Vacation Homes in Florida Keys
3,253 properties for Vacation Homes. Compare and book at the best price!
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Popular Vacation Homes in Florida Keys
Key West, Lower Keys
9.6
Vacation home for 2 people, with pool and hot tub as well as terrace, with pets
from $702 per night
Key West, Lower Keys
9.6
Vacation home for 2 people, with yard and terrace
from $527 per night
Cudjoe Key, Lower Keys
7.9
Vacation home for 4 people, with terrace
Free cancellation
from $320 per night
Key West, Lower Keys
8.7
Vacation home for 4 people, with terrace and pool
Free cancellation
from $186 per night
Key West, Lower Keys
9.4
Vacation home for 4 people, with pool and terrace as well as yard
Free cancellation
from $608 per night
Little Torch Key, Lower Keys
8.6
Vacation home for 4 people, with yard and terrace
Free cancellation
from $286 per night
Key West, Lower Keys
9.7
Vacation home for 6 people, with yard and terrace
Free cancellation
from $398 per night
Islamorada, Monroe County
10.0
Vacation home for 4 people, with hot tub and pool
Free cancellation
from $476 per night
Cudjoe Key, Lower Keys
8.8
Vacation home for 4 people, with terrace and pool
Free cancellation
from $349 per night
Key West, Lower Keys
9.9
Vacation home for 2 people, with pool and terrace as well as hot tub
Free cancellation
from $374 per night
Sugarloaf Key, Lower Keys
8.0
Vacation home for 8 people, with balcony and yard, with pets
Free cancellation
from $3,403 per night
Key West, Lower Keys
9.5
Vacation home for 2 people, with terrace
Free cancellation
from $329 per night
Key West, Lower Keys
9.1
Vacation home for 2 people, with terrace
Free cancellation
from $314 per night
Key West, Lower Keys
9.7
Vacation home for 2 people, with yard and terrace
Free cancellation
from $538 per night
Key West, Lower Keys
9.6
Vacation home for 2 people, with hot tub
from $701 per night
Cudjoe Key, Lower Keys
8.7
Vacation home for 2 people, with yard and terrace as well as pool
Free cancellation
from $251 per night
Cudjoe Key, Lower Keys
8.6
Vacation home for 4 people, with pool and yard
Free cancellation
from $320 per night
Key West, Lower Keys
9.9
Vacation home for 2 people, with terrace and yard as well as pool
Free cancellation
from $1,253 per night
Monroe County
9.8
Vacation home for 4 people, with terrace and pool
Free cancellation
from $247 per night
Key West, Lower Keys
9.9
Vacation home for 2 people, with balcony and yard as well as pool
Free cancellation
from $1,248 per night
Cudjoe Key, Lower Keys
8.7
Vacation home for 2 people, with terrace and yard as well as pool, with pets
Free cancellation
from $223 per night
Marathon, Monroe County
10.0
Vacation home for 2 people
Free cancellation
from $314 per night
Marathon, Monroe County
9.6
Vacation home for 2 people, with terrace
Free cancellation
from $135 per night
Key West, Lower Keys
9.6
Vacation home for 3 people, with balcony
from $577 per night
Find Vacation Homes in Florida Keys
Best Vacation Homes in Florida Keys
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Key West, Lower Keys
Vacation Home • 6 Guests • 3 Bedrooms
Key West, Lower Keys
Enjoy the comforts of privacy as you enter through the picket-fence and make your way into your own resort-like oasis. Enter the front gate and find space to park your bike, sit on the front porch, or enjoy the seclusion of a front yard set away from the street. As you go up the front steps to the entryway, you will find a long hallway that provides separation from the sleeping spaces and living space. This home features three large bedrooms. The master bedroom on the second floor overlooks the pool and provides a king size bed and private en-suite bathroom. On the first floor, there are tw...
