Cottages in Key West, FL

Search among 252 available cottages in Key West from 50+ providers.

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9.0
Perfect23 reviews
6 adults
2 bedrooms
3 beds
Map
1.1 mi from City Center348 yd from Ernest Hemingway House
Located in Duval district and 0.5 miles from Audubon House and Tropical Gardens, this villa offers 7 rooms along with a Jacuzzi and an outdoor swimming pool.
FromUS$ 229 /nightSelect
8.8
Great25 reviews
6 adults
2 bedrooms
3 beds
Map
1.9 mi from City Center1020 yd from Fort East Martello Museum
While staying at the Sunrise Suites - Sea Breeze Suite 101 you are invited to discover Higgs Beach, set about 2.5 miles away, or Smathers Beach, which is 1.5 miles away.
FromUS$ 630 /nightSelect
8.8
Great13 reviews
6 adults
3 bedrooms
3 beds
Map
1.3 mi from City Center417 yd from Jackson Square
The property is 0.9 miles from USCGC Ingham Maritime Museum and boasts views of pool as well as 6 rooms.
FromUS$ 1 079 /nightSelect
6 adults
2 bedrooms
4 beds
Map
775 yd from City Center999 yd from Smathers Beach
Set a 10-minute stroll from Key West AIDS Memorial, the rooms in the Coconut Palms have views of sea.
FromUS$ 408 /nightSelect
9.0
Perfect2 reviews
6 adults
3 bedrooms
3 beds
Map
1.5 mi from City Center343 yd from Mallory Square
Set merely 850 feet from Mallory Square in the Duval district of Key West, the Last Minute features a private pool.
FromUS$ 1 405 /nightSelect
9 adults
3 bedrooms
4 beds
Map
1.0 mi from City Center125 yd from Duval Street
The Pescado Penthouse On Duval, located steps from Southernmost Point, is also at a proximity to The Ernest Hemingway Home and Museum.
FromUS$ 191 /nightSelect
8.8
Great14 reviews
6 adults
2 bedrooms
3 beds
Map
1.9 mi from City Center1034 yd from Fort East Martello Museum
The Sunrise Suites Cozumel Suite #112 is located 0.5 miles from Key West International airport and pretty near to Oceanwalk / Las Salinas bus stop.
FromUS$ 269 /nightSelect
8.8
Great22 reviews
6 adults
2 bedrooms
3 beds
Map
1.9 mi from City Center1020 yd from Fort East Martello Museum
This villa is located 3 miles from Southernmost Point of the Continental US and offers 2 bedrooms together with a swimming pool.
FromUS$ 293 /nightSelect
4 adults
2 bedrooms
3 beds
Map
1.2 mi from City Center393 yd from Jackson Square
Situated a 10-minute drive to Key West International Airport, this villa features balcony and a terrace.
FromUS$ 64 /nightSelect
4 adults
1 bedroom
2 beds
Map
1673 yd from City Center195 yd from Key West Butterfly and Nature Conservatory
Being within 0.3 miles of Southernmost Point of the Continental US, this villa features a terrace.
FromUS$ 118 /nightSelect
4 adults
1 bedroom
2 beds
Map
1013 yd from City Center589 yd from Key West Cemetery
Located in Key West, just less than 1.7 km from Smathers Beach, this villa provides accommodation with an outdoor pool.
FromUS$ 123 /nightSelect
4 adults
2 bedrooms
2 beds
Map
1585 yd from City Center31 yd from Key West Cemetery
Ripley's Believe It or Not is 10 minutes by foot from the Passover Cottage Key West and Red Barn Theatre is around 0.3 miles away.
FromUS$ 828 /nightSelect
8.8
Great14 reviews
8 adults
3 bedrooms
3 beds
Map
1.1 mi from City Center217 yd from Duval Street
The Amelia House is a good starting point to Key West's sights including Duval Street, which is only a 7-minute stroll away.
FromUS$ 270 /nightSelect
Conch CasaVilla
6 adults
2 bedrooms
3 beds
Map
1.1 mi from City Center194 yd from Ernest Hemingway House
Ripley's Believe It or Not is within 0.7 miles of the Conch Casa, while Key West Cemetery is about 9 minutes' stroll away.
FromUS$ 718 /nightSelect
8.4
Great10 reviews
6 adults
2 bedrooms
2 beds
Map
1.0 mi from City Center259 yd from Ernest Hemingway House
The Windward Isle is located 0.5 miles from Key West International airport and within 0.2 miles of Simonton Street & Petronia Street bus stop.
FromUS$ 238 /nightSelect
Map
1.3 mi from City Center483 yd from Mallory Square
Located less than 10 minutes by foot from Mallory Square, the Bananas Foster Guesthouse boasts a swimming pool.
FromUS$ 7 379 /nightSelect
6 adults
2 bedrooms
3 beds
Map
3.6 mi from City Center712 yd from Safe Harbor
The intimate Grand Marina Suite By Brightwild-Waterfront Condo with a swimming pool is within 4 miles of Key West Firehouse Museum.
FromUS$ 391 /nightSelect
TrumanVilla
4 adults
2 bedrooms
2 beds
Map
1.1 mi from City Center98 yd from Ernest Hemingway House
Set in Duval district and 0.9 miles from Key West Aquarium, this villa provides a kitchen with a microwave oven, tea and coffee making facilities, and a fridge.
FromUS$ 137 /nightSelect
Map
1.9 mi from City Center1016 yd from Fort East Martello Museum
Southernmost Point of the Continental US is 3 miles from this villa that offers 2 bedrooms along with a kitchen.
FromUS$ 378 /nightSelect
6 adults
2 bedrooms
3 beds
Map
1.9 mi from City Center1007 yd from Fort East Martello Museum
A Jacuzzi and an outdoor swimming pool are available in this villa, located 2.9 miles from Southernmost Point.
FromUS$ 298 /nightSelect

