Vacation Homes in Key West
729 properties for Vacation Homes. Compare and book at the best price!
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Popular Vacation Homes in Key West
Key West, Lower Keys
9.4
Vacation home for 2 people, with pool and yard as well as terrace
Free cancellation
from $376 per night
Key West, Lower Keys
9.6
Vacation home for 2 people, with terrace and yard
from $434 per night
Key West, Lower Keys
10.0
Vacation home for 4 people, with terrace and pool
Free cancellation
from $159 per night
Key West, Lower Keys
Vacation home for 6 people, with terrace and yard
Free cancellation
from $545 per night
Key West, Lower Keys
9.2
Vacation home for 2 people, with terrace
Free cancellation
from $497 per night
Key West, Lower Keys
9.6
Vacation home for 6 people, with yard and terrace
Free cancellation
from $270 per night
Key West, Lower Keys
Vacation home for 6 people, with pool
Free cancellation
from $336 per night
Key West, Lower Keys
Vacation home for 4 people, with terrace and yard
Free cancellation
from $194 per night
Key West, Lower Keys
Vacation home for 6 people, with terrace
Free cancellation
from $492 per night
Key West, Lower Keys
10.0
Vacation home for 6 people, with yard and terrace as well as pool, with pets
Free cancellation
from $284 per night
Key West, Lower Keys
9.9
Vacation home for 2 people, with pool and terrace
Free cancellation
from $411 per night
Key West, Lower Keys
10.0
Vacation home for 2 people, with pool and terrace, with pets
Free cancellation
from $191 per night
Key West, Lower Keys
10.0
Vacation home for 2 people, with terrace and yard
Free cancellation
from $175 per night
Key West, Lower Keys
9.6
Vacation home for 2 people, with terrace and hot tub, with pets
from $515 per night
Key West, Lower Keys
10.0
Vacation home for 2 people, with terrace
from $170 per night
Key West, Lower Keys
9.3
Vacation home for 2 people, with pool and terrace
Free cancellation
from $147 per night
Key West, Lower Keys
9.0
Vacation home for 2 people, with terrace
Free cancellation
from $192 per night
Key West, Lower Keys
9.7
Vacation home for 2 people, with yard and terrace
Free cancellation
from $177 per night
Key West, Lower Keys
9.5
Vacation home for 4 people, with balcony and pool
Free cancellation
from $664 per night
Key West, Lower Keys
10.0
Vacation home for 2 people, with terrace and pool
from $493 per night
Key West, Lower Keys
10.0
Vacation home for 2 people, with pool
from $429 per night
Key West, Lower Keys
9.5
Vacation home for 2 people, with hot tub and terrace
from $525 per night
Key West, Lower Keys
8.0
Vacation home for 4 people, with hot tub and terrace
Free cancellation
from $505 per night
Key West, Lower Keys
Vacation home for 6 people, with balcony and yard, kid friendly
Free cancellation
from $363 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.
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Key West, Lower Keys
Vacation Home • 3 Guests • 2 Bedrooms
Key West, Lower Keys
9.9
A Historic Cigar-Makers Conch Home, privately owned by a native hospitable family in the heart of Downtown, a few minutes walk from Duval St. Accommodates 1-2 couples. Your car will be safe in this parking spot, nowhere near the street. The Cottage is set back from the sidewalk so you are not subjected to traffic noises. Drink your morning coffee outside on the back deck or on the front porch. Note two things:1. The price listed is for 2 guests only. There is an additional charge of $75/night for an additional guest. 2. The cottage is set back from the street but nearby at Hank's there is l...
from $401 / night
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Key West, Lower Keys
Vacation Home • 1098 ft² • 1 Bedroom
Key West, Lower Keys
*Please note that this home is available for 28+ night stays only.*Step into a tranquil community on a quiet lane and discover the Boat House, a nautically themed treasure in Old Town Key West.For anyone with an affinity for the sea, everywhere you turn is a reminder of the water – from sailboat replicas of every shape and size; to prints of fish and sailor knots; to a mermaid toilet and a leaping dolphin faucet. This bohemian cottage features a master bedroom with a therapeutic king-sized bed, flat-screen TV, gleaming hardwood floors, and white-washed paneled walls. A spacious wheelchair-a...
from $225 / night
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Key West, Lower Keys
Vacation Home • 614 ft² • 1 Bedroom
Key West, Lower Keys
9.6
THE PROPERTY: Located on a teeny tiny quiet lane, this comfortably furnished second-floor duplex home comes with Key West charm and contemporary touches. To explore the first-floor home, search for “Poinciana Garden” or book “Poinciana Paradise” to reserve the entire home for family or friends. Walkable to many shops and attractions, you will feel like a local in no time. Enjoy coffee or cocktails on your covered porch with a treetop view. Prepare meals in the bright and sunny kitchen with built in corner hutch, open shelving, and gas range. With so many local dining options, you won’t even...
from $446 / night
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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.