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Featured Cottages in Key West and around

Havana Cabana at Key West - Adults Only

4.0 star property
8.8 out of 10, Excellent, (1603)
"Beautiful property !! Excellent customer service .. "
The price is €201
includes taxes & fees
4 Dec - 5 Dec
Havana Cabana at Key West - Adults Only

Southernmost Beach Resort

4.0 star property
8.6 out of 10, Excellent, (2182)
"Great location! Pools, beach and bar!!! What more could you want!"
The price is €325
includes taxes & fees
17 Dec - 18 Dec
Southernmost Beach Resort

Margaritaville Beach House Key West

4.0 star property
8.6 out of 10, Excellent, (1805)
"A very nice place to travel with kids "
The price is €279
includes taxes & fees
17 Dec - 18 Dec
Margaritaville Beach House Key West

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1513)
"I love it everything was great😁"
The price is €222
includes taxes & fees
4 Dec - 5 Dec
Oceans Edge Key West Resort, Hotel & Marina

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1002)
"Clean, quiet and peaceful getaway! "
The price is €212
includes taxes & fees
17 Dec - 18 Dec
The Perry Hotel & Marina Key West

Ibis Bay Beach Resort

2.5 star property
8.0 out of 10, Very good, (1654)
"Loved the quaintness of the movie property. We had friends at the military base so it was in great proximity. Staff were super helpful! Facilities were good. Breakfast was lame but lovely property! We’d stay here again. "
The price is €167
includes taxes & fees
4 Dec - 5 Dec
Ibis Bay Beach Resort

Parrot Key Hotel & Villas

4.0 star property
8.8 out of 10, Excellent, (1008)
"Loved the place..calm comfortable with amazing water view rooms. Offers perfect relaxation"
The price is €225
includes taxes & fees
4 Dec - 5 Dec
Parrot Key Hotel & Villas

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.6 out of 10, Good, (1002)
"Comfortable stay"
The price is €161
includes taxes & fees
18 Dec - 19 Dec
Hilton Garden Inn Key West / The Keys Collection

Winslow's Bungalows - Key West Historic Inns

4.0 star property
9.0 out of 10, Wonderful, (956)
"We loved every second of our stay. Southernmost point was about a 15 min walk. Cigar shops, souvenir shops, and restaurants were well within walking distance. Everyone working there was welcoming, thank you!"
The price is €336
includes taxes & fees
16 Dec - 17 Dec
Winslow's Bungalows - Key West Historic Inns

The Gates Hotel Key West Newly Renovated

4.0 star property
7.6 out of 10, Good, (1003)
"chickens are a little loud in the am but thats on the whole island"
The price is €183
includes taxes & fees
4 Dec - 5 Dec
The Gates Hotel Key West Newly Renovated

NYAH Key West - Adults Only

3.0 star property
7.6 out of 10, Good, (1000)
"awesome property "
The price is €153
includes taxes & fees
4 Dec - 5 Dec
NYAH Key West - Adults Only

24 North Hotel Key West - Newly Renovated

4.0 star property
7.4 out of 10, Good, (1362)
"Staff extremely courteous clean hotel bars had great drinks and finger foods. However the hotel is next to a highway it’s very loud and roosters are up at 5am waking everyone up."
The price is €188
includes taxes & fees
9 Dec - 10 Dec
24 North Hotel Key West - Newly Renovated

Pier House Resort & Spa

4.0 star property
9.0 out of 10, Wonderful, (1002)
"Enjoyed the beach and pool. Great location. Friendly helpful staff,"
The price is €307
includes taxes & fees
17 Dec - 18 Dec
Pier House Resort & Spa

Opal Key Resort & Marina, Key West

4.0 star property
9.2 out of 10, Wonderful, (1000)
"Beautiful property, quiet but fun. Close to everything in old town key west. "
The price is €358
includes taxes & fees
15 Dec - 16 Dec
Opal Key Resort & Marina, Key West

Seashell Motel & Key West Hostel

1.5 star property
7.8 out of 10, Good, (1001)
"The staff was great. The room was clean. It was just very small for the price. It was very convenient to everything so you can walk or bike to all the stuff easily. I would recommend it, but i believe its much cheaper during the week."
The price is €128
includes taxes & fees
9 Dec - 10 Dec
Seashell Motel & Key West Hostel

