Search Cottages in Key West

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Featured Cottages in Key West and around

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 €275
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 €264
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)
"Amazing place and location to everything. Will definitely book this property again."
The price is €275
includes taxes & fees
10 Sept - 11 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 €418
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 €270
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 €270
includes taxes & fees
8 Sept - 9 Sept
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

~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.

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 €264
includes taxes & fees
1 Sept - 2 Sept
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

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)
"Great stay. Property manager Roberta was great to deal with. Comfortable home with all amenities included. Nice pool and location was central to all activities, including Duval St. We has a great time!!!"
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 €427
includes taxes & fees
1 Sept - 2 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

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

9.2 out of 10, Wonderful, (74)
"Communication was awesome. Having a shared washer/dryer was a plus. The pool was lovely. "
Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking

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

10.0 out of 10, Exceptional, (223)
"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!

~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.
Save an average of 15% on thousands of hotels when you're signed in

Top Key West Hotel Reviews

Find out more about Key West

Find out more about Key West

Key West Cottages information

Number of reviews
Accommodation
124 Cottages
Lowest Price
€264
Highest Price
€427

Frequently asked questions

How much do cottages in Key West cost?
Cottages in Key West range between €264 and €427 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?
Select from multiple cottages in Key West with a total average guest review rating of 0.0. Simonton Court Cottages is an ideal place to rest your feet between adventures. This 3.5-star cottage also comes with a garden and a nearby beach. Casa Manana Key West Monthly: 2 Br is another leading option with visitors in this area. It has a 3-star rating and amenities including a king-sized bed and a swimming pool.
How many cottages are there in Key West?
Stay in touch with nature in one of the 124 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.