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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Dredgers Key cottages

Exterior
Cottage with swimming pool and dockage, just minutes to Key West!

Cottage in Cudjoe Key

Cottage with swimming pool and dockage, just minutes to Key West!
9.0 out of 10, Wonderful, (160)
"Everything was there that I needed. Very nice area for my dog."
United States
Terry
Cottage with swimming pool and dockage, just minutes to Key West!
Exterior
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Cottage in Cudjoe Key

Private Oceanfront Cottage with dockage, pool just minutes to Key West!
8.6 out of 10, Excellent, (164)
"Beautiful serene, location, located close enough to Key West and also nice restaurants in the area and close to Bahia Honda State Park, which was beautiful and the key deer areas."
United States
Andrea S.
The price is HK$1,750
HK$2,943 total
includes taxes & fees
19 Jan - 20 Jan 2026
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Marina
Living Life Dockside

Cottage in Stock Island

Living Life Dockside
The price is HK$2,940
HK$4,438 total
includes taxes & fees
4 Jan - 5 Jan 2026
Living Life Dockside
Exterior
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Cottage in Old Town Key West

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
10.0 out of 10, Exceptional, (25)
"Wonderful clean place. It was an enjoyable experiance. "
United States
Chels J.
The price is HK$2,224
HK$4,627 total
includes taxes & fees
9 Jan - 10 Jan 2026
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
1 bedroom, iron/ironing board, free WiFi, bed sheets
OSPREY STUDIO @ The Colony-Sleeps up to 4

Cottage in Old Town Key West

OSPREY STUDIO @ The Colony-Sleeps up to 4
2.0 star property
9.6 out of 10, Exceptional, (54)
"We loved our stay here. It was calm and quiet--such a nice place to lounge and enjoy a morning coffee when you're not hanging out on Duval or exploring the island! We loved it!"
United States
Dean H.
OSPREY STUDIO @ The Colony-Sleeps up to 4
Exterior
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

Cottage in Old Town Key West

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
9.6 out of 10, Exceptional, (10)
"I nice place cool place to go back to after touring Key West."
United States
Karen V.
The price is HK$3,422
HK$5,808 total
includes taxes & fees
9 Jan - 10 Jan 2026
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Terrace/patio
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Cottage in Old Town Key West

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
10.0 out of 10, Exceptional, (29)
"Clean room, amazing location, the host was very communicative and helpful. They had a car service ready to pick us up at the airport which was phenomenal. "
United States
Lauren S.
The price is HK$2,224
HK$4,627 total
includes taxes & fees
9 Jan - 10 Jan 2026
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Terrace/patio
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

Cottage in Old Town Key West

Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
9.8 out of 10, Exceptional, (26)
"Bar across street wonderful they didn’t clean room staff talked to great with anything you needed court yard could have been better maintained overall would go back and stay there "
United States
Richele
The price is HK$2,224
HK$4,627 total
includes taxes & fees
9 Jan - 10 Jan 2026
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Terrace/patio
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Cottage in Old Town Key West

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
9.8 out of 10, Exceptional, (33)
"Good place to stay loved it"
United States
Charles I.
The price is HK$2,224
HK$4,626 total
includes taxes & fees
9 Jan - 10 Jan 2026
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Terrace/patio
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Cottage in Old Town Key West

Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
9.8 out of 10, Exceptional, (23)
"Great little place, perfect for southernmost area."
United States
Lee G.
The price is HK$2,239
HK$4,622 total
includes taxes & fees
4 Jan - 5 Jan 2026
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Terrace/patio
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

Cottage in Old Town Key West

Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
9.8 out of 10, Exceptional, (27)
"Great location! Fun place to stay! Responses to our questions/needs very promptly! "
United States
Teressa S.
The price is HK$2,240
HK$4,623 total
includes taxes & fees
4 Jan - 5 Jan 2026
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Exterior
Find your zen at HIDDEN TREASURE

Cottage in Old Town Key West

Find your zen at HIDDEN TREASURE
3.0 star property
8.8 out of 10, Excellent, (10)
"Great place to stay! "
United States
sarah R.
Find your zen at HIDDEN TREASURE
Exterior
HIDDEN OASIS 3 blocks from Duval

Cottage in Old Town Key West

HIDDEN OASIS 3 blocks from Duval
2.5 star property
9.6 out of 10, Exceptional, (96)
"We absolutely loved this place! It was quaint and quiet location. It was beautifully landscaped and I loved the Hidden Oasis unit and would stay there again!"
United States
Kathryn W.
The price is HK$4,526
HK$8,212 total
includes taxes & fees
17 Jan - 18 Jan 2026
HIDDEN OASIS 3 blocks from Duval
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

Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"Staff was all wonderful! Resort was the perfect size.. pool and bar area were perfect! Definitely recommend and will be going back! "
Kellie 4-night trip
Posted 2 days ago
Havana Cabana at Key West

Find out more about Dredgers Key

Dredgers Key Cottages information

Number of reviews
614
Accommodation
92 Cottages
Lowest Price
HK$2,943
Highest Price
HK$8,212

Frequently asked questions

How much do cottages in Dredgers Key cost?
Rates for cottages in Dredgers Key range between HK$2,943 and HK$8,212 per night. Whatever your budget, you're sure to find a perfect place to get reacquainted with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Dredgers Key?
A traveller favourite is Simonton Court Cottages. Rest easy at this 3-star stay which features WiFi and a fridge. Casa Manana Key West Monthly: 2 Br is another popular option to look into. Spend your holiday at this 3-star cottage and make the most of amenities like a garden and a barbecue grill. There are multiple cottages in Dredgers Key with a total average guest review rating of 9.5.
How many cottages are there in Dredgers Key?
Enjoy reconnecting with nature in one of the 92 cottages on offer in Dredgers Key. To help you reserve a stay that's right for you, make use of our handy filters to search for must-have amenities.
Are there any family-friendly cottages in Dredgers Key?
Get cosy at Simonton Court Cottages, a 3-star cottage not far from downtown. Conveniences here include WiFi and housekeeping services. Another family-friendly option where you can swap the urban jungle for fresh air and nature is Casa Manana Key West Monthly: 2 Br. An oven and clothes washing facilities help make this 3-star cottage a hit with guests. Once you've checked in, there are lots of family-friendly attractions to visit around Dredgers Key. Smathers Beach and South Beach are two of our top picks.
Why book your cottage in Dredgers Key with Expedia?
Booking a cottage in Dredgers Key is as simple as deciding on your travel dates and choosing an ideal place for outdoor relaxation and recreation. From luxurious retreats to affordable properties and cottages that come with perks like a pool, Expedia has something for all tastes. As for the best offers around? We've got them too!
How can I find cheap cottages in Dredgers Key?
The simplest way to compare cheap cottages in Dredgers Key is with Expedia's user-friendly filter tool. Narrow your search results by star rating, budget and amenities to secure unbeatable rates in just a few keystrokes.

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