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
Free cancellation
from $639 per night
Key West, Lower Keys
Vacation home for 4 people
Free cancellation
from $288 per night
Cudjoe Key, Lower Keys
8.0
Vacation home for 4 people, with terrace
Free cancellation
from $367 per night
Key West, Lower Keys
9.3
Vacation home for 2 people, with pool and terrace as well as yard
Free cancellation
from $543 per night
Key West, Lower Keys
10.0
Vacation home for 4 people, with pool and terrace
Free cancellation
from $174 per night
Key West, Lower Keys
9.7
Vacation home for 2 people, with terrace and yard
from $449 per night
Key West, Lower Keys
9.3
Vacation home for 2 people, with terrace, with pets
Free cancellation
from $653 per night
Key West, Lower Keys
9.1
Vacation home for 5 people, with terrace and pool
Free cancellation
from $410 per night
Key West, Lower Keys
Vacation home for 4 people, with terrace and yard
Free cancellation
from $176 per night
Key West, Lower Keys
Vacation home for 4 people, with balcony
Free cancellation
from $370 per night
Key West, Lower Keys
9.6
Vacation home for 6 people, with yard and terrace
Free cancellation
from $321 per night
Islamorada, Monroe County
10.0
Vacation home for 4 people, with hot tub and pool
Free cancellation
from $466 per night
Marathon, Monroe County
9.3
Vacation home for 4 people, with balcony and pool
Free cancellation
from $293 per night
Cudjoe Key, Lower Keys
9.1
Vacation home for 4 people, with pool and terrace
Free cancellation
from $496 per night
Little Torch Key, Lower Keys
8.7
Vacation home for 4 people, with yard and terrace
Free cancellation
from $219 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 $296 per night
Key West, Lower Keys
9.4
Vacation home for 6 people, with terrace
Free cancellation
from $514 per night
Key West, Lower Keys
9.5
Vacation home for 6 people, with pool
Free cancellation
from $391 per night
Key West, Lower Keys
Vacation home for 5 people, with terrace and pool
Free cancellation
from $373 per night
Sugarloaf Key, Lower Keys
Vacation home for 8 people, with balcony and yard, with pets
Free cancellation
from $3,358 per night
Marathon, Monroe County
9.6
Vacation home for 4 people, with balcony and pool
Free cancellation
from $267 per night
Marathon, Monroe County
10.0
Vacation home for 2 people
Free cancellation
from $342 per night
Key West, Lower Keys
9.1
Vacation home for 2 people, with pool
Free cancellation
from $623 per night
Marathon, Monroe County
9.6
Vacation home for 2 people, with terrace
Free cancellation
from $150 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 • 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 $199 / 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 $252 / night
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Key West, Lower Keys
Vacation Home • 2 Guests • 1 Bedroom
Key West, Lower Keys
9.7
WELCOME TO CONCH COTTAGE!In the 20th century many residents of Key West began referring to themselves as “Conchs”, now this term generally applied to all residents of Key West. This vacation home is called Conch Cottage because it encompasses the heart of the Key West life style.In the heart of Old Town with traditional architecture, this home serves as a perfect luxury and vacation. This home is exactly what you would imagine! From the ginger bread features to the porch seating area and colorful paint, this is a perfect place to people watch and relax at any hour of the day. Conch Cottage ...
from $606 / 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.