A sailboat on calm water during sunset.

Holiday Homes in Dredgers Key

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Dredgers Key holiday homes

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, (173 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
The price is NZ$1,151
includes taxes & fees
5 July - 6 July
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

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, (160 reviews)
"This was our second stay here and just as we remembered. It was clean and we had everything we needed. Would recommend it for visiting Key West as its only a 30 minute drive in."
United States
John S.
The price is NZ$1,042
includes taxes & fees
29 June - 30 June
Cudjoe Cottages, swimming pool, just 20 miles from Key West

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
10.0 out of 10, Exceptional, (1 review)
"The host team is amazing and very responsive. The house is very beautiful inside and out. We loved grilling downstairs, so much room down there. We loved our stay here because it was very secluded, unlike Key West, where you are on top of each other. The location is perfect because you can still make it down to Key West in 25 minutes for activities and food."
United States
max
The price is NZ$1,274
includes taxes & fees
1 July - 2 July
Starlight Serenity - Hideaway w Stunning Views

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
8.8 out of 10, Excellent, (101 reviews)
"Great location plenty of room for 4 adults and 2 kids"
United States
Bob B.
The price is NZ$1,334
includes taxes & fees
29 June - 30 June
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

105 - Newly renovated house Oceanside and Pool

105 - Newly renovated house Oceanside and Pool
Cudjoe Key
105 - Newly renovated house Oceanside and Pool

Paradise found

Paradise found
Stock Island
9.8 out of 10, Exceptional, (37 reviews)
"Great to stay. Good places to eat close by."
United States
Robert B.
The price is NZ$1,095
includes taxes & fees
1 July - 2 July
Paradise found

One Bedroom Suite | Beachside Resort

One Bedroom Suite | Beachside Resort
Key West
10.0 out of 10, Exceptional, (4 reviews)
"Great property, room was amazing!"
United States
Daris Y.
The price is NZ$573
includes taxes & fees
29 June - 30 June
One Bedroom Suite | Beachside Resort

Feb 3-10 $245 off the rates close beach full kitchen & patio

Feb 3-10 $245 off the rates close beach full kitchen & patio
Old Town Key West
9.6 out of 10, Exceptional, (252 reviews)
"Loved our stay here!"
United States
Kristin E.
The price is NZ$565
includes taxes & fees
2 July - 3 July
Feb 3-10 $245 off the rates close beach full kitchen & patio

Poolside Cottage #412

Poolside Cottage #412
Key West
9.2 out of 10, Wonderful, (32 reviews)
"Very pleasant and generally a nice quiet community. "
United States
Julia M.
The price is NZ$540
includes taxes & fees
1 July - 2 July
Poolside Cottage #412

Road's End | Prime Old Town Location! Updated Home w/ Pool

Road's End | Prime Old Town Location! Updated Home w/ Pool
Old Town Key West
9.8 out of 10, Exceptional, (16 reviews)
"The property was very clean with an excellent location. "
United States
Mike T.
The price is NZ$882
includes taxes & fees
24 July - 25 July
Road's End | Prime Old Town Location! Updated Home w/ Pool

TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking

TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking
Stock Island
10.0 out of 10, Exceptional, (23 reviews)
"Great place nice and clean easy access to the pool short drive to the beach"
United States
Nathan W.
The price is NZ$1,677
includes taxes & fees
29 June - 30 June
TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking

Poolside Cottage #411

Poolside Cottage #411
Key West
9.8 out of 10, Exceptional, (66 reviews)
"We had a wonderful stay. The house was very clean, the area was quiet and peaceful, and the pool was incredibly relaxing. We enjoyed it so much that we have already booked another stay."
United States
Tiara B.
Poolside Cottage #411

The Lighthouse - Beach Houses Key West

The Lighthouse - Beach Houses Key West
Upper Sugarloaf Key
9.6 out of 10, Exceptional, (11 reviews)
"Thank you for our wonderful stay at this beautiful property - everything was perfect - Peter"
United States
Peter Q.
The price is NZ$2,820
includes taxes & fees
13 July - 14 July
The Lighthouse - Beach Houses Key West

Evershore Estate at Lunara Bay | Wellness Home

Evershore Estate at Lunara Bay | Wellness Home
Raccoon Key
9.8 out of 10, Exceptional, (28 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 NZ$3,123
includes taxes & fees
6 July - 7 July
Evershore Estate at Lunara Bay | Wellness Home

Luxurious Island Pearl-Private Pool - 2BD/2Bath

Luxurious Island Pearl-Private Pool - 2BD/2Bath
Key West Historic District
10.0 out of 10, Exceptional, (56 reviews)
"Amazing stay five star!! "
United States
Erica S.
The price is NZ$1,823
includes taxes & fees
11 July - 12 July
Luxurious Island Pearl-Private Pool - 2BD/2Bath

The Hemingway - Beach Houses Key West

The Hemingway - Beach Houses Key West
Upper Sugarloaf Key
9.6 out of 10, Exceptional, (8 reviews)
"Great place for our family of 5 A little off the beaten path which is exactly what we wanted Great host who answered all our questions promptly Sunrise and sunsets here were magnificent Great fishing off the dock as well"
United States
Brian K.
The price is NZ$2,963
includes taxes & fees
14 July - 15 July
The Hemingway - Beach Houses Key West

Sea Esta Suite | Located On Iconic Duval w/ Pool

Sea Esta Suite | Located On Iconic Duval w/ Pool
Old Town Key West
9.8 out of 10, Exceptional, (47 reviews)
"Great stay! "
United States
Colleen S.
The price is NZ$1,522
includes taxes & fees
9 July - 10 July
Sea Esta Suite | Located On Iconic Duval w/ Pool

Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool
2.0 star property
Raccoon Key
10.0 out of 10, Exceptional, (1 review)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
France
Karen
The price is NZ$3,110
includes taxes & fees
29 June - 30 June
Capmar House by Brightwild Huge Home Pool

Spindrift House at Lunara Bay

Spindrift House at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (30 reviews)
"Great host!"
United States
Mario C.
The price is NZ$3,008
includes taxes & fees
14 July - 15 July
Spindrift House at Lunara Bay

Capmar House at Lunara Bay

Capmar House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (29 reviews)
"The Best VRBO I have stayed in "
United States
Wilbert C.
The price is NZ$2,971
includes taxes & fees
29 June - 30 June
Capmar 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Dredgers Key Hotel Reviews

Find out more about Dredgers Key

Dredgers Key Holiday Homes information

Number of reviews
761
Accommodation
787 Holiday Homes
Lowest Price
NZ$540
Highest Price
NZ$3,123

Explore a world of travel with Expedia