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Compare 98 Cottages in Key West with updated reviews, rates, and availability.

Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

10.0 out of 10, Exceptional, (2)
The price is AED 837
AED 1,733 total
includes taxes & fees
14 Jan - 15 January 2025
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

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

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

10.0 out of 10, Exceptional, (1)
The price is AED 837
AED 1,751 total
includes taxes & fees
8 Jan - 9 January 2025
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Old Town Cottage House in Old Town Key West!

Old Town Cottage House in Old Town Key West!

Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

The price is AED 837
AED 1,751 total
includes taxes & fees
8 Jan - 9 January 2025
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

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 AED 1,120
AED 2,336 total
includes taxes & fees
24 Dec - 25 Dec
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK

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 AED 1,836
AED 3,002 total
includes taxes & fees
16 Jan - 17 January 2025
The Dancing Rooster: 2 Blocks from Duval in Old Town.

OSPREY STUDIO @ The Colony-Sleeps up to 4

2.0 star property
9.6 out of 10, Exceptional, (50)
"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!"
OSPREY STUDIO @ The Colony-Sleeps up to 4

Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

10.0 out of 10, Exceptional, (1)
The price is AED 837
AED 1,751 total
includes taxes & fees
8 Jan - 9 January 2025
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

ROYAL POINCIANA COTTAGE - Quaint Old Town location

2.0 star property
9.4 out of 10, Exceptional, (35)
"Exactly what we wanted! Lush tropical setting close to everything but quiet. We will be back"
ROYAL POINCIANA COTTAGE - Quaint Old Town location

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

The price is AED 837
AED 1,744 total
includes taxes & fees
13 Jan - 14 January 2025
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

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

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

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

ROBINSON CRUSOE COTTAGE - Quaint poolside cottage on Margaret St

2.5 star property
9.2 out of 10, Wonderful, (36)
"We loved our stay here. It was quiet and serene. Great location. We were able to walk or bike easily to everything we wanted to do."
ROBINSON CRUSOE COTTAGE - Quaint poolside cottage on Margaret St

Find your zen at HIDDEN TREASURE

3.0 star property
Find your zen at HIDDEN TREASURE

Margarita Cottage ~ Popular island retreat

2.0 star property
9.6 out of 10, Exceptional, (36)
"Loved our stay at the Margarita Cottage. Walked all over Key West from very central location. Heated Pool was a plus - even for a mid December dip!"
Margarita Cottage ~ Popular island retreat

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

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, (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…
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 Key West

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (105)
"Nice for affordable price "
The price is AED 757
AED 1,368 total
includes taxes & fees
7 Jan - 8 January 2025
Aqua Lodges at Hurricane Hole Marina

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very Good, (286)
"We have been to Hyatt Sunset many times as we own Hyatt Timeshare. Staff is especially friendly and gracious!"
The price is AED 1,739
AED 2,060 total
includes taxes & fees
23 Dec - 24 Dec
Hyatt Vacation Club at Sunset Harbor, Key West

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very Good, (799)
"Great condo for family."
Coconut Mallory Resort And Marina By Kees Vacations
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 Key West cost?
Expect to pay between AED 837 and AED 1,836 per night for cottages in Key West. Whatever your budget, an excellent stay is just 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 Key West?
Key West offers multiple cottages with a total average guest review rating of 9.4. Simonton Court Cottages is a great option if you like a natural setting and an easy-breezy pace. Visitors staying at this 3.5-star stay can enjoy conveniences such as a garden and WiFi. Simonton Court Cottages is another popular pick. This 3.5-star cottage offers WiFi and pet-friendly facilities.
How many cottages are there in Key West?
Pack your suitcase and choose from 98 cottages in Key West. Dreaming of a place where you can dive into nature and forget the world? Expedia will help you find your ideal stay in just a click or two.
Why book your cottage in Key West with Expedia?
We think that vacays should be a piece of cake, so if you’re on the lookout for cottages in Key West at a competitive price, Expedia has got your back. Save those pennies and pick a thrifty option far from the rush of the city, or splurge on a 5-star cottage to really pamper your favorite people.
How can I find cheap cottages in Key West?
With Expedia’s convenient filter tool, sourcing cheap cottages in Key West couldn’t be easier. To discover properties that’ll make your wallet smile, refine your search by amenities, budget and star rating.