the street was amazing too!"
United States
Joanna B.
$338 nightly
The price is $375
Dec 15 - Dec 16
Total with taxes and fees
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

Apartment in Old Town Key West

Hollinsed House Studio - Great Location!!
2.5 star property
9.6 out of 10, Exceptional, (155)
"Loved this place. Great location in Old Town. Quiet at night-no roosters! The place was extremely clean and had plenty of towels. Did have beach towels-this was very appreciated. Kitchen was well stocked with working equipment, but unlike many rentals no staples left like-salt, pepper, seasonings. We thought it was a gem and would definitely stay again."
United States
ANGELA S.
$423 nightly
The price is $469
Dec 17 - Dec 18
Total with taxes and fees
Hollinsed House Studio - Great Location!!
9.4 out of 10, Exceptional, (95)
"Location is convenient, about a 15 minute walk go Duval Street so it’s in a nice and quiet area. The pictures are misleading, there is no central AC. "
United States
Priscilla
$313 nightly
The price is $347
Dec 17 - Dec 18
Total with taxes and fees
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

Condo in Old Town Key West

Chagall’s Corner | Newly Remodeled!
9.0 out of 10, Wonderful, (26)
"It was everything we expexted...hoping to stay again only on 1st floor"
United States
Rodney&Roxanne M.
$261 nightly
The price is $287
Dec 15 - Dec 16
Total with taxes and fees
Chagall’s Corner | Newly Remodeled!

Condo in Old Town Key West

Andy’s Attic | Budget-Friendly!
8.4 out of 10, Very Good, (24)
"great location"
United States
Carol
$265 nightly
The price is $292
Dec 20 - Dec 21
Total with taxes and fees
Andy’s Attic | Budget-Friendly!
10.0 out of 10, Exceptional, (17)
"Really enjoyed the accommodations. "
United States
Timothy
$390 nightly
The price is $433
Dec 16 - Dec 17
Total with taxes and fees
Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK
8.8 out of 10, Excellent, (90)
"Nice place to vacation "
United States
Kevin D.
$311 nightly
The price is $345
Dec 15 - Dec 16
Total with taxes and fees
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
9.0 out of 10, Wonderful, (100)
"Nice place, accurate description. "
United States
Sean F.
$524 nightly
The price is $581
Jan 11 - Jan 12, 2026
Total with taxes and fees
Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK
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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Top Dredgers Key Hotel Reviews

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 $228 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.