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
Duck Key, Monroe County
Vacation home for 4 people, with pool and balcony
Free cancellation
from $591 per night
Key West, Lower Keys
9.6
Vacation home for 2 people, with yard and terrace
from $548 per night
Key West, Lower Keys
9.6
Vacation home for 2 people, with hot tub and terrace as well as pool, with pets
from $653 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 $182 per night
Key West, Lower Keys
9.4
Vacation home for 4 people, with yard and pool as well as terrace
Free cancellation
from $597 per night
Key West, Lower Keys
9.7
Vacation home for 6 people, with terrace and yard
Free cancellation
from $516 per night
Little Torch Key, Lower Keys
8.6
Vacation home for 4 people, with terrace and yard
Free cancellation
from $296 per night
Islamorada, Monroe County
10.0
Vacation home for 4 people, with hot tub and pool
Free cancellation
from $558 per night
Cudjoe Key, Lower Keys
8.9
Vacation home for 4 people, with pool and terrace
Free cancellation
from $281 per night
Key West, Lower Keys
9.9
Vacation home for 2 people, with terrace and hot tub as well as pool
Free cancellation
from $282 per night
Sugarloaf Key, Lower Keys
10.0
Vacation home for 8 people, with yard and balcony, with pets
Free cancellation
from $3,280 per night
Key West, Lower Keys
9.1
Vacation home for 2 people, with terrace
Free cancellation
from $285 per night
Key West, Lower Keys
9.5
Vacation home for 2 people, with terrace
Free cancellation
from $284 per night
Cudjoe Key, Lower Keys
8.6
Vacation home for 4 people, with yard and pool
Free cancellation
from $291 per night
Key West, Lower Keys
9.7
Vacation home for 2 people, with yard and terrace
Free cancellation
from $598 per night
Key West, Lower Keys
9.6
Vacation home for 2 people, with hot tub
from $786 per night
Cudjoe Key, Lower Keys
8.7
Vacation home for 2 people, with pool and terrace as well as yard, with pets
Free cancellation
from $256 per night
Key West, Lower Keys
9.9
Vacation home for 2 people, with balcony and yard as well as pool
Free cancellation
from $1,033 per night
Cudjoe Key, Lower Keys
8.7
Vacation home for 2 people, with pool and yard as well as terrace
Free cancellation
from $208 per night
Monroe County
9.8
Vacation home for 4 people, with pool and terrace
Free cancellation
from $289 per night
Marathon, Monroe County
9.6
Vacation home for 2 people, with terrace
Free cancellation
from $134 per night
Marathon, Monroe County
10.0
Vacation home for 2 people
Free cancellation
from $313 per night
Key West, Lower Keys
9.9
Vacation home for 2 people, with pool and yard as well as terrace
Free cancellation
from $1,247 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 • 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 $656 / 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 $651 / night
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Key West, Lower Keys
Vacation Home • 3 Guests • 2 Bedrooms
Key West, Lower Keys
9.8
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. 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 live music...luckily as of around 10.18.23 - their music is now set further...
from $489 / 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.