Dredgers Key Holiday Rentals

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Our top choices for Dredgers Key holiday rentals

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
9.0 out of 10, Wonderful, (56 reviews)
"Clean rooms, clear guidelines, completely no contact experience without facing any trouble."
United States
Raj
The price is NZ$685
includes taxes & fees
2 Apr - 3 Apr
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

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, (167 reviews)
"Location was perfect. Oceanfront dock had beautiful sunsets. Oceanfront pool lovely and warm with incredible view. Very friendly vibe and relaxed atmosphere. "
Canada
Jennifer
The price is NZ$538
includes taxes & fees
27 Mar - 28 Mar
Cottage with swimming pool and dockage, just minutes to 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, (181 reviews)
"Great stay better than we expected "
Canada
Jordan
The price is NZ$578
includes taxes & fees
7 Apr - 8 Apr
Aqua Lodges at Hurricane Hole Marina

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (163 reviews)
"Great location with a great staff. The Bug House is very spacious and clean. I would recommend it as a great place to stay and relax with family. "
United States
Phillip
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

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, (31 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 NZ$869
includes taxes & fees
22 Apr - 23 Apr
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Cudjoe Cottages, swimming pool, just 20 miles from Key West

Cudjoe Cottages, swimming pool, just 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (155 reviews)
"Great place with beautiful views, house could use some TLC so the trade out is location and outdoor space with nice yard and very peaceful. "
United States
Peggy H.
The price is NZ$1,183
includes taxes & fees
6 Apr - 7 Apr
Cudjoe Cottages, swimming pool, just 20 miles from Key West

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, (95 reviews)
"We had a great time and will be back. "
United States
Michelle K.
The price is NZ$1,304
includes taxes & fees
21 Apr - 22 Apr
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

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
8.8 out of 10, Excellent, (92 reviews)
"Nice place to vacation "
United States
Kevin D.
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina

Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina
Stock Island
The price is NZ$1,439
includes taxes & fees
30 Mar - 31 Mar
Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina

Living the Dream Key West Style

Living the Dream Key West Style
Stock Island
9.8 out of 10, Exceptional, (50 reviews)
"everything was perfect"
United States
Kathy A
The price is NZ$893
includes taxes & fees
29 Mar - 30 Mar
Living the Dream Key West Style

Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!

Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!
Old Town Key West
9.8 out of 10, Exceptional, (27 reviews)
"Very clean, kind people, very helpful. "
United States
Anna
The price is NZ$708
includes taxes & fees
1 Apr - 2 Apr
Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Old Town Key West
9.8 out of 10, Exceptional, (128 reviews)
"Amazing place to stay, excellent experience!!!"
United States
Brad
The price is NZ$751
includes taxes & fees
29 Mar - 30 Mar
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

VanGogh Studio | Updated, Old Town, Heated Pool

VanGogh Studio | Updated, Old Town, Heated Pool
Old Town Key West
8.6 out of 10, Excellent, (41 reviews)
"Room had everything we needed!Owners and staff were very responsive and offered free shuttle to/from the airport!"
United States
Timothy P.
The price is NZ$615
includes taxes & fees
30 Mar - 31 Mar
VanGogh Studio | Updated, Old Town, Heated Pool

Carey's Corner | Updated Studio with Heated Pool

Carey's Corner | Updated Studio with Heated Pool
Old Town Key West
8.6 out of 10, Excellent, (40 reviews)
"Pet friendly but no grass to go, clean, very small, very little parking, 3 blocks from Duvalls south end."
United States
Rodney
The price is NZ$615
includes taxes & fees
30 Mar - 31 Mar
Carey's Corner | Updated Studio with Heated Pool

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval
Old Town Key West
9.6 out of 10, Exceptional, (39 reviews)
"Great location. South Beach across the street. Everything walking distance. "
United States
Jason W.
The price is NZ$792
includes taxes & fees
29 Mar - 30 Mar
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval

Paradise found

Paradise found
Stock Island
9.8 out of 10, Exceptional, (35 reviews)
"Great house and location. We have found our rental for our yearly stay in Key West. "
United States
Elizabeth F.
The price is NZ$1,255
includes taxes & fees
13 Apr - 14 Apr
Paradise found

Claude Monet Suite | Cozy Studio with Pool & Patio

Claude Monet Suite | Cozy Studio with Pool & Patio
Old Town Key West
9.4 out of 10, Exceptional, (30 reviews)
"Room was clean and within easy walk to most attractions. Check in and check out was easy. "
United States
Sharon
The price is NZ$682
includes taxes & fees
30 Mar - 31 Mar
Claude Monet Suite | Cozy Studio with Pool & Patio

The Grand Cayman | Beautifully Remodeled Key West!

The Grand Cayman | Beautifully Remodeled Key West!
Key West
9.4 out of 10, Exceptional, (11 reviews)
"Condo was perfect for what we needed for our 1 night stay in Key West"
United States
Mika
The price is NZ$1,071
includes taxes & fees
21 Apr - 22 Apr
The Grand Cayman | Beautifully Remodeled 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 reviews)
"Nice place "
United States
Pawel
The price is NZ$1,382
includes taxes & fees
12 Apr - 13 Apr
Grand Marina Suite by Brightwild Waterfront

Yellowfin Ledge | Ideal Getaway On Duval! Balcony

Yellowfin Ledge | Ideal Getaway On Duval! Balcony
Old Town Key West
9.4 out of 10, Exceptional, (30 reviews)
"The location was amazing and the cleanliness of the room was great! Definitely recommend "
United States
N G.
The price is NZ$796
includes taxes & fees
31 Mar - 1 Apr
Yellowfin Ledge | Ideal Getaway On Duval! Balcony
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Dredgers Key holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Dredgers Key holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Dredgers Key holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Dredgers Key holiday rentals we have selected for you start as low as NZ$538 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Dredgers Key rentals

At Expedia, we put the best Dredgers Key holiday 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 holiday.

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.