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

Key West, Lower Keys

9.4

Vacation home for 2 people, with terrace and pool as well as yard

Free cancellation

from $370 per night

Key West, Lower Keys

9.8

Vacation home for 2 people, with terrace and pool as well as yard

Free cancellation

from $371 per night

Key West, Lower Keys

8.7

Vacation home for 4 people, with pool and terrace

Free cancellation

from $162 per night

Key West, Lower Keys

9.6

Vacation home for 2 people, with terrace and hot tub, with pets

from $504 per night

Key West, Lower Keys

10.0

Vacation home for 4 people, with terrace

Free cancellation

from $726 per night

Key West, Lower Keys

9.7

Vacation home for 6 people, with terrace and yard

Free cancellation

from $274 per night

Key West, Lower Keys

9.5

Vacation home for 2 people, with terrace and hot tub

from $484 per night

Key West, Lower Keys

9.4

Vacation home for 2 people, with terrace

Free cancellation

from $478 per night

Key West, Lower Keys

9.9

Vacation home for 4 people, with pool and terrace

Free cancellation

from $509 per night

Key West, Lower Keys

9.9

Vacation home for 2 people, with yard and pool as well as balcony

Free cancellation

from $639 per night

Key West, Lower Keys

9.5

Vacation home for 2 people, with terrace

Free cancellation

from $233 per night

Key West, Lower Keys

Vacation home for 4 people, with yard and terrace

Free cancellation

from $172 per night

Key West, Lower Keys

9.6

Vacation home for 4 people, with terrace

from $668 per night

Key West, Lower Keys

8.0

Vacation home for 4 people, with hot tub and terrace

Free cancellation

from $517 per night

Key West, Lower Keys

9.0

Vacation home for 2 people, with terrace

Free cancellation

from $186 per night

Key West, Lower Keys

9.9

Vacation home for 4 people, with yard and balcony

Free cancellation

from $665 per night

Key West, Lower Keys

9.1

Vacation home for 6 people, with terrace and hot tub

Free cancellation

from $792 per night

Key West, Lower Keys

9.9

Vacation home for 3 people, with terrace

Free cancellation

from $405 per night

Key West, Lower Keys

9.6

Vacation home for 3 people, with balcony

from $428 per night

Key West, Lower Keys

Vacation home for 6 people, with pool

Free cancellation

from $550 per night

Key West, Lower Keys

9.9

Vacation home for 2 people, with yard and pool as well as terrace

Free cancellation

from $537 per night

Key West, Lower Keys

Vacation home for 6 people, with yard and terrace

Free cancellation

from $555 per night

Key West, Lower Keys

10.0

Vacation home for 2 people, with terrace

from $166 per night

Key West, Lower Keys

9.7

Vacation home for 3 people, with yard and balcony

from $434 per 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 3 Guests in Key West, Lower Keys
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Key West, Lower Keys
Vacation Home • 291 ft² • 1 Bedroom
8.0
(51 reviews)
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few minutes walk to several local attractions. The refreshing pool and pool bar are a relaxing spot to spend an afternoon in the sun. Hourly shuttle services are available to Old Town Key West. Other amenities include free WiFi, a fitness center, a business center, and bike rentals.PLEASE NOTE:This listing is specifically for a hotel room located within a hotel, distinguishing it from typical residential or apartment accommodations.- The property requires a damage deposit of U...
from $250 / night
Vacation Home for 8 Guests in Key West, Lower Keys
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Key West, Lower Keys
Vacation Home • 1432 ft² • 4 Bedrooms
9.3
(28 reviews)
Undeniably adorable, Key West Wabi Sabi vacation rental is a celebration of authentic Key West cottage style island living. Built in 1930 in the heart of the Downtown Old Town neighborhood, the front of the historic wooden plank house is held to vintage form with loads of original details, complete with welcoming front porch and saw-tooth tin roof. True to its name, the interior was lovingly redesigned to time-honor its nostalgic charm and simplicity and is beautifully renovated with luxury conveniences and amenities that complement the style. Enjoy our architectural photographs of each roo...
from $1,166 / night
Vacation Home for 2 Guests in Key West, Lower Keys
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Key West, Lower Keys
Vacation Home • 517 ft² • 2 Bedrooms
9.7
(6 reviews)
GingerbreadOur 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.Take advantage of all that Key West has to offer from the incredible location of this adorable Key West home. This home features a full kitchen, clawfoot bathtub, front porch, unique french doors, hardwood floors, and plenty of Key West charm. Enjoy your next trip to the Florida Keys from the comfor...
from $181 / 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.