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Featured Cottages in Key West

Our top choices for Key West cottages

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

10.0 out of 10, Exceptional, (20)
"We had a wonderful stay here with our kids. Can’t beat the location."
The price is AU$487
includes taxes & fees
9 Sept - 10 Sept
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

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

10.0 out of 10, Exceptional, (19)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great location and very nice room"
The price is AU$478
includes taxes & fees
1 Sept - 2 Sept
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

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

9.6 out of 10, Exceptional, (24)
"Loved listening to live music right across the street. Very convenient location. Booze, food, coffee and beach within blocks. "
The price is AU$471
includes taxes & fees
31 Aug - 1 Sept
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

10.0 out of 10, Exceptional, (3)
"This was the perfect cottage for our stay. Very clean, nicely remodeled, great location to everything. It had everything we needed for or stay."
The price is AU$741
includes taxes & fees
10 Sept - 11 Sept
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

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

10.0 out of 10, Exceptional, (141)
"great location wish we could use pool!!! lovely stay"
**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…

Heart of Downtown Key West Cottage With Off-Street Parking

10.0 out of 10, Exceptional, (134)
"May not be a better location"
Heart of Downtown Key West Cottage With Off-Street Parking

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

9.8 out of 10, Exceptional, (20)
"Will stay here again "
The price is AU$487
includes taxes & fees
8 Sept - 9 Sept
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

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

9.8 out of 10, Exceptional, (18)
"Super location on quiet end of Duval. Easy access to restaurants, pubs, beach, etc. Check-in super easy. Take advantage of the shuttle. Room is simple, but all you need for a quick trip - bed, bath, fridge. "
The price is AU$487
includes taxes & fees
8 Sept - 9 Sept
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

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

9.6 out of 10, Exceptional, (18)
"The location was perfect, close enough to walk to anything we needed to get to. The hosts went above and beyond to be helpful and even picked us up from the airport! The room was great and felt very private."
The price is AU$499
includes taxes & fees
23 Sept - 24 Sept
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

~MARGARITA COTTAGE~ Bask in sunshine and lounge by your pool in paradise.

8.0 out of 10, Very good, (1)
~MARGARITA COTTAGE~ Bask in sunshine and lounge by your pool in paradise.

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.

Conch Republic Consul General's Cottage.-Historic District

9.4 out of 10, Exceptional, (162)
"Cute, charming, clean and quiet. Great location. "
Conch Republic Consul General's Cottage.-Historic District

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

10.0 out of 10, Exceptional, (123)
"The property owner and staff do a great job of communicating. House is very clean and worked well for us"
The price is AU$789
includes taxes & fees
8 Sept - 9 Sept
The Dancing Rooster: 2 Blocks from Duval in Old Town.

~ROYAL POINCIANA COTTAGE~ Come and indulge yourself in some KW sunshine!

9.4 out of 10, Exceptional, (3)
"The best at the best price! "
~ROYAL POINCIANA COTTAGE~ Come and indulge yourself in some KW sunshine!

Find your zen at HIDDEN TREASURE

3.0 star property
8.8 out of 10, Excellent, (10)
"The property and location is great! The private deck was awesome. "
Find your zen at HIDDEN TREASURE

Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool

3.0 star property
9.0 out of 10, Wonderful, (4)
"Perfect location, lovely place. I got COVID so had to leave two days after arrival. Bummer!"
Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool

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

10.0 out of 10, Exceptional, (222)
"Great location and place!!"
~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

3.0 star property
10.0 out of 10, Exceptional, (3)
"Our second time staying here. Great location. Everything you would need for a couple. Clean,comfortable. Will rent again if available next year."
Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

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

9.2 out of 10, Wonderful, (74)
"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

~Hibiscus Cottage~ Adults Only cottage near Duval with shared pool

10.0 out of 10, Exceptional, (7)
"Loved everything about this place. "
~Hibiscus Cottage~ Adults Only cottage near Duval with shared 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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Top Key West Hotel Reviews

Find out more about Key West

Find out more about Key West

Key West Cottages information

Number of reviews
461
Accommodation
124 Cottages
Lowest Price
AU$471
Highest Price
AU$789

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

How much do cottages in Key West cost?
Cottages in Key West range between AU$471 and AU$789 per night. These retreats offer a chance to get reacquainted with nature — at a price you can afford. This price was 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.
How many cottages are there in Key West?
Pack your suitcase and pick from 124 cottages in Key West. Dreaming of a place where you can relax and stay in touch with nature? Expedia can help you find the ideal getaway in a few quick clicks.
What is there to do in Key West near my cottage?
Key West has enough experiences and sights to keep you occupied for weeks, beginning with Smathers Beach. South Beach, Fort Zachary Taylor Historic State Park and Higgs Beach are other popular attractions. If you're hanging around a while, Key West Aquarium and Boca Chica Nude Beach will put the finishing touches on your itinerary.