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Compare 58 Cottages in Dredgers Key with updated reviews, rates, and availability.

Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
9.4 out of 10, Exceptional, (214)
"Very clean. Could use some updating such as fresh paint. "
The price is ¥24,820
¥67,291 total
includes taxes & fees
Nov 26 - Nov 27
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
Southernmost Retreat: 2 Blocks from Duval in Old Town.
10.0 out of 10, Exceptional, (106)
"Key West after fantasy week we had a great time manager always got right back to us"
The price is ¥77,080
¥127,066 total
includes taxes & fees
Nov 24 - Nov 25
Southernmost Retreat: 2 Blocks from Duval in Old Town.
Conch Republic Consul General's Cottage.-Historic District
9.4 out of 10, Exceptional, (149)
"Very clean and well equipped kitchen although we didn’t cook! Quiet neighborhood but not far from everything! Pool was very nice and relaxing!"
Conch Republic Consul General's Cottage.-Historic District
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.0 out of 10, Very Good, (29)
"Just as advertised. "
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex
10.0 out of 10, Exceptional, (179)
"The property is great location. Nice and clean. We really enjoyed stay. Pillows would be the only negative feedback. Need some softer ones."
Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex
Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking
9.2 out of 10, Wonderful, (69)
"This quaint little bungalow has everything you need. We walked about 21 miles overall during our 8 day stay but we were able to see so many amazing things. We went fishing, went on a sunset cruise, walked to several of the museums. We were Awed by the rich history. I think we actually ate our way through Key West and still had a few meals in the bungalow. Oh did I mention the almost private pool. We loved that, after a long day walking we would come back and soak in the pool for a while. We...
Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking
Old Town Cottage House in Old Town Key West!
Old Town Cottage House in Old Town Key West!
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
9.2 out of 10, Wonderful, (62)
"We are old Florida Keys visitors and past residents. We were delighted with the accommodations, pool and view.We are planning our next stay...same time, same place minus the two days of Helene.Will have to make arraignments for a recliner to be delivered for my wifes sleeping and sitting comfort.Our first night was Sept 20 not the 19th as indicated in error. We stayed 9 nights.Thanks again for the great stay!"
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.8 out of 10, Excellent, (53)
"The grounds are good. The pools were clean and plenty of deck and dock space. The cottage itself needs help. It needed general maintenance on it. It needs caulking in the bathroom. It needs weather strips around door as it is not tight. There was not enough hand towels and there are no oven mitts in the kitchen. The exhaust fan has been taken out. The ceiling fan in one room only works on high. The ac vents and exhaust fan in the bathroom needs cleaning. We were happy about the porch except the...
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!
10.0 out of 10, Exceptional, (206)
"The house was perfect in every way for us….. 2 married couples. The communication with property manager was beyond superb. Although a few steps from Duval, was a very quiet location. Highly recommend. "
~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!
Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!
3.5 star property
8.0 out of 10, Very Good, (2)
"The living room furniture and mattresses are not the most comfortable. Worn. Mattresses in small bedroom need replacement. Air conditioner does not reach small bedroom. "
Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!
Key West Found by Avantstay Close to Shops w/ Patio & Shared Pool! Week Long Stays Only
3.0 star property
10.0 out of 10, Exceptional, (1)
"There are 3 things I would say could and should be better. 1) extra toilet paper. There was only one partial roll in each bathroom and one extra partial roll. 2) no shampoo/conditioner. 3) no directions to the pool. I had to call and find out where it was. For the amount you pay, you’d think those items would be available as there are everywhere else I’ve stayed. "
Key West Found by Avantstay Close to Shops w/ Patio & Shared Pool! Week Long Stays Only
Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)
9.8 out of 10, Exceptional, (8)
"Our stay was amazing. The property was immaculate. The amenities were great. We will be back next year. The location was perfect. Close to Key West and alot to do in the area. Thank you for making our stay wonderful. See you next year!"
Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)
Pet-Friendly Bungalow in Sugarloaf Key, FL - Fantastic Amenities (83)
9.6 out of 10, Exceptional, (10)
"Our stay was wonderful! The room was perfect for our stay. "
Pet-Friendly Bungalow in Sugarloaf Key, FL - Fantastic Amenities (83)
Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool
3.0 star property
9.0 out of 10, Wonderful, (4)
"The unit had fun and stylish decor. Bed was comfy and I’m picky. The steeps are a challenge- always forgetting there is one more step. Was concerned about the noise in the back from a restaurant or bar- but when doors closed you can’t hear it. And there is no noise later in the evening. One suggestion- some nightlights for the night for Safety. We will be back. Great experience "
Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool
Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)
10.0 out of 10, Exceptional, (10)
"It was great. Very unique place. I will def be back with the pet’s next time. 5 stars"
Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)
BLUE BIRD ~ Adorable 1 BR, 1 Ba Conch Cottage in Bahama Village!
10.0 out of 10, Exceptional, (2)
BLUE BIRD ~ Adorable 1 BR, 1 Ba Conch Cottage in Bahama Village!
**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…
10.0 out of 10, Exceptional, (123)
"Loved our stay! So close to everything downtown. Parked the car and walked to everything. Property was very clean and spacious. We will be back for sure."
**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…
Pet-Friendly Lakefront Bunglaow - Sugarloaf Key - Great Amenities (21)
10.0 out of 10, Exceptional, (5)
"Took my grandmother on her bucket list trip. Great location and set up for myself, my mom and grandmother!"
Pet-Friendly Lakefront Bunglaow - Sugarloaf Key - Great Amenities (21)
Colorful cottage w/shared pool, central AC, washer/dryer
Colorful cottage w/shared pool, central AC, washer/dryer
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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Other property types in Dredgers Key

Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (104)
"Nice for affordable price "
The price is ¥20,673
¥44,936 total
includes taxes & fees
Dec 3 - Dec 4
Aqua Lodges at Hurricane Hole Marina
Steps from Duval, Pool on Site & Bikes Included!
9.6 out of 10, Exceptional, (356)
"We walked most everywhere and loved the Southernmost Beach Bar! Eating at Moon Dog Cafe was so spectacular that we ate there 3 times in 2 days! This place is all it says it is. Simply perfect. "
The price is ¥20,034
¥42,767 total
includes taxes & fees
Dec 22 - Dec 23
Steps from Duval, Pool on Site & Bikes Included!
Poolside Cottage #411
10.0 out of 10, Exceptional, (30)
"Nice STAY"
The price is ¥34,686
¥58,658 total
includes taxes & fees
Dec 3 - Dec 4
Poolside Cottage #411
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.

Frequently asked questions

How much do cottages in Dredgers Key cost?
Expect to pay between ¥24,820 and ¥77,080 per night for cottages in Dredgers Key. No matter your budget, a terrific stay is just a few clicks away on Expedia. 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 traveler favorite is Simonton Court Cottages. Settle in at this 3.5-star stay which comes with WiFi and housekeeping services. Casa Manana Key West Monthly: 2 Br is another popular option to look into. Spend your vacation at this 3-star cottage and take advantage of conveniences like a swimming pool and a barbecue grill. You’ll have your pick of multiple cottages in Dredgers Key with a total average guest review rating of 9.4.
How many cottages are there in Dredgers Key?
Enjoy the beauty of nature in one of the 58 cottages on offer in Dredgers Key. To help you select a property that’s right for you, use our handy filter tool to search for perks or amenities you need.
Why book your cottage in Dredgers Key with Expedia?
Reserving a cottage in Dredgers Key is as easy as deciding on your travel dates and selecting your ideal place for outdoor fun and relaxation. From luxurious retreats to budget-friendly stays and cottages that feature amenities like a kitchenette, Expedia has something for all traveler styles. As for epic deals? We’ve got your back!
How can I find cheap cottages in Dredgers Key?
With Expedia’s filter tool, comparing cheap cottages in Dredgers Key is easy. To find stays that’ll make your wallet happy, refine your search results by amenities, budget and star rating.