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Our top choices for Dredgers Key vacation homes

1. Poolside Cottage #412

Poolside Cottage #412
Key West
9.4 out of 10, Exceptional, (38 reviews)
"Wonderful stay. Thank you."
United States
shannon b.
The price is AED 680
AED 1,148 total
includes taxes & fees
1 Dec - 2 Dec
Poolside Cottage #412

2. Poolside Cottage #411

Poolside Cottage #411
Key West
9.8 out of 10, Exceptional, (72 reviews)
"Excellent cottage in a quiet location. Our family of 4 enjoyed the stay & plan to return in the future!"
United States
Jennifer W.
The price is AED 680
AED 1,148 total
includes taxes & fees
1 Dec - 2 Dec
Poolside Cottage #411

3. Slice of Paradise

Slice of Paradise
Stock Island
10.0 out of 10, Exceptional, (5 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 2,033 total
includes taxes & fees
10 Nov - 11 Nov
Slice of Paradise

4. 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
9.6 out of 10, Exceptional, (28 reviews)
"Excellent property and the communication with the hosts was excellent. Love that they offered complimentary pickup from the airport to the property too."
United States
Mike C.
The price is AED 541
AED 1,606 total
includes taxes & fees
15 Nov - 16 Nov
Road's End | Prime Old Town Location! Updated Home w/ Pool

5. Casa Havana | Old Town Condo w/ Pool & Balcony

Casa Havana | Old Town Condo w/ Pool & Balcony
Old Town Key West
9.2 out of 10, Wonderful, (12 reviews)
"Wonderful location, clean, quiet. All around it was a great experience staying here!"
United States
Kim T.
Casa Havana | Old Town Condo w/ Pool & Balcony

6. Shared Pool & Near Duval - Curry House Room 9

Shared Pool & Near Duval - Curry House Room 9
Old Town Key West
7.4 out of 10, Good, (20 reviews)
"Nice and clean.Quiet and convenient to Duval.We will be back!"
United States
Deborah L.
Shared Pool & Near Duval - Curry House Room 9

7. Andros Suite | Perfect Location with Pool!

Andros Suite | Perfect Location with Pool!
Old Town Key West
10.0 out of 10, Exceptional, (6 reviews)
"Great little place 1 block off Duval. A nice quiet oasis from everything a street away. Moon Dog restaurant is around the block and was great for breakfast and dinner. Great kitchen! The mattress upstairs could use a firmer replacement IMHO…overall very good spot!"
United States
Robert J.
The price is AED 545
AED 1,615 total
includes taxes & fees
30 Nov - 1 Dec
Andros Suite | Perfect Location with Pool!

8. Sea Esta Suite | Located On Iconic Duval w/ Pool

Sea Esta Suite | Located On Iconic Duval w/ Pool
Old Town Key West
9.6 out of 10, Exceptional, (59 reviews)
"Located on Duval Street made all points of interest in old town an easy walk."
United States
Rick H.
The price is AED 710
AED 2,649 total
includes taxes & fees
11 Nov - 12 Nov
Sea Esta Suite | Located On Iconic Duval w/ Pool

9. Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS

Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS
Stock Island
9.6 out of 10, Exceptional, (139 reviews)
"We had an awesome stay! We enjoyed being able to use the bikes and have covered parking, too. We would definitely stay here again!"
United States
Melanie K.
The price is AED 1,091
AED 2,300 total
includes taxes & fees
10 Nov - 11 Nov
Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS

10. Waterlane House at Lunara Bay

Waterlane House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (38 reviews)
"Everything was great"
United States
Justin S.
The price is AED 2,935
AED 6,133 total
includes taxes & fees
18 Nov - 19 Nov
Waterlane House at Lunara Bay

11. 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 AED 2,200
AED 5,222 total
includes taxes & fees
10 Nov - 11 Nov
Capmar House at Lunara Bay

12. The Seagate Estate at Lunara Bay

The Seagate Estate at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (30 reviews)
"Great property, terrific hosts - amazing location!"
United States
Jason T.
The price is AED 2,935
AED 6,133 total
includes taxes & fees
16 Nov - 17 Nov
The Seagate Estate at Lunara Bay

13. 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, (9 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 992
AED 2,179 total
includes taxes & fees
23 Nov - 24 Nov
Spacious 3-bedroom townhome on Stock Island with resort style pool.

14. The Greenmoor House at Lunara Bay

The Greenmoor House at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (4 reviews)
"We flew into Key West only to find our original host had ghosted us. This host responded immediately to our inquiry for a replacement property. We arrived to find a beautiful home, in perfect condition. The hot tub and pool were awesome, the fire pit and grill made for a great evening with friends. We rented bikes and explored local restaurants which were excellent. The local french bakery was visited often. It is near the Marine Air Station, and you will be able to experience the sights...
United States
Jim M.
The price is AED 3,669
AED 8,176 total
includes taxes & fees
19 Nov - 20 Nov
The Greenmoor House at Lunara Bay

15. Spindrift House at Lunara Bay

Spindrift House at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (35 reviews)
"Property was good would stay here again!"
United States
Richard K.
The price is AED 2,200
AED 5,222 total
includes taxes & fees
11 Nov - 12 Nov
Spindrift House at Lunara Bay

16. Suncoast House at Lunara Bay

Suncoast House at Lunara Bay
Raccoon Key
9.6 out of 10, Exceptional, (44 reviews)
"Beautiful House, super clean, perfect location "
United States
carlos s.
The price is AED 2,200
AED 5,835 total
includes taxes & fees
10 Nov - 11 Nov
Suncoast House at Lunara Bay

17. Evershore Estate at Lunara Bay | Wellness Home

Evershore Estate at Lunara Bay | Wellness Home
Raccoon Key
9.8 out of 10, Exceptional, (30 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 2,200
AED 5,222 total
includes taxes & fees
24 Nov - 25 Nov
Evershore Estate at Lunara Bay | Wellness Home

18. Evershore House Pool Parking Dock

Evershore House Pool Parking Dock
2.0 star property
Raccoon Key
The price is AED 2,822
AED 5,720 total
includes taxes & fees
24 Nov - 25 Nov
Evershore House Pool Parking Dock

19. Larkshine House at Lunara Bay

Larkshine House at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (14 reviews)
"The house was super clean!! Great place to stay!!"
United States
Kami C.
The price is AED 3,669
AED 7,947 total
includes taxes & fees
10 Nov - 11 Nov
Larkshine House at Lunara Bay

20. The Starboard House at Solaire Lunara Bay

The Starboard House at Solaire Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (6 reviews)
"This house was ideal for our group stay. The dock access was perfect for our fishing adventures. The property management staff was exceptional and very communicative.Great stay!"
United States
Mitchell R.
The price is AED 6,902
AED 12,176 total
includes taxes & fees
10 Dec - 11 Dec
The Starboard House at Solaire 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.

Learn more about Dredgers Key

Venture to Duval Street and Florida Keys Beaches—just a couple of the popular sights around Dredgers Key.

A sailboat on calm water during sunset.

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