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Featured Cottages in Key West

Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!
3.5 star property
8.0 out of 10, Very Good, (2)
"The living room furniture and mattresses are not the most comfortable. Worn. Mattresses in small bedroom need replacement. Air conditioner does not reach small bedroom. "
Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!
Key West Found by Avantstay Close to Shops w/ Patio & Shared Pool! Week Long Stays Only
3.0 star property
10.0 out of 10, Exceptional, (1)
"There are 3 things I would say could and should be better. 1) extra toilet paper. There was only one partial roll in each bathroom and one extra partial roll. 2) no shampoo/conditioner. 3) no directions to the pool. I had to call and find out where it was. For the amount you pay, you’d think those items would be available as there are everywhere else I’ve stayed. "
Key West Found by Avantstay Close to Shops w/ Patio & Shared Pool! Week Long Stays Only
Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool
3.0 star property
9.0 out of 10, Wonderful, (4)
"The unit had fun and stylish decor. Bed was comfy and I’m picky. The steeps are a challenge- always forgetting there is one more step. Was concerned about the noise in the back from a restaurant or bar- but when doors closed you can’t hear it. And there is no noise later in the evening. One suggestion- some nightlights for the night for Safety. We will be back. Great experience "
Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool
Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!
3.0 star property
10.0 out of 10, Exceptional, (3)
"Loved the separateness of the two bedrooms and two baths. Was beginning to be a little dated but actually loved the nostalgia. Beds were sooo comfortable, didn’t want to leave! lol discovered a good place to eat the night before we left, right down the street. Snatchers beach was within walking distance. Would stay again."
Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!
Paradise Place by Avantstay Key West Old Town Condo w/ Shared Pool
3.0 star property
Paradise Place by Avantstay Key West Old Town Condo w/ Shared Pool
Beach House Condo by Avantstay Communal Pool Gated Community Great Location Week Long Stays
3.0 star property
Beach House Condo by Avantstay Communal Pool Gated Community Great Location Week Long Stays
Coral Palm by Avantstay Key West Walkable Gated Community & Shared Pool
3.0 star property
Coral Palm by Avantstay Key West Walkable Gated Community & Shared Pool
Papaya Place by Avantstay Great Location w/ Balcony, Outdoor Dining, Shared Pool & Hot Tub!
3.0 star property
Papaya Place by Avantstay Great Location w/ Balcony, Outdoor Dining, Shared Pool & Hot Tub!
Casa Grande by Avantstay Dt Key West Near South Beach w/ Pool
3.0 star property
Casa Grande by Avantstay Dt Key West Near South Beach w/ Pool
Coral Villa by Avantstay Close 2 DT Key West Shared Pool & Patio!
3.0 star property
10.0 out of 10, Exceptional, (1)
Coral Villa by Avantstay Close 2 DT Key West Shared Pool & Patio!
Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front
3.0 star property
Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front
Amelia Home by Avantstay In Historic Old Town w/ Pool
3.0 star property
10.0 out of 10, Exceptional, (2)
"The house was amazing, much more than we expected. We loved the pool area and the landscaping, both were maintained beautifully. The whole place was clean as a whistle!"
Amelia Home by Avantstay In Historic Old Town w/ Pool
Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays
3.0 star property
Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays
Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!
3.0 star property
Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!
Bahamian Reed by Avantstay Walk to Everything! w/ Community Pool Week Long Stays Only
3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful and very convenient location! Walking to everything! It had all of the supplies we needed and even some beach towels and chairs, which is a nice touch! "
Bahamian Reed by Avantstay Walk to Everything! w/ Community Pool Week Long Stays Only
Breezy Bungalow by Avantstay Close 2 Zachary Taylor State Park & Beach w/ Shared Pool Week Long Stays
3.0 star property
7.0 out of 10, Good, (2)
"Excellent location. A very cozy home. Close walk to Duval and around town. It was great that a parking spot and washer/dryer was included. The pots and pans definitely need to be updated though. There was not a decent pan with nonstick coating to use to make eggs. We were aware of a fire inspection to occur one day between 8 am and 5 pm. However, we were awoken to the fire alarm beeps at 630 am, 635 am, and 650 am. We were not happy! I know it’s Florida, but we also had a surprise...
Breezy Bungalow by Avantstay Close 2 Zachary Taylor State Park & Beach w/ Shared Pool Week Long Stays
Conch Adventure by Avantstay Great Location w/ Patio, Outdoor Dining and Shared Pool! Week Long Stays
3.0 star property
8.0 out of 10, Very Good, (1)
"Clean condo close to all the action. My only issue was that this is a downstairs condo and the guests upstairs sounded like giants when they walked, not their fault just the way it was built so be aware of that. Also there is no conventional oven, a toaster oven and convection. It was clean and close to everything you would need. Air conditioning worked great and outdoor area was nice for sitting. Also parking was super easy. "
Conch Adventure by Avantstay Great Location w/ Patio, Outdoor Dining and Shared Pool! Week Long Stays
Truman's Hideaway by Avantstay Great Location w/ Patio, Outdoor Dining, BBQ & Shared Pool! Week Long Stays
3.0 star property
Truman's Hideaway by Avantstay Great Location w/ Patio, Outdoor Dining, BBQ & Shared Pool! Week Long Stays
Shipyard Treasure by Avantstay Communal Pool Gated Community Great Location Week Long Stays
3.0 star property
Shipyard Treasure by Avantstay Communal Pool Gated Community Great Location Week Long Stays
Cottage by the Pool by Avantstay w/ Balcony, BBQ & Shared Pool! Month Long Stays Only
3.5 star property
Cottage by the Pool by Avantstay w/ Balcony, BBQ & Shared Pool! Month 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

Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
8.4 out of 10, Very Good, (278)
"Had a great time. Property is clean and well maintained. Any call to the front desk was answered promptly and everyone was very helpful. We will definitely be back. Aileen was also ver helpful. 3 guys from Texas very much appreciate y’all. "
The price is P12,859
P16,109 total
includes taxes & fees
Nov 18 - Nov 19
Hyatt Vacation Club at Sunset Harbor, 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 P7,307
P16,434 total
includes taxes & fees
Nov 11 - Nov 12
Aqua Lodges at Hurricane Hole Marina
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 and 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.
How many cottages are there in Key West?
Pack your suitcase and choose from 59 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.
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 favorite 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.