A sailboat on calm water during sunset.

Dredgers Key Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Dredgers Key vacation homes

A wooden deck with a large tree, outdoor seating, and a marina in the background.

1. 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 $235
CA $434 total
includes taxes & fees
Oct 25 - Oct 26
Poolside Cottage #412
A wooden deck with outdoor seating, a large tree, and a marina with boats in the background.

2. Poolside Cottage #411

Poolside Cottage #411
Key West
9.8 out of 10, Exceptional, (70 reviews)
"I loved having the pool right outside the door! It was extremely clean and perfectly located for our needs. I really enjoyed sitting outside in the evenings. I would absolutely stay here again and recommend it to others!"
United States
Cristy D.
The price is CA $235
CA $433 total
includes taxes & fees
Oct 29 - Oct 30
Poolside Cottage #411
A swimming pool with lounge chairs, palm trees, and a view of the sunset over the water.

3. One Bedroom Suite | Beachside Resort

One Bedroom Suite | Beachside Resort
Key West
10.0 out of 10, Exceptional, (8 reviews)
"Great property, room was amazing!"
United States
Daris Y.
The price is CA $238
CA $427 total
includes taxes & fees
Oct 29 - Oct 30
One Bedroom Suite | Beachside Resort
A swimming pool with lounge chairs and a thatched roof structure, surrounded by lush greenery and a brick patio.

4. 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, (137 reviews)
"I can't say enough about how wonderful this property is or the host."
United States
Linda
The price is CA $337
CA $787 total
includes taxes & fees
Oct 21 - Oct 22
Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS
A patio area with a fountain, seating, and umbrellas.

5. Andros Suite | Perfect Location with Pool!

Andros Suite | Perfect Location with Pool!
Old Town Key West
10.0 out of 10, Exceptional, (5 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 $199
CA $635 total
includes taxes & fees
Nov 2 - Nov 3
Andros Suite | Perfect Location with Pool!
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a large island with bar stools.

6. 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, (56 reviews)
"Located on Duval Street made all points of interest in old town an easy walk."
United States
Rick H.
The price is CA $267
CA $1,061 total
includes taxes & fees
Oct 29 - Oct 30
Sea Esta Suite | Located On Iconic Duval w/ Pool
A clear swimming pool with lounge chairs and palm trees.

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 CA $355
CA $810 total
includes taxes & fees
Oct 21 - Oct 22
Slice of Paradise
A clear swimming pool surrounded by palm trees and lounge chairs, with a building in the background.

8. 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, (8 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 CA $381
CA $840 total
includes taxes & fees
Oct 25 - Oct 26
Spacious 3-bedroom townhome on Stock Island with resort style pool.
Living Area

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 $845
CA $2,055 total
includes taxes & fees
Oct 29 - Oct 30
Capmar House at Lunara Bay
A white two-story house with a balcony and a swimming pool.

10. 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 $1,084
CA $2,197 total
includes taxes & fees
Oct 29 - Oct 30
Capmar House by Brightwild Huge Home Pool
A living room with a beige sofa, a white coffee table with a plant, and a view through glass doors to an outdoor area.

11. 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 $845
CA $2,055 total
includes taxes & fees
Nov 2 - Nov 3
Waterlane House at Lunara Bay
Pool Deck with Lounge Chairs

12. The Seagate Estate at Lunara Bay

The Seagate Estate at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (29 reviews)
"Great property, terrific hosts - amazing location!"
United States
Jason T.
The price is CA $845
CA $2,055 total
includes taxes & fees
Nov 2 - Nov 3
The Seagate Estate at Lunara Bay
Property Overview

13. Aquaria House at Lunara Bay

Aquaria House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (46 reviews)
"Loved the property and the location!! It was perfect for me and the family. Short commute to everything we needed and wanted. I can't wait to go back for the next visit!!"
United States
Chris H.
The price is CA $847
CA $2,060 total
includes taxes & fees
Oct 25 - Oct 26
Aquaria House at Lunara Bay
Property Overview

14. Suncoast House at Lunara Bay

Suncoast House at Lunara Bay
Raccoon Key
9.6 out of 10, Exceptional, (43 reviews)
"Beautiful House, super clean, perfect location "
United States
carlos s.
The price is CA $847
CA $2,301 total
includes taxes & fees
Oct 21 - Oct 22
Suncoast House at Lunara Bay
Property Overview

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 CA $845
CA $2,055 total
includes taxes & fees
Nov 2 - Nov 3
Spindrift House at Lunara Bay
A spacious dining area with a long table, multiple chairs, and large windows offering a view of the outdoors.

16. Palmgale Estate at Lunara Bay

Palmgale Estate at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (14 reviews)
"Loved the fact that each bedroom had a private bathroom. This house is great for large family. "
United States
Sari v.
The price is CA $1,127
CA $2,769 total
includes taxes & fees
Oct 25 - Oct 26
Palmgale Estate at Lunara Bay
A spacious living room with a large L-shaped sectional sofa, a round coffee table, and a staircase leading to an upper level.

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 CA $845
CA $2,055 total
includes taxes & fees
Oct 29 - Oct 30
Evershore Estate at Lunara Bay | Wellness Home
A two-story house with a pool, outdoor furniture, and a covered patio area.

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 $1,127
CA $2,769 total
includes taxes & fees
Oct 25 - Oct 26
Crestwood House at Lunara Bay
A modern kitchen with a central island, stainless steel appliances, and a large window.

19. Catchlight House at Lunara Bay

Catchlight House at Lunara Bay
Raccoon Key
9.4 out of 10, Exceptional, (12 reviews)
"Awesome place definitely recommend if going to key west "
United States
Brandon M.
The price is CA $1,127
CA $2,769 total
includes taxes & fees
Oct 29 - Oct 30
Catchlight House at Lunara Bay
A white two-story house with a central archway and a paved driveway.

20. Palmgale House in Key West

Palmgale House in Key West
2.5 star property
Raccoon Key
The price is CA $1,449
CA $2,966 total
includes taxes & fees
Oct 25 - Oct 26
Palmgale House in Key West
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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

10/10 Excellent
"Great stay!!! Recommend it!"
Alvaro 2-night trip
Posted 2 hours ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Find out more about Dredgers Key

Dredgers Key Vacation Homes information

Number of reviews
477
Accommodation
815 Vacation Homes
Lowest Price
CA $427
Highest Price
CA $2,966

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