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Compare 121 Cottages in Key West with updated reviews, rates, and availability.

Heart of Downtown Key West Cottage With Off-Street Parking

10.0 out of 10, Exceptional, (124)
"This property is located right in the heart of Old Town and yet it is set back off the street and is very quiet at night! The fact that it has parking is a bonus! Our host and her mother were terrific and we had a great stay!"
Heart of Downtown Key West Cottage With Off-Street Parking

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

10.0 out of 10, Exceptional, (14)
"Awesome little hideout! You feel like the only one on the island when you step in this quaint cottage! Great place to stay! "
The price is AED 390
AED 1,262 total
includes taxes & fees
5 Jun - 6 Jun
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Coming Soon July 1! The Jolly Rooster New! 2BR/2BA - Walk to Duval

Coming Soon July 1! The Jolly Rooster New! 2BR/2BA - Walk to Duval

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

9.6 out of 10, Exceptional, (18)
"Everything was great. A little noisy from across the street, but hey it's Key West :) "
The price is AED 390
AED 1,262 total
includes taxes & fees
2 Jun - 3 Jun
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex

10.0 out of 10, Exceptional, (193)
"Loved our stay , perfect layout with everything we needed. Quiet location in Truman Annex. Hope to stay next year! "
Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex

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

9.6 out of 10, Exceptional, (12)
"Was perfect tucked away spot on quiet end of Island but walking distance to everything. "
The price is AED 350
AED 1,207 total
includes taxes & fees
1 Jun - 2 Jun
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

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

10.0 out of 10, Exceptional, (121)
"3 relaxing days"
The Dancing Rooster: 2 Blocks from Duval in Old Town.

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

10.0 out of 10, Exceptional, (15)
"In town for a destination wedding, the location of this VRBO was perfect! Close to the Reach and Duval Street was an easy walk. 10 minutes to the airport and we parked our golf cart right out front. "
The price is AED 390
AED 1,251 total
includes taxes & fees
8 Jun - 9 Jun
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

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

9.4 out of 10, Exceptional, (14)
"This was a great place to stay! The suite is very clean and comfortable! I would recommend it everytime!"
The price is AED 390
AED 1,248 total
includes taxes & fees
9 Jun - 10 Jun
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!

10.0 out of 10, Exceptional, (216)
"The property was located steps from all the action of Duval Street but also had the feel of a relaxing oasis."
~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!

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

9.2 out of 10, Wonderful, (73)
"Really nice property just as the photos had everything we needed, great surroundings with character the pool area was perfect and well kept a very relaxing and friendly environment . The attached history to the Conch Republic was very interesting and maintained. Communications with Roberta were again very easy and in a timely & friendly manner Easy walk to Duval st and other attractions. All in all a great place to stay and would highly recommend "
Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking

One Bedroom Cottage House in Old Town Key West by the Hemingway House.

One Bedroom Cottage House in Old Town Key West by the Hemingway House.

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

10.0 out of 10, Exceptional, (136)
"This property is awesome! You will never find a better location to stay than this. 15 steps from the heart of Duval St. Two big rooms with lots of privacy and every amenity you can ask for. We will definitely be returning. "
**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…

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

10.0 out of 10, Exceptional, (15)
"Great place to stay in Key West. Within walking distance of most places we wanted to visit . Conveniently located near eating places, bars & food trucks . "
The price is AED 390
AED 1,251 total
includes taxes & fees
8 Jun - 9 Jun
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK

9.4 out of 10, Exceptional, (220)
"We have traveled to KW every winter for several years. This place is by far the best combination of location and space. Will be back. "
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK

Conch Republic Consul General's Cottage.-Historic District

9.4 out of 10, Exceptional, (157)
"We enjoyed our stay. Everything was perfect, thanks"
Conch Republic Consul General's Cottage.-Historic District

Uptown quiet cottage close to beaches, restaurant & shopping.

10.0 out of 10, Exceptional, (4)
"Eva was a great host, making sure we had everything we needed. Provided bikes for getting around-just a 4-ish mile ride downtown. A pool out our patio door surrounded by palm trees. Close to beaches. We totally enjoyed our stay here and would definitely stay again if we return to Key West!"
Uptown quiet cottage close to beaches, restaurant & shopping.

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!

Linger Longer by Avantstay Key West Walkable Gated Community, Shared Pool Week Long Stays Only

3.0 star property
10.0 out of 10, Exceptional, (1)
"My husband and I loved our stay at Linger Longer. We hadeverything we needed for a top notch vacation. Beds and couch were very comfortable. The pool was great. We were able to relax and unwind."
Linger Longer by Avantstay Key West Walkable Gated Community, Shared Pool Week Long Stays Only

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
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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Frequently asked questions

How much do cottages in Key West cost?
Cottages in Key West range between AED 350 and AED 390 per night. These retreats offer a chance to touch base with nature — at a price you can afford. 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?
Take your pick of multiple cottages in Key West with a total average guest review rating of 9.7. Simonton Court Cottages is a terrific place to rest your feet between adventures. This 3.5-star cottage also comes with a garden and WiFi. Casa Manana Key West Monthly: 2 Br is another leading pick with visitors in this area. It has a 3-star rating and amenities including a barbecue grill and a garden.
How many cottages are there in Key West?
Stay in touch with nature in one of the 121 cottages waiting for you in Key West. To help you choose an ideal property, make use of our handy filters to search for must-have perks or amenities.