Dredgers Key Vacation Rentals

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Our top choices for Dredgers Key vacation rentals

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (170)
"Location , staff , and aqua lodge were perfect."
United States
William
$382 nightly
The price is $430
Jan 5 - Jan 6, 2026
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
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
$975 nightly
The price is $1,097
Jan 16 - Jan 17, 2026
Total with taxes and fees
Atlantic View Luxury Villa with Pool

Paradise found

Paradise found
Stock Island
9.8 out of 10, Exceptional, (31)
"Nice stay and budget friendly. Hard to find a place to house 5 guys but this an accomplished that easily. Conveniently located to the airport and the restaurants in the area were great. If your trip in Key West involves the marina, the marina is just behind the hogfish grill. "
United States
Mike Q.
$773 nightly
The price is $859
Jan 4 - Jan 5, 2026
Total with taxes and fees
Paradise found

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
8.2 out of 10, Very Good, (51)
"Great area. Quiet and comfortable "
United States
nancy c.
$312 nightly
The price is $346
Dec 23 - Dec 24
Total with taxes and fees
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Palm - Beach Houses Key West

Palm - Beach Houses Key West
Upper Sugarloaf Key
10.0 out of 10, Exceptional, (14)
"Beautiful grounds and pool area. Enjoyed all the abundant wildlife as well as fishing from one of the piers."
United States
Harvey(Tabb) M.
$1,824 nightly
The price is $2,005
Jan 4 - Jan 5, 2026
Total with taxes and fees
Palm - Beach Houses Key West

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)
"Nice place "
United States
Pawel
$918 nightly
The price is $1,033
Jan 12 - Jan 13, 2026
Total with taxes and fees
Grand Marina Suite by Brightwild Waterfront

Capmar House at Lunara Bay

Capmar House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (29)
"The property had all the comforts of home. Plus, being able to enjoy the heated pool even through the overcast and windy conditions! The tropical landscaping and the dock on the bay was awesome!Would definitely recommend!!!"
United States
Anonymous traveler
$1,427 nightly
The price is $1,583
Jan 5 - Jan 6, 2026
Total with taxes and fees
Capmar House at Lunara Bay

Cottage with swimming pool and dockage, just minutes to Key West!

Cottage with swimming pool and dockage, just minutes to Key West!
Cudjoe Key
9.0 out of 10, Wonderful, (160)
"Everything was there that I needed. Very nice area for my dog."
United States
Terry
$315 nightly
The price is $349
Dec 27 - Dec 28
Total with taxes and fees
Cottage with swimming pool and dockage, just minutes to Key West!

Springtide House at Lunara Bay

Springtide House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (43)
"It was great. House was amazing"
United States
Ernest H.
$1,427 nightly
The price is $1,583
Jan 4 - Jan 5, 2026
Total with taxes and fees
Springtide House at Lunara Bay

The Seagate Estate at Lunara Bay

The Seagate Estate at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (18)
"The perfect House , everything was good "
United States
CARLOS G.
$1,427 nightly
The price is $1,583
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Seagate Estate at Lunara Bay

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Cudjoe Key
8.6 out of 10, Excellent, (164)
"Beautiful serene, location, located close enough to Key West and also nice restaurants in the area and close to Bahia Honda State Park, which was beautiful and the key deer areas."
United States
Andrea S.
$257 nightly
The price is $285
Dec 23 - Dec 24
Total with taxes and fees
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise

Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise
Beachside
9.2 out of 10, Wonderful, (142)
"Really nice location and a beautiful pool. The gym/activities area was not well equipped "
United States
Jennifer H.
$1,678 nightly
The price is $1,838
Dec 31 - Jan 1, 2026
Total with taxes and fees
Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise

Spindrift House at Lunara Bay

Spindrift House at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (29)
"The BrightWild team is very professional and responsive. Always a great stay every year!"
United States
Chris S.
$1,427 nightly
The price is $1,583
Jan 6 - Jan 7, 2026
Total with taxes and fees
Spindrift House at Lunara Bay

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Stock Island
7.8 out of 10, Good, (26)
"This was exactly what was advertised, it was clean, and in a great location. The on-site restaurant had great food. Also, all staff members we encountered were very friendly and accommodating. I hope it’s available for our next trip."
United States
Julie
$461 nightly
The price is $512
Jan 4 - Jan 5, 2026
Total with taxes and fees
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Floralee House at Lunara Bay

Floralee House at Lunara Bay
2.0 star property
Raccoon Key
9.8 out of 10, Exceptional, (7)
"Amazing house! Spacious, great pool, & good location "
United States
Paige G.
$1,884 nightly
The price is $2,090
Jan 4 - Jan 5, 2026
Total with taxes and fees
Floralee House at Lunara Bay

Island View 1BR Residence With Balcony

Island View 1BR Residence With Balcony
2.0 star property
Key West
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
$558 nightly
The price is $628
Jan 4 - Jan 5, 2026
Total with taxes and fees
Island View 1BR Residence With Balcony

Catchlight House at Lunara Bay

Catchlight House at Lunara Bay
2.0 star property
Raccoon Key
9.8 out of 10, Exceptional, (6)
"Awesome place definitely recommend if going to key west "
United States
Brandon M.
$1,884 nightly
The price is $2,090
Jan 4 - Jan 5, 2026
Total with taxes and fees
Catchlight House at Lunara Bay

Palmgale Estate at Lunara Bay

Palmgale Estate at Lunara Bay
2.0 star property
Raccoon Key
10.0 out of 10, Exceptional, (8)
"Very clean and stocked. Pleasant experience!"
United States
Iris H.
$1,884 nightly
The price is $2,090
Jan 4 - Jan 5, 2026
Total with taxes and fees
Palmgale Estate at Lunara Bay

Larkshine House at Lunara Bay

Larkshine House at Lunara Bay
2.0 star property
Raccoon Key
10.0 out of 10, Exceptional, (7)
"well maintained, clean, easy to access"
United States
Raj P.
$2,226 nightly
The price is $2,470
Jan 4 - Jan 5, 2026
Total with taxes and fees
Larkshine House at Lunara Bay

Suncoast House at Lunara Bay

Suncoast House at Lunara Bay
Raccoon Key
9.6 out of 10, Exceptional, (41)
"Beautiful House, super clean, perfect location "
United States
carlos s.
$1,924 nightly
The price is $2,135
Jan 4 - Jan 5, 2026
Total with taxes and fees
Suncoast House at Lunara Bay
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 $260 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.