Sailboat Anchored off coast of Dredger Key Sigsbee - Key West Florida

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Our top choices for Dredgers Key vacation homes

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, (159 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 AED 992
AED 2,188 total
includes taxes & fees
28 Jun - 29 Jun
Cudjoe Cottages, swimming pool, just 20 miles from Key West

Starlight Serenity - Hideaway with Stunning Views

Starlight Serenity - Hideaway with Stunning Views
Summerland Key
10.0 out of 10, Exceptional, (1 review)
"This place was everything we needed. The location was the perfect combination of secluded but with accessibility to Marathon and Key West. The house had everything we needed. We loved the appliances, the bed, the shower and the wrap-around porch with the swing. And the people managing the property made our visit the best experience from booking to departure. Will book again!"
United States
Tom H.
The price is AED 815
AED 2,300 total
includes taxes & fees
7 Jul - 8 Jul
Starlight Serenity - Hideaway with Stunning Views

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, (172 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 AED 1,157
AED 2,382 total
includes taxes & fees
6 Jul - 7 Jul
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

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 AED 1,098
AED 2,209 total
includes taxes & fees
1 Jul - 2 Jul
Paradise found

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is AED 1,222
AED 2,647 total
includes taxes & fees
7 Jul - 8 Jul
Starlight Serenity - Hideaway w Stunning Views

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 AED 694
AED 1,191 total
includes taxes & fees
28 Jun - 29 Jun
One Bedroom Suite | Beachside Resort

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 AED 1,322
AED 2,840 total
includes taxes & fees
28 Jun - 29 Jun
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
The price is AED 1,320
AED 3,013 total
includes taxes & fees
30 Jun - 1 Jul
105 - Newly renovated house Oceanside and Pool

Summer special@ 129 Sun thru Wed.ngts lodging only 129 + extras

Summer special@ 129 Sun thru Wed.ngts lodging only 129 + extras
Old Town Key West
9.6 out of 10, Exceptional, (251 reviews)
"Loved our stay here!"
United States
Kristin E.
The price is AED 479
AED 1,192 total
includes taxes & fees
2 Jul - 3 Jul
Summer special@ 129 Sun thru Wed.ngts lodging only 129 + extras

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 AED 607
AED 1,779 total
includes taxes & fees
24 Jul - 25 Jul
Road's End | Prime Old Town Location! Updated Home w/ Pool

Poolside Cottage #412

Poolside Cottage #412
Key West
9.4 out of 10, Exceptional, (31 reviews)
"Very pleasant and generally a nice quiet community. "
United States
Julia M.
The price is AED 612
AED 1,127 total
includes taxes & fees
1 Jul - 2 Jul
Poolside Cottage #412

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 AED 1,157
AED 3,631 total
includes taxes & fees
30 Jun - 1 Jul
TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking

Luxurious Island Pearl - June 1st-July 15th 15% Off!-Private Pool - 2BD/2Bath

Luxurious Island Pearl - June 1st-July 15th 15% Off!-Private Pool - 2BD/2Bath
Key West Historic District
10.0 out of 10, Exceptional, (56 reviews)
"Amazing stay five star!! "
United States
Erica S.
Luxurious Island Pearl - June 1st-July 15th 15% Off!-Private Pool - 2BD/2Bath

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.
The price is AED 863
AED 1,446 total
includes taxes & fees
10 Jul - 11 Jul
Poolside Cottage #411

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 AED 4,176
AED 7,786 total
includes taxes & fees
7 Jul - 8 Jul
Evershore Estate at Lunara Bay | Wellness Home

Private and Exclusive Beach Getaway

Private and Exclusive Beach Getaway
Sugarloaf Key
10.0 out of 10, Exceptional, (11 reviews)
"The location of the home is great, beautiful and peaceful.Enjoyed the pool."
United States
Rachel N.
The price is AED 3,212
AED 6,054 total
includes taxes & fees
29 Jun - 30 Jun
Private and Exclusive Beach Getaway

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 AED 3,952
AED 7,505 total
includes taxes & fees
14 Jul - 15 Jul
Spindrift House at Lunara Bay

Springtide House at Lunara Bay

Springtide House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (46 reviews)
"It was great. House was amazing"
United States
Ernest H.
The price is AED 4,353
AED 8,021 total
includes taxes & fees
30 Jun - 1 Jul
Springtide House at Lunara Bay

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 AED 882
AED 2,988 total
includes taxes & fees
28 Jun - 29 Jun
Sea Esta Suite | Located On Iconic Duval w/ Pool

Casa Havana | Old Town Condo w/ Pool & Balcony

Casa Havana | Old Town Condo w/ Pool & Balcony
Old Town Key West
9.0 out of 10, Wonderful, (6 reviews)
"The property is very old, run down, furniture needs to be replaced, entire interior and trim needs to be repainted, paint chipped off of the majority of trim and molding, significant number of ants in both bedroom bathrooms, mattresses need to be replaced as they are soft and worn out, and not least of all, the property manager has hidden the thermostat underneath an alarm cover, seemingly to prevent guests from lowering the temperature."
United States
John B.
The price is AED 967
AED 2,676 total
includes taxes & fees
15 Jul - 16 Jul
Casa Havana | Old Town Condo w/ Pool & 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