Search Cottages in Key West

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 122 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, (119)
"This cottage was amazing for so many different reasons. Location, quiet, and detail to guests needs. Marcela was a great communicator. No need to communicate too much, everything worked great! We are returning next year!"
Heart of Downtown Key West Cottage With Off-Street Parking

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

9.8 out of 10, Exceptional, (6)
"Great location, very helpful staff "
The price is AED 621
AED 1,430 total
includes taxes & fees
27 Mar - 28 Mar
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

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

10.0 out of 10, Exceptional, (116)
"This location is great - easy to get to bight and Duval St. The interior was very clean. Good shower, good room lay out, good mattress. Like the two different entrances as I stayed with my sister's family which gave us privacy. Good prompt response from owner and staff. "
The price is AED 1,837
AED 2,987 total
includes taxes & fees
30 Mar - 31 Mar
The Dancing Rooster: 2 Blocks from Duval in Old Town.

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

9.4 out of 10, Exceptional, (8)
"We really enjoyed our recent long weekend at the Seagull property! It started with an airport pickup from Wisi, who also picked up our bags after checkout so that we could walk around before our flight. And then he came and met us where we were to run us to the airport-it was fantastic! The property is great, albeit a 10-20 min walk to some places. That said, the quiet was great and the Tipsy Rooster across the street alwyas had great live music at night! It was a great fit for us, although...
The price is AED 621
AED 1,438 total
includes taxes & fees
28 Mar - 29 Mar
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

HIDDEN OASIS 3 blocks from Duval

2.5 star property
9.4 out of 10, Exceptional, (86)
"Great location, loved the pool and outdoor patio"
HIDDEN OASIS 3 blocks from Duval

Get your ISLAND STLYE on!

2.0 star property
9.6 out of 10, Exceptional, (77)
"Easily walkable to most tourist attractions."
Get your ISLAND STLYE on!

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

10.0 out of 10, Exceptional, (4)
"Located close to many activities. The place was so clean and private. Beds were comfortable. Had everything needed for my visit. Highly recommend staying here."
The price is AED 820
AED 1,723 total
includes taxes & fees
6 Apr - 7 Apr
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Conch Republic Consul General's Cottage.-Historic District

9.4 out of 10, Exceptional, (153)
"Simple checkin and checkout. Clean. Perfect for 2 couples. Each had own bedroom and bathroom. Walkable to all main places in Key West. Nice to have laundry and pool. Really nice to have the parking spot. Great time and would highly recommend. "
Conch Republic Consul General's Cottage.-Historic District

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.

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

6.0 out of 10, (2)
~Hibiscus Cottage~ Adults Only cottage near Duval with shared pool

ROYAL POINCIANA COTTAGE - Quaint Old Town location

2.0 star property
9.4 out of 10, Exceptional, (39)
"Quaint cottage. Clean with a comfy bed. Well stocked with kitchenware and dishes.Fast wi-fi, nice garden and pool area. Could use a bedside lamp for reading and more shelving in the shower and bathroom. "
ROYAL POINCIANA COTTAGE - Quaint Old Town location

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

10.0 out of 10, Exceptional, (8)
"This property was exactly what we had hoped for. It was close to the water and trolley stop, which made it very easy to get around and see the sights. The property was clean and nicely landscaped and although we were close to the activities it felt very private and secluded when we were on property.The management staff was extremely helpful and responsive. Street parking on-site was a little pricey (6.00/hr), so we parked at the rental office a few miles away and the staff shuttled us around....
The price is AED 820
AED 1,723 total
includes taxes & fees
6 Apr - 7 Apr
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

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

9.4 out of 10, Exceptional, (217)
"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

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

10.0 out of 10, Exceptional, (4)
"Great spot. Did the trick! Lovely time and an excellent porch for chilling."
The price is AED 621
AED 1,434 total
includes taxes & fees
30 Mar - 31 Mar
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

A Stones Throw Away from Duval - Downtown -Caroline's Cottage KW

9.6 out of 10, Exceptional, (8)
"We thoroughly enjoyed our time at Caroline’s Cottage. The house is small but everything is laid out perfectly. All the neighbors are very kind and welcoming. Our favorite times were relaxing on the covered porch. While we could not park our car right in front of the house, there was almost always a place to park on the street. There was only one occasion that we had to park a few blocks away. The owners live nearby and were quick to address any concerns that I had (of which there was...
A Stones Throw Away from Duval - Downtown -Caroline's Cottage KW

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

9.6 out of 10, Exceptional, (9)
"Rick was the best. Everything was just as he said. Couldn’t have met a nicer person."
The price is AED 621
AED 1,449 total
includes taxes & fees
26 Mar - 27 Mar
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

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!

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

10.0 out of 10, Exceptional, (212)
"This was the best vacation house absolutely Pristine clean the outdoor space amazing. The warm pool was perfect excellent location it was a dream vacation for my surprise 60th birthday with my family 7 of us plenty of space !"
~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!

Old Town Key West Cottage 3bed/2bath

10.0 out of 10, Exceptional, (1)
"We had an incredible stay in this house! We were very comfortable and constantly in contact with the host, who was always very communicative and helpful when we needed something. The location is perfect, just meters from the main street of Key West. The house was in perfect conditions and it’s just like the pictures! I 100% recommende it ☺️"
Old Town Key West Cottage 3bed/2bath

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
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.
Don't see what you're looking for?
See all available properties in Key West
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Key West

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (123)
"Was amazing, unlike any place i've ever stayed"
The price is AED 493
AED 1,170 total
includes taxes & fees
27 Mar - 28 Mar
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, (290)
"I had a great experience with my family!"
The price is AED 1,304
AED 1,570 total
includes taxes & fees
26 Mar - 27 Mar
Hyatt Vacation Club at Sunset Harbor, Key West

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (375)
"Beautiful place and weather "
Steps from Duval, Pool on Site & Bikes Included!
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?
Cottages in Key West range between AED 621 and AED 1,837 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?
A traveler favorite is Simonton Court Cottages. Make yourself at home at this 3.5-star stay which comes with a garden and WiFi. Simonton Court Cottages is another popular option to consider. Unpack your bags at this 3-star cottage and you’ll have access to amenities like WiFi and housekeeping services. You can pick from multiple cottages in Key West with a total average guest review rating of 9.7.
How many cottages are there in Key West?
Stay in touch with nature in one of the 122 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.
Why book your cottage in Key West with Expedia?
We think a getaway should be simple, so if you’re seeking cottages in Key West at the perfect price, Expedia has you covered. Keep the budget in check and check in to a cheap option far from the hustle and bustle, or splurge on a 5-star cottage to spoil the ones you love most.
How can I find cheap cottages in Key West?
A good way to spot cheap cottages in Key West is with Expedia’s handy filter tool. Tailor your search results by amenities, star rating and budget to land unbeatable deals in a couple of clicks.