Vacation Homes in Key West

Vacation Homes in Key West

729 properties for Vacation Homes. Compare and book at the best price!

Popular Vacation Homes in Key West

Vacation home for 2 people, with yard in Key West
Vacation home for 2 people, with yard
1 bedroom
9.5
(99 reviews)
from $289 / night
Vacation home for 4 people, with balcony and pool in Key West
Vacation home for 4 people, with balcony and pool
2 bedrooms
9.4
(10 reviews)
from $481 / nightFREE cancellation
Vacation home for 4 people, with pool and terrace in Key West
Vacation home for 4 people, with pool and terrace
1 bedroom
9.3
(3 reviews)
from $139 / night
Vacation home for 6 people, with hot tub and yard as well as pool in Key West
Vacation home for 6 people, with hot tub and yard as well as pool
3 bedrooms
9.3
(31 reviews)
from $716 / night
Vacation home for 4 people, with hot tub and pool as well as terrace in Key West
Vacation home for 4 people, with hot tub and pool as well as terrace
2 bedrooms
8.4
(14 reviews)
from $431 / nightFREE cancellation
Vacation home for 2 people, with pool in Key West
Vacation home for 2 people, with pool
1 bedroom
9.7
(24 reviews)
from $377 / nightFREE cancellation
Vacation home for 2 people, with terrace and hot tub, with pets in Key West
Vacation home for 2 people, with terrace and hot tub, with pets
1 bedroom
9.8
(46 reviews)
from $397 / night
Vacation home for 2 people, with pool and yard in Key West
Vacation home for 2 people, with pool and yard
1 bedroom
from $168 / nightFREE cancellation
Vacation home for 2 people, with yard in Key West
Vacation home for 2 people, with yard
1 bedroom
from $275 / nightFREE cancellation
Vacation home for 2 people, with hot tub and pool as well as yard in Key West
Vacation home for 2 people, with hot tub and pool as well as yard
1 bedroom
10.0
(5 reviews)
from $303 / nightFREE cancellation
Vacation home for 2 people, with balcony and pool in Key West
Vacation home for 2 people, with balcony and pool
1 bedroom
9.6
(5 reviews)
from $753 / nightFREE cancellation
Vacation home for 2 people, with terrace in Key West
Vacation home for 2 people, with terrace
1 bedroom
10.0
from $470 / night
Vacation home for 2 people, with pool in Key West
Vacation home for 2 people, with pool
1 bedroom
9.7
(18 reviews)
from $390 / nightFREE cancellation
Vacation home for 2 people, with yard in Key West
Vacation home for 2 people, with yard
1 bedroom
from $180 / night
Vacation home for 2 people, with yard in Key West
Vacation home for 2 people, with yard
9.7
(37 reviews)
from $549 / nightFREE cancellation
Vacation home for 2 people, with pool in Key West
Vacation home for 2 people, with pool
1 bedroom
from $144 / nightFREE cancellation
Vacation home for 2 people, with terrace and pool in Key West
Vacation home for 2 people, with terrace and pool
1 bedroom
from $116 / night
Vacation home for 2 people, with pool in Key West
Vacation home for 2 people, with pool
1 bedroom
9.8
(31 reviews)
from $666 / nightFREE cancellation
Vacation home for 2 people in Key West
Vacation home for 2 people
1 bedroom
10.0
from $398 / nightFREE cancellation
Vacation home for 2 people, with pool and balcony in Key West
Vacation home for 2 people, with pool and balcony
1 bedroom
8.1
(71 reviews)
from $156 / nightFREE cancellation
Vacation home for 2 people in Key West
Vacation home for 2 people
1 bedroom
10.0
from $236 / nightFREE cancellation
Vacation home for 2 people, with pool in Key West
Vacation home for 2 people, with pool
1 bedroom
9.9
(33 reviews)
from $851 / nightFREE cancellation
Vacation home for 2 people, with pool and terrace in Key West
Vacation home for 2 people, with pool and terrace
1 bedroom
10.0
from $501 / night
Vacation home for 2 people, with pool in Key West
Vacation home for 2 people, with pool
1 bedroom
10.0
(2 reviews)
from $547 / night