Casa Marina Key West, Curio Collection by Hilton

4.0 star property
7.0 out of 10, Good, (1003)
"Elevators was in reparation for the two days of trip "
The price is €467
includes taxes & fees
18 Dec - 19 Dec
Casa Marina Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4.0 star property
8.4 out of 10, Very good, (815)
"Very nice place for a holiday away. On the beach and the second hotel had extra pools and entertainment. We enjoyed both properties."
The price is €365
includes taxes & fees
11 Dec - 12 Dec
The Reach Key West, Curio Collection by Hilton

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
7.8 out of 10, Good, (1000)
"This property worked for us! The shuttle was perfect to get to Duvall st!!"
The price is €184
includes taxes & fees
16 Dec - 17 Dec
DoubleTree Resort by Hilton Grand Key - Key West

The Marker Key West Harbor Resort

4.0 star property
8.8 out of 10, Excellent, (1004)
"Great location! "
The price is €326
includes taxes & fees
18 Dec - 19 Dec
The Marker Key West Harbor Resort

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1133)
"."
The price is €235
includes taxes & fees
18 Dec - 19 Dec
Hampton Inn Key West FL
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

2.0 star property
8.8 out of 10, Excellent, (104)
"Nice for affordable price "
The price is €254
includes taxes & fees
5 Dec - 6 Dec
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, (283)
"Great place to stay. Location is excellent, its walking distance to so many attractions. Had a great stay."
The price is €379
includes taxes & fees
4 Dec - 5 Dec
Hyatt Vacation Club at Sunset Harbor, Key West

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (356)
"We walked most everywhere and loved the Southernmost Beach Bar! Eating at Moon Dog Cafe was so spectacular that we ate there 3 times in 2 days! This place is all it says it is. Simply perfect. "
The price is €265
includes taxes & fees
22 Dec - 23 Dec
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?
Expect to pay between €574 and €574 per night for cottages in Key West. Whatever your budget, an excellent stay is just clicks away on Expedia. 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?
Key West offers multiple cottages with a total average guest review rating of 9.5. Simonton Court Cottages is a great option if you like a natural setting and an easy-breezy pace. Visitors staying at this 3.5-star stay can enjoy conveniences such as a garden and WiFi. Simonton Court Cottages is another popular pick. This 3.5-star cottage offers WiFi and pet-friendly facilities.
How many cottages are there in Key West?
Pack your suitcase and choose from 98 cottages in Key West. Dreaming of a place where you can dive into nature and forget the world? Expedia will help you find your ideal stay in just a click or two.
Are there any family-friendly cottages in Key West?
Many travellers needing a family-friendly cottage in Key West choose Simonton Court Cottages. With a 3.5-star rating and amenities such as housekeeping services and WiFi, it’ll feel like your home away from home. Another superb option for families who crave a break close to nature is Casa Manana Key West Monthly: 2 Br. Clothes washing facilities and a king bed help make this 3-star cottage a comfortable base for your Key West getaway. Once you’ve checked in and unpacked, there are tons of family-friendly attractions to visit in and around Key West. Smathers Beach and South Beach are two of our top picks.
Why book your cottage in Key West with Expedia?
We think that vacays should be a piece of cake, so if you’re on the lookout for cottages in Key West at a competitive price, Expedia has got your back. Save those pennies and pick a thrifty option far from the rush of the city, or splurge on a 5-star cottage to really pamper your favourite people.
How can I find cheap cottages in Key West?
With Expedia’s convenient filter tool, sourcing cheap cottages in Key West couldn’t be easier. To discover properties that’ll make your wallet smile, refine your search by amenities, budget and star rating.
What is there to do in Key West near my cottage?
You’ll find loads of awesome things to put on your itinerary in Key West. Make tracks to big attractions like Smathers Beach, Fort Zachary Taylor Historic State Park and South Beach. Clarence S. Higgs Memorial Beach Park, Key West Aquarium and Boca Chica Nude Beach are other must-see’s.