FAQs about cottages in Key West

Check 9 answers in our FAQ if you are looking for cottages in Key West.

What are the best vacation cottages in Key West?

Customers who are searching for the best private accommodation, Booked.net offers 184 deals to select from. For instance, you may book Key West Villas, where prices start from 117US$ per night. It's located a 10-minute walk from US 1 Mile Marker 0 and provides a tennis court, an outdoor swimming pool and a golf course on site. Other cool accommodations are Casa Caribe @ Duval Square, Sunrise Suites - Great Exuma Suite #406 and Sunrise Suites Barbados Suite #204.

What are the best cheap cottages to rent in Key West?

If you're on budget, Booked.net offers 77 options to select from. We recommend Sunrise Suites - Sea Breeze Suite 101 at the cost of 463US$ per night. This cool option provides a tennis court, an outdoor swimming pool and a Jacuzzi on site. Also you may like Key West Villas offering a tennis court, an outdoor swimming pool and a golf course on site. It costs 344US$ per night. Other great accommodations is Sunrise Suites Cozumel Suite #112 and Pescado Penthouse On Duval.

What are the best luxury vacation cottages in Key West?

If you're interested in a deluxe Key West getaway, there are 19 posh cottages on Booked.net. You may book Palm Gardens for 502US$ per night. It's located a 5-minute walk from The Unitarian Universalist Fellowship of Key West. Customers can enjoy a balcony and a coffee machine in the rooms.

What are the top Key West cottages to rent offering a hot tub?

We recommend Sunrise Suites Barbados Suite #204 providing a tennis court, an outdoor swimming pool and a Jacuzzi on site. It costs 438US$ per night. Alternatively, book Sunrise Suites Cristobal Suite #411 for 426US$ per night. It features a tennis court, an outdoor swimming pool and a heated pool on site.

What are best Key West cottages for rent near Duval Street?

One of the coolest option is Key West Villas offering a tennis court, an outdoor swimming pool and a golf course on site. It costs 344US$ per night.

What are the best dog-friendly cottages in Key West?

If you want to stay in Key West with your pet, Booked.net offers 64 options to select from. You may check Rose Lane Villas at the cost of 605US$ per night. It's placed 5 minutes walk from Key West Historic Seaport and features an outdoor swimming pool, concierge service and grocery shopping service on site.

What are the most popular vacation cottages with a swimming pool in Key West?

If you want to stay at the best Key West cottage with a pool, Booked.net offers 111 accommodation to select from. We recommend Rose Lane Villas with an outdoor swimming pool, concierge service and grocery shopping service on site. It costs 605US$ per night. Alternatively, check Key West Villas for 344US$ per night. This cool place for rent has laundry facilities and bicycle usage, as well as a tennis court, an outdoor swimming pool and a golf course on site.

What are the best beach cottages in Key West?

We recommend Luxury Vacation Rental with a tennis court, an outdoor swimming pool and a golf course. It's set 5 minutes' walk from Church of Christ and costs 445US$ per night.

What are the top romantic cottages for couples in Key West?

To visit Key West during a romantic trip, customers usually select one of 184 top-ranked cottages. You may check Sunrise Suites Barbados Suite #204 with a tennis court, an outdoor swimming pool and a heated pool on site. It costs 438US$ per night. Alternatively, check Key West Villas rated 8.8/10 offering a laundry room and bicycle usage, as well as a tennis court, an outdoor swimming pool and a golf course. It costs 344US$ per night. Other romantic deals include Sunrise Suites Cristobal Suite #411 and Rose Lane Villas.