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Compare 91 Cottages in Key West with updated reviews, rates, and availability.

Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
9.4 out of 10, Exceptional, (196)
"The inside was as advertised. Great location and the front porch was nice. The inside of the unit was clean."
The price is $59
$296 total
includes taxes & fees
May 13 - May 14
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
Secret Courtyard-2 bedroom 2 bath just steps off Duval street.
9.6 out of 10, Exceptional, (90)
"The property was great. Very clean and close to downtown. We had a great weekend. The only hang up was the property management company moved offices and did communicate that to us. So the check in process was at little bit of a hassle."
Secret Courtyard-2 bedroom 2 bath just steps off Duval street.
Conch Republic Consul General's Cottage.-Historic District
9.4 out of 10, Exceptional, (135)
"Really enjoyed our stay and in a great location!"
Conch Republic Consul General's Cottage.-Historic District
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Southernmost Retreat: 2 Blocks from Duval in Old Town.
10.0 out of 10, Exceptional, (96)
"Great stay at Bungalow 5! The place was clean and well equipped and you can’t beat the location. Good communications and accurate in every way."
The price is $500
$824 total
includes taxes & fees
May 5 - May 6
Southernmost Retreat: 2 Blocks from Duval in Old Town.
Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex
10.0 out of 10, Exceptional, (167)
"Perfect location, super clean, plenty of towels, etc. can’t wait to come back! Two very minor changes I would suggest would be adding softer pillows to swap out with the super firm ones & upgrade the coffee pot to a Keurig…I very much recommend this beautiful cottage!"
Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex
Mango Cottage- 2 bedroom 2 bath with private pool
10.0 out of 10, Exceptional, (171)
"The home was just as advertised. Definitely recommended."
Mango Cottage- 2 bedroom 2 bath with private pool
Old Town Cottage House in Old Town Key West!
Old Town Cottage House in Old Town Key West!
**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…
10.0 out of 10, Exceptional, (117)
"This property is stunning , perfect in every way, The location is one half block from main entertainment and food venues. The property is a mansion with beautiful grounds, we were in the separate coach house. If you want to visit Key West, and can afford it, this is the place. I am a frequent traveler and found Key West to be high in cost and low in value. We will not retrn."
**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…
Conch Republic Consul General's Cottage.-Pool-No Contact Check-In
9.2 out of 10, Wonderful, (66)
"We really enjoyed our stay here. There was ample space, especially for a couple. The location is excellent, close to Duval St., beach, or southernmost area. We rang in the new year while staying here and the access is easy, well lit, and off street parking for one vehicle. The kitchen was stocked with what you’d need to prepare a meal, full size fridge is a plus, and microwave and stove. The only thing to point out is the shower is cramped and I’m a tall guy. The shower worked great and had...
Conch Republic Consul General's Cottage.-Pool-No Contact Check-In
Colorful cottage w/shared pool, central AC, washer/dryer
Colorful cottage w/shared pool, central AC, washer/dryer
Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!
3.0 star property
10.0 out of 10, Exceptional, (1)
"Extremely clean, quiet and spacious. The friendly. staff and location to the water made the five day girl’s trip so fun. Thanks. "
Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!
Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!
3.5 star property
Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!
Tranquil Dog-friendly Getaway with Shared Pool, WiFi, & AC - Snowbirds Welcome
9.0 out of 10, Wonderful, (164)
"Lovely home! Fabulous location near the dog beach and restaurants on the beach! Convenient f oh r exploring the island!"
The price is $131
$487 total
includes taxes & fees
May 23 - May 24
Tranquil Dog-friendly Getaway with Shared Pool, WiFi, & AC - Snowbirds Welcome
Bahamian Reed by Avantstay Walk to Everything! w/ Community Pool Week Long Stays Only
3.0 star property
Bahamian Reed by Avantstay Walk to Everything! w/ Community Pool Week Long Stays Only
Key West Found by Avantstay Close to Shops w/ Patio & Shared Pool! Week Long Stays Only
3.0 star property
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
4.5 star property
10.0 out of 10, Exceptional, (3)
"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
~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!
10.0 out of 10, Exceptional, (194)
"…for a Key West getaway"
~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!
New Conch cottage, with heated pool, walking distance to downtown Key West.
8.0 out of 10, Very Good, (1)
"This semi detached 1BR/1 Bath home is perfectly situated in the best kept secret for long stays in Key West - the White Street Gallery District. White Street is the most amenity rich street in Key West. From it's beautiful pier to the south right up to it's north end, White Street offers just about everything you would ever need. This home is located across from Bayview Park, which hosts numerous events throughout the year. There are basketball courts as well as tennis courts and childrens...
New Conch cottage, with heated pool, walking distance to downtown Key West.
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
Conch Out Cottage super close to Duval Street Entertainment area
Conch Out Cottage super close to Duval Street Entertainment area
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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.

