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 balcony/terrace and balcony as well as lake view
Free cancellation
from $632 per night
Key West, Lower Keys
9.3
Vacation home for 2 people, with terrace and yard as well as pool
Free cancellation
from $534 per night
Cudjoe Key, Lower Keys
8.0
Vacation home for 4 people, with terrace
Free cancellation
from $284 per night
Key West, Lower Keys
10.0
Vacation home for 4 people, with pool and terrace
Free cancellation
from $201 per night
Key West, Lower Keys
9.6
Vacation home for 2 people, with yard and terrace
from $496 per night
Key West, Lower Keys
9.6
Vacation home for 6 people, with terrace and yard
Free cancellation
from $313 per night
Little Torch Key, Lower Keys
8.6
Vacation home for 4 people, with terrace and yard
Free cancellation
from $299 per night
Key West, Lower Keys
Vacation home for 4 people, with terrace and yard
Free cancellation
from $182 per night
Key West, Lower Keys
Vacation home for 4 people, with balcony, with pets
Free cancellation
from $316 per night
Key West, Lower Keys
8.9
Vacation home for 5 people, with terrace and pool
Free cancellation
from $279 per night
Key West, Lower Keys
9.1
Vacation home for 5 people, with pool and terrace
Free cancellation
from $327 per night
Islamorada, Monroe County
10.0
Vacation home for 4 people, with hot tub and pool
Free cancellation
from $533 per night
Marathon, Monroe County
9.3
Vacation home for 4 people, with balcony and pool
Free cancellation
from $337 per night
Cudjoe Key, Lower Keys
9.1
Vacation home for 4 people, with pool and terrace
Free cancellation
from $243 per night
Sugarloaf Key, Lower Keys
Vacation home for 8 people, with yard and balcony, with pets
Free cancellation
from $2,087 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 $237 per night
Key West, Lower Keys
10.0
Vacation home for 6 people, with yard and balcony, kid friendly
Free cancellation
from $502 per night
Key West, Lower Keys
9.1
Vacation home for 6 people, with pool
Free cancellation
from $335 per night
Key West, Lower Keys
Vacation home for 2 people
Free cancellation
from $202 per night
Marathon, Monroe County
10.0
Vacation home for 2 people
Free cancellation
from $341 per night
Key West, Lower Keys
8.6
Vacation home for 2 people, with pool
Free cancellation
from $770 per night
Marathon, Monroe County
9.6
Vacation home for 2 people, with terrace
Free cancellation
from $150 per night
Key West, Lower Keys
9.9
Vacation home for 2 people, with pool and terrace
Free cancellation
from $499 per night
Key West, Lower Keys
8.0
Vacation home for 2 people, with pool
Free cancellation
from $516 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 • 603 ft² • 1 Bedroom
Key West, Lower Keys
9.6
THE PROPERTY: Enjoy fresh air and sunshine from your front porch or backyard hot tub at Casablanca Too. This unpretentious home has been beautifully updated and is ready to welcome you. The living room looks out to the covered front porch and has lots of natural light, large screen, TV, cool wall AC and a comfy slip-covered sofa. The room is adorned with new lighting and two gorgeous swivel club chairs that allow you to converse with family and friends or turn to watch TV. If you need to work from home, the new fold-down console has plenty of room for your laptop and when done, you can fold...
from $692 / night
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Monroe County
Vacation Home • 969 ft² • 2 Bedrooms
Monroe County
9.7
Welcome to Tranquility Cottage, a beautifully appointed, well maintained, and updated 2BR/2B half-duplex on 7th Street in Key Colony Beach. Located on the widest canal in Key Colony Beach and opposite Sadowski Causeway you will be in walking distance of local restaurants, Sunset Beach, Fishing and Dive Charter Boats, and the Cabana Club. Four (4) person occupancy. 7 – Night minimum stay. Sorry, NO SMOKING (INCLUDING E-CIGARETTES) or PETS.Bedding includes a Queen bed in the Master Bedroom, 2 Queen beds in the Guest Bedroom, and a Queen bed pull-out in the Living Room.Home amenities include 3...
from $260 / night
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Key West, Lower Keys
Vacation Home • 538 ft² • 2 Bedrooms
Key West, Lower Keys
10.0
AN ESCAPE LIKE NO OTHER…Disconnect from the real world and reconnect with each other in this picture perfect, quaint cottage tucked away on a quiet and vibrant lane of Old Town. Your Paradise awaits just beyond a lovely white picket fence inviting you into a lush and luxuriant setting to call your island home.***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEAMENITIES AND FURNISHINGS...A private, covered front porch beckons your lighthearted chit chat as you take in your tropical surroundings with your morning coffee in hand. Slip inside to a fully renovated and bright Great Room with cool h...
from $373 / 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.