Dredgers Key Vacation Rentals

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Check prices for these dates

Our top choices for Dredgers Key vacation homes

1. 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 CA $261
CA $446 total
includes taxes & fees
Dec 1 - Dec 2
Poolside Cottage #411

2. Poolside Cottage #412

Poolside Cottage #412
Key West
9.4 out of 10, Exceptional, (37 reviews)
"Wonderful stay. Thank you."
United States
shannon b.
The price is CA $261
CA $427 total
includes taxes & fees
Nov 29 - Nov 30
Poolside Cottage #412

3. 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.
The price is CA $273
CA $1,022 total
includes taxes & fees
Nov 16 - Nov 17
Casa Havana | Old Town Condo w/ Pool & Balcony

4. 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 CA $210
CA $621 total
includes taxes & fees
Nov 30 - Dec 1
Andros Suite | Perfect Location with Pool!

5. 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)
"Charming, clean accommodations in a conveniently located area of Key West for walking to sites and renting bicycles"
United States
BARBARA Y.
The price is CA $210
CA $596 total
includes taxes & fees
Nov 15 - Nov 16
Road's End | Prime Old Town Location! Updated Home w/ Pool

6. 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 CA $367
CA $788 total
includes taxes & fees
Nov 10 - Nov 11
Slice of Paradise

7. 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, (58 reviews)
"Located on Duval Street made all points of interest in old town an easy walk."
United States
Rick H.
The price is CA $273
CA $1,022 total
includes taxes & fees
Dec 1 - Dec 2
Sea Esta Suite | Located On Iconic Duval w/ Pool

8. 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.
The price is CA $144
CA $443 total
includes taxes & fees
Nov 18 - Nov 19
Shared Pool & Near Duval - Curry House Room 9

9. 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 CA $846
CA $2,008 total
includes taxes & fees
Nov 10 - Nov 11
Capmar House at Lunara Bay

10. Poolside Paradise

Poolside Paradise
Stock Island
The price is CA $381
CA $812 total
includes taxes & fees
Nov 9 - Nov 10
Poolside Paradise

11. 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 CA $1,129
CA $2,359 total
includes taxes & fees
Nov 16 - Nov 17
The Seagate Estate at Lunara Bay

12. 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 CA $1,129
CA $2,359 total
includes taxes & fees
Nov 18 - Nov 19
Waterlane House at Lunara Bay

13. 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 CA $343
CA $756 total
includes taxes & fees
Nov 9 - Nov 10
Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS

14. 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 CA $846
CA $2,191 total
includes taxes & fees
Nov 9 - Nov 10
Suncoast House at Lunara Bay

15. 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 CA $1,085
CA $2,200 total
includes taxes & fees
Nov 10 - Nov 11
Capmar House by Brightwild Huge Home Pool

16. The Sunray Home at Lunara Bay

The Sunray Home at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful and well maintained "
United States
Dr. T.
The price is CA $1,411
CA $3,145 total
includes taxes & fees
Nov 11 - Nov 12
The Sunray Home at Lunara Bay

17. Mastway House at Lunara Bay - Wellness Home

Mastway House at Lunara Bay - Wellness Home
Raccoon Key
9.6 out of 10, Exceptional, (36 reviews)
"My family and I had a very nice stay."
United States
Robert L.
The price is CA $846
CA $2,008 total
includes taxes & fees
Nov 10 - Nov 11
Mastway House at Lunara Bay - Wellness Home

18. Crestwood House at Lunara Bay

Crestwood House at Lunara Bay
Raccoon Key
9.4 out of 10, Exceptional, (3 reviews)
"The house and property was perfect for 4 adults and 4 kids. Gourmet kitchen for great breakfasts to start the day. Grill for cookouts and swimming in the early evenings. Good proximity to downtown key west, but far enough away for quiet time. Would stay again."
United States
Vicki L.
The price is CA $1,129
CA $2,643 total
includes taxes & fees
Nov 9 - Nov 10
Crestwood House at Lunara Bay

19. 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 CA $846
CA $1,960 total
includes taxes & fees
Nov 9 - Nov 10
Spindrift House at Lunara Bay

20. Floralee House at Lunara Bay

Floralee House at Lunara Bay
Raccoon Key
9.6 out of 10, Exceptional, (10 reviews)
"Wonderful host, smooth check in, very timely communications, great amenities, highly recommend it"
Canada
Marc D.
The price is CA $1,129
CA $2,643 total
includes taxes & fees
Nov 9 - Nov 10
Floralee 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.

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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