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Check prices for these dates

Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr
In one month
2 May - 4 May
In two months
30 May - 1 Jun

Featured Cottages in Key West and around

Heart of Downtown Key West Cottage With Off-Street Parking
Exterior

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!
Terrace/patio

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

9.8 out of 10, Exceptional, (6)
"Great location, very helpful staff "
The price is €301
includes taxes & fees
6 Apr - 7 Apr
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Beach nearby

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

10.0 out of 10, Exceptional, (116)
"Clean, perfect location in Old Town Key West. The property manager was so accommodating and quickly got back to me with answers to my questions. Would definitely stay there again. "
The price is €772
includes taxes & fees
6 Apr - 7 Apr
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Terrace/patio

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...
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
HIDDEN OASIS 3 blocks from Duval
TV

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!
Exterior

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!
1 bedroom, free WiFi, bed sheets

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

10.0 out of 10, Exceptional, (4)
"We enjoyed the location, hot tub and outside sitting area."
The price is €301
includes taxes & fees
6 Apr - 7 Apr
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Conch Republic Consul General's Cottage.-Historic District
Pool

Conch Republic Consul General's Cottage.-Historic District

9.4 out of 10, Exceptional, (154)
"The carriage house is comfortably furnished; kitchen has nothing lacking; pool and grounds are cozy and well maintained. Perfect location and easy to get to sights and beaches. "
Conch Republic Consul General's Cottage.-Historic District
One Bedroom Cottage House in Old Town Key West by the Hemingway House.
Exterior detail

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
Pool

~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
A heated pool

ROYAL POINCIANA COTTAGE - Quaint Old Town location

2.0 star property
9.4 out of 10, Exceptional, (39)
"Perfect for our getaway without kids. *Clean* kitchen had everything we needed. *"
ROYAL POINCIANA COTTAGE - Quaint Old Town location
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Terrace/patio

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

10.0 out of 10, Exceptional, (9)
"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 €301
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
Fridge, microwave, oven, stovetop

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. "
The price is €461
includes taxes & fees
29 Apr - 30 Apr
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Terrace/patio

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 €317
includes taxes & fees
7 Apr - 8 Apr
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
A Stones Throw Away from Duval - Downtown -Caroline's Cottage KW
Pool

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!
Terrace/patio

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

9.4 out of 10, Exceptional, (10)
"We enjoyed the location and staff was very responsive. My preference would have been a more private space but was everything as advertised."
The price is €301
includes taxes & fees
6 Apr - 7 Apr
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
BLUE BIRD ~ Adorable 1 BR, 1 Ba Conch Cottage in Bahama Village!
Fridge, microwave, oven, stovetop

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!
A heated pool

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

10.0 out of 10, Exceptional, (212)
"We so enjoyed our stay at Chick-A-Pea cottage. We spent time chatting in the cabana or lounging by the pool most of the time we were "home". The cottage is in a great location, half a block off Duval Street - lots of places within walking distance. Fun time had by all! "
~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!
Old Town Key West Cottage 3bed/2bath
Fridge, microwave, oven, stovetop

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
Interior

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.
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Other property types in Key West

Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (123)
"Unique experience. We loved it!"
The price is €304
includes taxes & fees
6 Apr - 7 Apr
Aqua Lodges at Hurricane Hole Marina
Hyatt Vacation Club at Sunset Harbor, Key West
Outdoor pool

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very good, (289)
"This was an amazing property. Wish we had stayed for more than a night and we're already planning a trip to Key West again just to stay here another time. Very friendly and helpful reception staff. Parking deck is directly across the street. Beautiful pool. Near the water (cruise port), a 5 minute walk to Duval Street, and the Truman Little White House was basically next door. Genuinely cannot say enough good things about this hotel."
The price is €427
includes taxes & fees
24 Apr - 25 Apr
Hyatt Vacation Club at Sunset Harbor, Key West
Steps from Duval, Pool on Site & Bikes Included!
Beach towels

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (376)
"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 €301 and €461 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 traveller favourite 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 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.
Are there any family-friendly cottages in Key West?
Travelling with your group in Key West is simple at Casa Manana Key West Monthly: 2 Br. With amenities including an oven and a barbecue grill, you’ll find all the comforts of home at this 3-star cottage. Simonton Court Cottages is another family-friendly option where you and your crew can take time out from the hectic pace of the big city. This cottage has a 3-star rating and conveniences including WiFi and housekeeping services. After checking in and chilling in your comfy new digs, it’s time to start sightseeing. Clarence S. Higgs Memorial Beach Park and Duval Street are among the family-friendly attractions in Key West.
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.
What is there to do in Key West near my cottage?
Key West has enough experiences and activities to keep you amused for weeks, starting with Nancy Forrester’s Secret Garden. Donkey Milk House, Clarence S. Higgs Memorial Beach Park and Duval Street are other wonderful attractions. If you have more time, Smathers Beach and Mallory Square will add the finishing touches to your itinerary.