A sailboat on calm water during sunset.

Search Vacation 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 vacation homes

1. 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 584
AED 1,060 total
includes taxes & fees
16 Aug - 17 Aug
One Bedroom Suite | Beachside Resort

2. Poolside Cottage #412

Poolside Cottage #412
Key West
9.4 out of 10, Exceptional, (36 reviews)
"Very pleasant and generally a nice quiet community. "
United States
Julia M.
The price is AED 680
AED 1,199 total
includes taxes & fees
8 Sep - 9 Sep
Poolside Cottage #412

3. Aug.-Sept. Special@125.lodging Only 129. + extras. From.8-17 to 9-30

Aug.-Sept. Special@125.lodging Only 129. + extras. From.8-17 to 9-30
Old Town Key West
9.0 out of 10, Wonderful, (198 reviews)
"Fantastic location! Close enough to walk to all the things, but very quiet and relaxing to hang out. Loved the back deck. Owner was very responsive and helpful. Neighbors were nice as well."
United States
Jeanine
Aug.-Sept. Special@125.lodging Only 129. + extras. From.8-17 to 9-30

4. Poolside Cottage #411

Poolside Cottage #411
Key West
9.8 out of 10, Exceptional, (68 reviews)
"Excellent cottage in a quiet location. Our family of 4 enjoyed the stay & plan to return in the future!"
United States
Jennifer W.
Poolside Cottage #411

5. 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.
TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking

6. 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, (20 reviews)
"The property was very clean with an excellent location. "
United States
Mike T.
The price is AED 717
AED 1,902 total
includes taxes & fees
8 Sep - 9 Sep
Road's End | Prime Old Town Location! Updated Home w/ Pool

7. Slice of Paradise

Slice of Paradise
Stock Island
10.0 out of 10, Exceptional, (4 reviews)
"House was clean, what we expected, host responded promptly and accurately, pool was great."
United States
Cathy S.
The price is AED 955
AED 2,060 total
includes taxes & fees
11 Aug - 12 Aug
Slice of Paradise

8. Luxury two floor apartment in prime location of famous Duval Street

Luxury two floor apartment in prime location of famous Duval Street
Old Town Key West
9.6 out of 10, Exceptional, (103 reviews)
"Great stay at a great location. Apartment was very clean. Enjoyed the balcony overlooking Duval St. "
United States
Gregory L.
The price is AED 716
AED 2,174 total
includes taxes & fees
11 Aug - 12 Aug
Luxury two floor apartment in prime location of famous Duval Street

9. Gone Coastal

Gone Coastal
Stock Island
9.6 out of 10, Exceptional, (22 reviews)
"Great place , clean and close to everything!"
United States
april
The price is AED 915
AED 2,006 total
includes taxes & fees
16 Aug - 17 Aug
Gone Coastal

10. Spacious 3-bedroom townhome on Stock Island with resort style pool.

Spacious 3-bedroom townhome on Stock Island with resort style pool.
Stock Island
10.0 out of 10, Exceptional, (7 reviews)
"Perfect for our family trip to Key West. Great location and we enjoyed the pool and nearby restaurants. Easy check in and check out process and clear, timely communication with the owner. "
United States
Samantha P.
The price is AED 1,088
AED 2,227 total
includes taxes & fees
11 Aug - 12 Aug
Spacious 3-bedroom townhome on Stock Island with resort style pool.

11. Another Day in Paradise

Another Day in Paradise
Stock Island
9.4 out of 10, Exceptional, (3 reviews)
"Comfortable homey house."
United States
Wendi T.
The price is AED 988
AED 2,155 total
includes taxes & fees
15 Aug - 16 Aug
Another Day in Paradise

12. Private Parking, Heated Pool - Sweet Caroline

Private Parking, Heated Pool - Sweet Caroline
Key West Historic District
9.0 out of 10, Wonderful, (32 reviews)
"Parking was easy actually was easy. The location is great easy walking distance to Duval and everything that’s happening in downtown."
United States
Robert B.
The price is AED 981
AED 2,386 total
includes taxes & fees
9 Sep - 10 Sep
Private Parking, Heated Pool - Sweet Caroline

13. Paradise found

Paradise found
Stock Island
9.8 out of 10, Exceptional, (38 reviews)
"Great to stay. Good places to eat close by."
United States
Robert B.
The price is AED 1,208
AED 2,437 total
includes taxes & fees
7 Sep - 8 Sep
Paradise found

14. Patio Lounge w/ Hot Tub • 1 Block to Duval St | Casita de Catherine by AvantStay

Patio Lounge w/ Hot Tub • 1 Block to Duval St | Casita de Catherine by AvantStay
Old Town Key West
9.8 out of 10, Exceptional, (63 reviews)
"great couples getaway for a first time visit to Key West!!"
United States
Joe C.
The price is AED 1,006
AED 2,220 total
includes taxes & fees
12 Aug - 13 Aug
Patio Lounge w/ Hot Tub • 1 Block to Duval St | Casita de Catherine by AvantStay

15. 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, (51 reviews)
"Great location, easy check-in/check-out process, house was clean and spacious, and the host was very communicative!"
United States
Lindsey R.
The price is AED 1,181
AED 3,397 total
includes taxes & fees
6 Sep - 7 Sep
Sea Esta Suite | Located On Iconic Duval w/ Pool

16. 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)
"Wonderful location, clean, quiet. All around it was a great experience staying here!"
United States
Kim T.
The price is AED 1,215
AED 2,993 total
includes taxes & fees
8 Sep - 9 Sep
Casa Havana | Old Town Condo w/ Pool & Balcony

17. BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL

BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL
Key West Historic District
10.0 out of 10, Exceptional, (132 reviews)
"Great little house for a family "
United States
Edward M.
The price is AED 1,653
AED 4,468 total
includes taxes & fees
9 Sep - 10 Sep
BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL

18. 3-bedroom townhome in Key West with fitness room, WiFi

3-bedroom townhome in Key West with fitness room, WiFi
Stock Island
9.8 out of 10, Exceptional, (15 reviews)
"Great place for 3 couples. "
United States
Emily F.
The price is AED 1,676
AED 3,986 total
includes taxes & fees
11 Aug - 12 Aug
3-bedroom townhome in Key West with fitness room, WiFi

19. Passover Cottage | Private Pool & Ideal Key West Location

Passover Cottage | Private Pool & Ideal Key West Location
Old Town Key West
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful, clean property. Good location. Great stay, would absolutely stay again. Highly, recommended!!"
United States
john w.
The price is AED 1,687
AED 3,659 total
includes taxes & fees
12 Aug - 13 Aug
Passover Cottage | Private Pool & Ideal Key West Location

20. Atlantis House Suites

Atlantis House Suites
Midtown
10.0 out of 10, Exceptional, (3 reviews)
"Awesome place to stay ! Located just close enough and just far away enough . Highly recommended "
United States
Aaron J.
The price is AED 1,358
AED 3,022 total
includes taxes & fees
16 Aug - 17 Aug
Atlantis House Suites
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

Explore a world of travel with Expedia