from $733 / night
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Key West, Lower Keys
Vacation Home • 4 Guests • 2 Bedrooms
Key West, Lower Keys
9.8
WELCOME TO PINEAPPLE COTTAGE! The Pineapple Cottage is a charming two-bedroom, two-bathroom home located in Old Town Key West. It offers a private pool and is just half a block away from Duval Street, making it an ideal tropical oasis for your vacation.As you enter the cottage, you'll step onto a deck overlooking the backyard, where you'll find the inviting private pool, a charcoal grill, and various seating and lounging areas surrounded by lush tropical landscaping, ensuring your privacy and creating a serene atmosphere.Inside, the cottage features an open living area and kitchen space, pe...
from $1,465 / 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 first-floor duplex home comes with Key West charm and contemporary touches. To explore the second-floor home, search for “Poinciana Treetop,” 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 front porch. Prepare meals in the bright and snug kitchen with built in corner hutch, open shelving, and gas range. With so many local dining options, you won’t even mind being wi...
from $599 / night
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Other holiday ideas and property types in Florida Keys that might be interesting
Vacation Homes in Florida Keys: Most popular destinations
FAQs: Vacation Homes in Florida Keys
Which facilities are the most searched for by travelers for their stay in the Florida Keys?
When looking at the data from Holidu, when travelers search for homes in the Florida Keys, often they choose the following filters: pool (34%), internet (15%), and a air-conditioning (12%). Last year, the majority of people searching selected at least one of these options when finding the perfect home.
Which types of amenities can you typically find at the homes in the Florida Keys?
In regards to the amenities available on Holidu, it appears that the homes in the Florida Keys offer everything that vacationers search for! Here, the homes generally include a variety of facilities, the most popular being: air-conditioning (97%), internet (96%), and balcony (69%)...Sounds tempting?
How do travelers usually rate homes in the Florida Keys?
According to last year, most of the homes in the Florida Keys receive a rating of less than 4.5 stars. It may therefore be not so easy for you to find a highly-rated home here.
Are the homes in the Florida Keys suitable for family vacations?
According to the Holidu database, 25% of homes in the Florida Keys are suitable for families with children, it will therefore not be difficult to find the perfect home for you and your family.
Are the homes in the Florida Keys suitable for travelers and their furry friends?
For sure! In the Florida Keys, 32% of the homes give you the opportunity to bring along your furry best friend, 23% even have a garden!
Do the homes in the Florida Keys often have Wi-Fi?
Yes! According to Holidu's data, 96% of homes in the Florida Keys include internet connection. It is therefore no problem, you will be able to access your emails and favorite social media sites during your stay!
How much does it usually cost for homes in the Florida Keys?
Many homes in the Florida Keys are, in general, fairly expensive. According to Holidu, 21% are at more than $500 per night.
Do the homes in the Florida Keys usually come equipped with a fireplace or a pool?
Good news! According to Holidu's data, 65% of homes in the Florida Keys have a pool. Perfect for spending your summer vacation by the pool! 64% even have a barbecue!
Are the homes in the Florida Keys suitable for vacations with a big group or better for a vacation as a couple?
According to last year, 98% of homes welcome small groups of up to four guests. Approximately 92% of the homes here are made up of at least two separate bedrooms. This is the perfect destination for taking your small family on vacation!
Are Homes in the Florida Keys the best option for a luxurious stay?
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 65% have a pool, while 97% have air conditioning only 1% have a sauna. However, if it's space you're looking for, 98% of the homes can accommodate four or more adults, and 23% have a garden.
At the homes in the Florida Keys are you able to have a beautiful view and spend time outside?
69% of homes have a balcony or terrace, and 43% have a view, but since it is not very common so availability can be limited. If this is important to you, you should anticipate a bit more time for research, and use the filters to be sure to find the home of your dreams. However, 23% of homes in the Florida Keys have gardens, where you can enjoy the outdoors. If you like to have lunch or dinner outside, and especially if you like barbecues, 64% of the homes have them.