Dredgers Key Vacation Rentals

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Our top choices for Dredgers Key vacation rentals

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (2 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
The price is CA $779
CA $1,421 total
includes taxes & fees
Apr 17 - Apr 18
Atlantic View Luxury Villa with Pool

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
The price is CA $624
CA $1,029 total
includes taxes & fees
Apr 15 - Apr 16
Grand Marina Suite by Brightwild Waterfront

Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West
Cudjoe Key
9.2 out of 10, Wonderful, (167 reviews)
"Great place "
United States
David
Cottage with Pool and Dockage, just minutes to Key West

Paradise found

Paradise found
Stock Island
9.8 out of 10, Exceptional, (37 reviews)
"Great house and location. We have found our rental for our yearly stay in Key West. "
United States
Elizabeth F.
The price is CA $414
CA $849 total
includes taxes & fees
Apr 14 - Apr 15
Paradise found

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Cudjoe Key
8.6 out of 10, Excellent, (96 reviews)
"We had a great time and will be back. "
United States
Michelle K.
The price is CA $498
CA $1,055 total
includes taxes & fees
Apr 27 - Apr 28
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
9.0 out of 10, Wonderful, (182 reviews)
"Great stay better than we expected "
Canada
Jordan
The price is CA $228
CA $489 total
includes taxes & fees
May 4 - May 5
Aqua Lodges at Hurricane Hole Marina

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
3.0 star property
Old Town Key West
10.0 out of 10, Exceptional, (6 reviews)
"Property was clean and quiet nice amenities "
United States
Bradley
The price is CA $675
CA $1,249 total
includes taxes & fees
Apr 15 - Apr 16
Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

Living the Dream Key West Style

Living the Dream Key West Style
Stock Island
10.0 out of 10, Exceptional, (57 reviews)
"everything was perfect"
United States
Kathy A
The price is CA $443
CA $559 total
includes taxes & fees
Apr 16 - Apr 17
Living the Dream Key West Style

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Stock Island
8.6 out of 10, Excellent, (7 reviews)
"If you are looking for a fun adventure stay this is the place for you, host was amazing from start to finish. Ocean views at sunset are amazing!"
United States
Barry
The price is CA $280
CA $487 total
includes taxes & fees
Apr 14 - Apr 15
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views

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

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Stock Island
7.6 out of 10, Good, (34 reviews)
"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
The price is CA $347
CA $703 total
includes taxes & fees
Apr 27 - Apr 28
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Capmar House at Lunara Bay

Capmar House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (29 reviews)
"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 traveller
The price is CA $1,106
CA $2,366 total
includes taxes & fees
Apr 14 - Apr 15
Capmar House at Lunara Bay

Resort View 1BR Suite With Direct Pool Access

Resort View 1BR Suite With Direct Pool Access
2.0 star property
Key West
The price is CA $476
CA $650 total
includes taxes & fees
May 11 - May 12
Resort View 1BR Suite With Direct Pool Access

Springtide House at Lunara Bay

Springtide House at Lunara Bay
Raccoon Key
9.6 out of 10, Exceptional, (45 reviews)
"It was great. House was amazing"
United States
Ernest H.
The price is CA $1,106
CA $2,366 total
includes taxes & fees
Apr 14 - Apr 15
Springtide House at Lunara Bay

Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.6 out of 10, Exceptional, (32 reviews)
"Good condo and staff help me out on phone with me till we found the condo. "
United States
Raamkumaran
The price is CA $585
CA $1,093 total
includes taxes & fees
Apr 26 - Apr 27
Grand Marina Suite - Poolside & Waterfront Condo

Lighthouse Suites Collection

Lighthouse Suites Collection
4.0 star property
Old Town Key West
The price is CA $745
CA $1,701 total
includes taxes & fees
Apr 15 - Apr 16
Lighthouse Suites Collection

The Seagate Estate at Lunara Bay

The Seagate Estate at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (22 reviews)
"Great place and great hosts. However the pool never heated and couldn’t get anyone out to look at it. Overall an amazing stay and would definitely return."
United States
Austin S.
The price is CA $1,106
CA $2,366 total
includes taxes & fees
May 10 - May 11
The Seagate Estate at Lunara Bay

Spindrift House at Lunara Bay

Spindrift House at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (29 reviews)
"Easy checkin and checkout. Host quickly responded to any questions. Home was comfortable and provided an enjoyable and safe place to celebrate a birthday with girlfriends. "
United States
Debbie C.
The price is CA $1,123
CA $2,379 total
includes taxes & fees
May 11 - May 12
Spindrift House at Lunara Bay

Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony

Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
Key West
9.2 out of 10, Wonderful, (43 reviews)
"Very enjoyable other than the rooster started crowing at 4:30 AM."
United States
Carol
The price is CA $525
CA $797 total
includes taxes & fees
Apr 21 - Apr 22
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony

Evershore Estate at Lunara Bay | Wellness Home

Evershore Estate at Lunara Bay | Wellness Home
Raccoon Key
9.8 out of 10, Exceptional, (27 reviews)
"The house is perfect for our family. Access to water, pool and close enough to key west!"
United States
John F.
The price is CA $1,106
CA $2,366 total
includes taxes & fees
Apr 15 - Apr 16
Evershore Estate at Lunara Bay | Wellness Home

Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.

Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
Key West
9.2 out of 10, Wonderful, (109 reviews)
"The location was good and the host had good communication!"
United States
Casey O.
The price is CA $525
CA $797 total
includes taxes & fees
Apr 15 - Apr 16
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Dredgers Key. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.