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
$355 nightly
The price is $400
Jan 5 - Jan 6, 2026
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina

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.
$341 nightly
The price is $379
Jan 19 - Jan 20, 2026
Total with taxes and fees
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

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

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

Mirador House at Lunara Bay

Mirador House at Lunara Bay
Raccoon Key
9.6 out of 10, Exceptional, (33)
"House was very clean and exactly as shown on the listing. Our group was 15 and it was perfect. The only issue was there were no griddles or pans for the stove/oven. Only pots were provided. We requested pans and they brought them to us. "
United States
Alex M.
$1,896 nightly
The price is $2,106
Jan 20 - Jan 21, 2026
Total with taxes and fees
Mirador House at Lunara Bay

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
$740 nightly
The price is $833
Jan 21 - Jan 22, 2026
Total with taxes and fees
Grand Marina Suite by Brightwild Waterfront

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
$454 nightly
The price is $504
Jan 4 - Jan 5, 2026
Total with taxes and fees
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

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

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.
$1,376 nightly
The price is $1,532
Jan 4 - Jan 5, 2026
Total with taxes and fees
Springtide House 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

Floralee House at Lunara Bay

Floralee House at Lunara Bay
2.0 star property
Raccoon Key
9.8 out of 10, Exceptional, (8)
"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

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

Evershore Estate at Lunara Bay | Wellness Home

Evershore Estate at Lunara Bay | Wellness Home
Raccoon Key
9.8 out of 10, Exceptional, (27)
"The house is perfect for our family. Access to water, pool and close enough to key west!"
United States
John F.
$1,427 nightly
The price is $1,583
Jan 5 - Jan 6, 2026
Total with taxes and fees
Evershore Estate at Lunara Bay | Wellness Home

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.
$1,445 nightly
The price is $1,580
Dec 31 - Jan 1, 2026
Total with taxes and fees
Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise

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.
$1,900 nightly
The price is $2,110
Jan 20 - Jan 21, 2026
Total with taxes and fees
Suncoast House at Lunara Bay

The Fairhaven House at Solaire Lunara Bay

The Fairhaven House at Solaire Lunara Bay
2.0 star property
Raccoon Key
$2,970 nightly
The price is $3,341
Jan 12 - Jan 13, 2026
Total with taxes and fees
The Fairhaven House at Solaire Lunara Bay

Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.6 out of 10, Exceptional, (29)
"2nd time staying here. Love the location and the facilities. Perfect for boating and fishing. The marina is next door so its very convenient. Good times"
United States
robert s.
$489 nightly
The price is $543
Jan 5 - Jan 6, 2026
Total with taxes and fees
Grand Marina Suite - Poolside & Waterfront Condo

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

Steps from Duval, Pool on Site & Bikes Included!

Steps from Duval, Pool on Site & Bikes Included!
Old Town Key West
9.6 out of 10, Exceptional, (414)
"We loved it here! Not very far from Duval street. "
United States
Keghan J.
$337 nightly
The price is $374
Jan 3 - Jan 4, 2026
Total with taxes and fees
Steps from Duval, Pool on Site & Bikes Included!

Mastway House at Lunara Bay - Wellness Home

Mastway House at Lunara Bay - Wellness Home
Raccoon Key
9.6 out of 10, Exceptional, (30)
"Really enjoyed our time here with friends."
United States
Dawn S.
$1,421 nightly
The price is $1,577
Jan 7 - Jan 8, 2026
Total with taxes and fees
Mastway House at Lunara Bay - Wellness Home
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 $374 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.