Vacation Homes in Florida Keys
2,139 properties for Vacation Homes. Compare and book at the best price!
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Popular Vacation Homes in Florida Keys
Stock Island, Lower Keys
9.7
Vacation home for 10 people, with yard and terrace, with pets
Free cancellation
from $1,054 per night
Stock Island, Lower Keys
10.0
Vacation home for 10 people, with terrace and yard, with pets
Free cancellation
from $1,054 per night
Stock Island, Lower Keys
9.4
Vacation home for 16 people, with balcony, kid friendly
Free cancellation
from $1,584 per night
Stock Island, Lower Keys
9.8
Vacation home for 12 people, with balcony, kid friendly
Free cancellation
from $1,050 per night
Stock Island, Lower Keys
9.4
Vacation home for 14 people, with terrace, with pets
Free cancellation
from $1,571 per night
Key West, Lower Keys
8.9
Vacation home for 10 people, with terrace and yard, with pets
Free cancellation
from $995 per night
Stock Island, Lower Keys
9.7
Vacation home for 12 people, with terrace, with pets
Free cancellation
from $1,054 per night
Marathon, Monroe County
Vacation home for 10 people, with yard and terrace, with pets
Free cancellation
from $400 per night
Stock Island, Lower Keys
9.9
Vacation home for 10 people, with balcony, kid friendly
Free cancellation
from $1,054 per night
Stock Island, Lower Keys
9.4
Vacation home for 12 people, with balcony, kid friendly
Free cancellation
from $1,088 per night
Key West, Lower Keys
9.3
Vacation home for 10 people, with terrace
Free cancellation
from $802 per night
Key West, Lower Keys
9.7
Vacation home for 8 people, with balcony and yard, kid friendly
Free cancellation
from $221 per night
Monroe County
9.3
Vacation home for 10 people, with pool and yard
Free cancellation
from $527 per night
Cudjoe Key, Lower Keys
10.0
Vacation home for 10 people, with view, with pets
Free cancellation
from $861 per night
Key West, Lower Keys
9.8
Vacation home for 6 people, with pool and terrace as well as yard, with pets
Free cancellation
from $134 per night
Stock Island, Lower Keys
Vacation home for 16 people, with balcony and yard, kid friendly
Free cancellation
from $1,450 per night
Key West, Lower Keys
Vacation home for 6 people, with terrace and yard
Free cancellation
from $703 per night
Duck Key, Monroe County
Vacation home for 8 people, with sauna and pool as well as balcony
Free cancellation
from $1,076 per night
Stock Island, Lower Keys
Vacation home for 16 people, with yard and balcony, kid friendly
Free cancellation
from $1,840 per night
Stock Island, Lower Keys
Vacation home for 14 people, with terrace and yard, with pets
Free cancellation
from $1,465 per night
Key West, Lower Keys
Vacation home for 12 people, with yard and terrace
Free cancellation
from $1,408 per night
Key West, Lower Keys
Vacation home for 8 people, with balcony and pool as well as yard, kid friendly
Free cancellation
from $601 per night
Key West, Lower Keys
Vacation home for 16 people, with balcony and yard, kid friendly
Free cancellation
from $1,964 per night
Stock Island, Lower Keys
Vacation home for 14 people, with yard and balcony, kid friendly
Free cancellation
from $1,379 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 • 19 Guests • 7 Bedrooms
Key West, Lower Keys
Banana's Foster Guest House consists of 6 separate units, each with their own private entrance and access code. • Downstairs in the main house, you will find Sweet Caroline - a 2 bed, 2.5 bath home with 2 large king beds in each bedroom, as well as 2 pullout couches in the living room. Sweet Caroline sleeps up to 7 guests. • Upstairs is Banana Split a 1 bed 1 bath home with a king size bed in the bedroom and queen size pullout couch in the living room, sleeping up to 4 guests. • Next to Banana Split upstairs, are 2 studios Key Lime Cottage and Creme Brulee, each features a king size bed, ki...
from $2,196 / night
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Stock Island, Lower Keys
Vacation Home • 14 Guests • 6 Bedrooms
Stock Island, Lower Keys
Indulge in luxury with our private boat excursions and chauffeur services. Sail away on tailored aquatic adventures or arrive in style with our elite transportation solutions. Experience excellence, tailored just for your stay. Please reach out for more information! The open-concept floor plan, both indoor and outdoor, creates a welcoming atmosphere for entertaining and spending quality time with family and friends. Whether it's relaxing by the pool, playing pool, grilling, or dining and lounging in various areas, there are options for everyone. You'll find a fully equipped kitchen ready fo...
from $1,379 / night
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Stock Island, Lower Keys
Vacation Home • 10 Guests • 4 Bedrooms
Stock Island, Lower Keys
Indulge in luxury with our private boat excursions and chauffeur services. Sail away on tailored aquatic adventures or arrive in style with our elite transportation solutions. Experience excellence, tailored just for your stay. Please reach out for more information! The open concept floor plan makes entertaining a breeze and encourages family time around the dining room table. A fully equipped kitchen awaits your home cooked meals or private chef experience. With high speed internet access and keyless entry vacation has never been more convenient and easy. The spacious fenced in yard and ga...
from $1,054 / 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.