Find Vacation Homes in Key West

Best Vacation Homes in Key West

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Home for 2 Guests in Key West, Lower Keys
Vacation Home for 2 Guests in Key West, Lower Keys, Picture 1
Vacation Home for 2 Guests in Key West, Lower Keys, Picture 2
Vacation Home for 2 Guests in Key West, Lower Keys, Picture 3
Vacation Home for 2 Guests in Key West, Lower Keys, Picture 4
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Key West, Lower Keys
Vacation Home • 2 Guests • 1 Bedroom
9.6
(249 reviews)
Mingle with other guests around the tropical gardens surrounding the heated pool and sundeck creating the perfect setting for a laid back and quiet afternoon. Enjoy alfresco dining in the tropical gardens while you enjoy the wonderful weather that Key West offers!! The Carriage House building at the Hollinsed House 1st Floor - "Poolside Suite" is a large deluxe studio with a king bed, bath and kitchen that is poolside with a great patio area for your morning coffee or evening glass of wine or Margarita! Sleeps 2Have a group coming to Key West? Or maybe need just one or two more units? Go to...
from $221 / night
Vacation Home for 2 Guests in Key West, Lower Keys
Vacation Home for 2 Guests in Key West, Lower Keys, Picture 1
Vacation Home for 2 Guests in Key West, Lower Keys, Picture 2
Vacation Home for 2 Guests in Key West, Lower Keys, Picture 3
Vacation Home for 2 Guests in Key West, Lower Keys, Picture 4
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Key West, Lower Keys
Vacation Home • 721 ft² • 1 Bedroom
10.0
(3 reviews)
Paradise SuiteOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions.*This dog-friendly cottage includes street parking, a shared pool, and a location near Duval Street.Nestled in a quiet neighborhood about a mile from Higgs Beach Dog Park and a little under a mile to Mallory Square, you'll be able to get out and about with ease. With fresh seafood restaurants and...
from $111 / night
Vacation Home for 2 Guests in Key West, Lower Keys
Vacation Home for 2 Guests in Key West, Lower Keys, Picture 1
Vacation Home for 2 Guests in Key West, Lower Keys, Picture 2
Vacation Home for 2 Guests in Key West, Lower Keys, Picture 3
Vacation Home for 2 Guests in Key West, Lower Keys, Picture 4
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Key West, Lower Keys
Vacation Home • 344 ft² • 2 Bedrooms
9.9
(66 reviews)
The Poolside Studio Villa is a stand-alone Key West vacation rental that features full kitchen appliances and a sitting and sleeping area for two people. The privacy of our Villas, our thoughtful amenities, and our convenient location near Duval Street makes Key West Villas a refreshing alternative to run-of-the-mill hotels. Make your getaway to Key West, Florida!* 1 Queen Bed* Sleeps up to 2 People* Full Kitchen Appliances* Shared Pool Deck* Flat Screen TV with Cable* Shared Heated Pool* Continental Breakfast Included* Parking by Reservation ($15/night plus tax)* 200 Feet from Duval Street
from $252 / night

Other holiday ideas and property types in Key West that might be interesting

FAQs: Vacation Homes in Key West

When organizing a vacation to Key West, which services are the most important for travelers?

Judging by the information from Holidu, when travelers search for homes in Key West, most of the time they choose the following filters: pool (44%), balcony (12%), and a view (6%). Last year, most of the travelers selected at least one of these filters when finding the perfect home.

Which types of facilities are offered by the homes in Key West?

In regards to the amenities offered by Holidu, it seems that the homes in Key West benefit from everything that vacationers wish for! Here, the homes generally include a variety of facilities, the most popular being: air-conditioning (99%), internet (98%), and pool (70%)...Pretty cool!

What are the reviews like for the homes in Key West?

According to last year, less than 20% of the homes in Key West have a rating of 4.5 stars. It may therefore be not so easy for you to find a highly-rated home here.

Are the homes in Key West suitable for families with children?

Holidu's data reveals that 12% of homes in Key West are suitable for vacations with children, it will therefore be easy to find the ideal home for you and your children.

Are the homes in Key West suitable for travelers and their furry friends?

For sure! In Key West, 29% of the homes are pet-friendly, 17% also have a garden!

Do the homes in Key West mostly offer Wi-Fi?

Yes! According to Holidu, 98% of homes in Key West include internet connection. It is therefore no problem, you will be able to stay connected throughout your stay!

How much does it cost for homes in Key West?

Many homes in Key West are generally very expensive. Based off last year, 24% cost on average more than $500 a night.

Do the homes in Key West generally come equipped with a pool?

Definitely! According to Holidu, 70% of homes in Key West are equipped with a pool. It is the perfect destination for spending hot summer days by the pool! 46% even have a barbecue!

Are the homes in Key West suitable for stays with friends or better for a weekend break as a small group?

According to last year, 96% of homes are perfect for families with up to four travelers. Approximately 87% of the homes here are made up of at least two separate bedrooms. Key West is the perfect destination for a vacation as a small family!

For a luxurious vacation in Key West, are Homes a good idea?

Some homes are, but others aren't as luxurious. So if you are looking for that special accommodation, don't delay in making a reservation because only 70% have a pool, while 99% have air conditioning only 1% have a sauna.

Do the homes in Key West offer outdoor space to enjoy?

65% of homes have a balcony or terrace, and 19% have a view, but since it is not very common so availability can be limited. If this is a priority for you, you should start your research early, and use the filters to be sure to find the home of your dreams. However, if you like to have lunch or dinner outside, and especially if you like barbecues,46% of the homes are equipped with them.

Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

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