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, (226)
"Great location, will visit again! "
The price is $309
$370 total
includes taxes & fees
May 20 - May 21
Hyatt Vacation Club at Sunset Harbor, Key West
Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, (327)
"Ken's place was exactly what we were looking for: Clean, quiet, and walkable to everything we wanted to do in Old Town Key West. Although the unit is compact, Ken has included many amenities that made our stay enjoyable: beach chairs, a beach umbrella, beach towels, coffee maker, toaster, refrigerator, etc. The full-size FREE washer and dryer in the building made it possible for us to pack with only carry-on luggage- a huge bonus! Unless you're planning to spend hours in your room instead of...
The price is $99
$240 total
includes taxes & fees
May 20 - May 21
Steps from Duval, Pool & Bikes $129-$299 Night!
Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (85)
"Aqualodges was a unique, great experience. Really enjoyed the marine life right at our dock. The accommodations were clean and comfortable. Cant wait to come back! "
The price is $239
$410 total
includes taxes & fees
May 5 - May 6
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.

Key West Cottages information

Number of reviews
986
Accommodation
91 Cottages
Lowest Price
$59
Highest Price
$500

Frequently asked questions

How much do cottages in Key West cost?
Cottages in Key West range between $59 and $500 per night. These retreats offer a chance to get reacquainted with nature — at a price you can afford. This price was 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 comfortable at this 3.5-star stay which comes with a garden and a nearby beach. Simonton Court Cottages is another recommended option worth shortlisting. Unpack your suitcase at this 3.5-star cottage and you’ll have access to amenities such as free WiFi and pet-friendly facilities. You can choose from multiple cottages in Key West with a total average guest review rating of 9.5.
How many cottages are there in Key West?
Pack your suitcase and pick from 91 cottages in Key West. Dreaming of a place where you can relax and stay in touch with nature? Expedia can help you find the ideal getaway in a few quick clicks.
Are there any family-friendly cottages in Key West?
Many visitors searching for a family-friendly cottage in Key West choose Simonton Court Cottages. With a 3.5-star rating and amenities such as a nearby beach and free WiFi, you’re sure to feel right at home here. Another noteworthy pick for families on vacation is Simonton Court Cottages. Free WiFi and housekeeping services help make this 3.5-star cottage a great base for your Key West trip. Key West boasts loads of family-friendly attractions to visit when the kids are getting restless. Smathers Beach and South Beach promise a fun day out for travelers of all ages.
Why book your cottage in Key West with Expedia?
Reserving a cottage in Key West is as simple as deciding on your travel dates and selecting your ideal place for a vacation in the outdoors. From high-end retreats to budget-friendly properties and cottages that include amenities like a kitchenette, Expedia has something for all tastes. As for the best offers around? We’ve got them as well!
How can I find cheap cottages in Key West?
The easiest way to get cheap cottages in Key West is with Expedia’s filter tool. Refine your search by star rating, amenities and budget to access unbeatable deals in a couple of clicks.
What is there to do in Key West near my cottage?
Key West has enough experiences and sights to keep you occupied for weeks, beginning with Smathers Beach. South Beach, Fort Zachary Taylor Historic State Park and Higgs Beach are other popular attractions. If you’re hanging around a while, Key West Aquarium and Boca Chica Nude Beach will put the finishing touches on your itinerary.

Recent reviews of Key West hotels
Expedia verified reviews