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

Conch Republic Consul General's Cottage.-Historic District
Pool

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
Beach nearby

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

8.8 out of 10, Excellent, (55)
"Close to Key West, one of its madness or expensive hotel costs! Two bedrooms. Shared - Boat dock and tiny swimming beach on property, we swam every day in the ocean. Also a swimming pool that seemed to be cleaned regularly. Kitchen is partly stocked - reading instructions helps a lot! "
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
Beach nearby

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

9.0 out of 10, Wonderful, (39)
"The cottage was clean and well appointed. Loved the little porch to sit in late in the evening or drink coffee in early in the morning. Beds were comfy, shower was not as strong as I like (but I'm spoiled by my home one, so . . . ) Only problem we noted was sometimes the toilet would not refill after flushing - simple fix, but kind of annoying. Pool was much smaller than it looked in the picture, though. Really enjoyed our stay and would not hesitate to stay again!"
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
Fridge, microwave, oven, stovetop

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

9.2 out of 10, Wonderful, (64)
"The cottage worked great for our sister trip. It was a good halfway point to many of the Key's attractions and was in a nice quieter community. The cottage was cozy and clean, but don't expect a fancy accommodation. The property was right on some water which was really nice."
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Old Town Cottage House in Old Town Key West!
Exterior detail

Old Town Cottage House in Old Town Key West!

Old Town Cottage House in Old Town Key West!
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
Fridge, microwave, oven, stovetop

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 ￥47,675
￥99,428 total
includes taxes & fees
Dec 24 - Dec 25
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Beach nearby

The Dancing Rooster: 2 Blocks from Duval in Old Town.

10.0 out of 10, Exceptional, (108)
"Our 3 bedroom, 2 bathroom bungalow accommodated the 5 of us perfectly. Kitchen had all that we needed, space to sit outside, and so close to the action on Duval St. "
The price is ￥78,155
￥127,744 total
includes taxes & fees
Jan 16 - Jan 17, 2025
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Beach nearby

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

8.0 out of 10, Very Good, (31)
"Just as advertised. "
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!
Dining

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!
Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex
Beach nearby, beach towels

Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex

10.0 out of 10, Exceptional, (182)
"The property was exactly what we wanted and was clean, comfortable, and extended an unexpected level of privacy. The accommodation was perfect for our trip and the location was excellent. "
Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex
Key West Found by Avantstay Close to Shops w/ Patio & Shared Pool! Week Long Stays Only
Interior

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)
Exterior

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)
Exterior

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
Interior

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)
Exterior

Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)

10.0 out of 10, Exceptional, (11)
"Super cute bungalow surrounded by a beautiful lake. The location was perfect for us and super convenient to Key West! The staff was very friendly and very helpful. After hours check-in was very smooth. We will stay there again when we are in the area!"
Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)
BLUE BIRD ~ Adorable 1 BR, 1 Ba Conch Cottage in Bahama Village!
Fridge, microwave, oven, stovetop

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…
Exterior

**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…

10.0 out of 10, Exceptional, (124)
"Best location in Key West. Steps from Duvall Street and a short block from Ricks, Sloppy Joes, and Irish Kevins, but really quiet location. Quality in everything from the walk in showers to sub zero fridge. No real kitchen but equipped to make coffee and pastries. View is beautiful and owners were very nice. Will definitely book this property again. Last Key properties were excellent to work with too. Kudos to Nancy. She was very helpful. "
**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…
Pet-Friendly Lakefront Bunglaow - Sugarloaf Key - Great Amenities (21)
Exterior

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
Pool

Colorful cottage w/shared pool, central AC, washer/dryer

Colorful cottage w/shared pool, central AC, washer/dryer
PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool!
A heated pool

PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool!

9.6 out of 10, Exceptional, (14)
"Great location good layout but outdated and for the price paid should be more up to date. The bed was very uncomfortable and the pillows were subpar but the interaction with the management was amazing"
PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool!
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
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (105)
"Nice for affordable price "
The price is ￥30,606
￥56,413 total
includes taxes & fees
Jan 9 - Jan 10, 2025
Aqua Lodges at Hurricane Hole Marina
Steps from Duval, Pool on Site & Bikes Included!
Beach towels

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (358)
"very clean, was able to park the car and walk to where we wanted to go. I would stay again."
The price is ￥24,853
￥49,414 total
includes taxes & fees
Jan 9 - Jan 10, 2025
Steps from Duval, Pool on Site & Bikes Included!
Poolside Cottage #411
Outdoor dining

Poolside Cottage #411

10.0 out of 10, Exceptional, (33)
"Really nice place to stay. We had a pleasant stay and the property was great "
The price is ￥52,833
￥81,849 total
includes taxes & fees
Jan 8 - Jan 9, 2025
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 ￥47,675 and ￥78,155 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.