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 yard and terrace
from $316 per night
Key West, Lower Keys
8.7
Vacation home for 4 people, with pool and terrace
Free cancellation
from $139 per night
Little Torch Key, Lower Keys
8.7
Vacation home for 4 people, with yard and terrace
Free cancellation
from $191 per night
Key West, Lower Keys
9.6
Vacation home for 2 people, with terrace and hot tub, with pets
from $387 per night
Key West, Lower Keys
9.3
Vacation home for 4 people, with pool and terrace as well as yard
Free cancellation
from $359 per night
Key West, Lower Keys
9.7
Vacation home for 6 people, with yard and terrace
Free cancellation
from $270 per night
Cudjoe Key, Lower Keys
9.0
Vacation home for 4 people, with terrace and pool
Free cancellation
from $217 per night
Islamorada, Monroe County
10.0
Vacation home for 4 people, with pool and hot tub
Free cancellation
from $449 per night
Key West, Lower Keys
9.5
Vacation home for 2 people, with terrace
Free cancellation
from $202 per night
Sugarloaf Key, Lower Keys
10.0
Vacation home for 8 people, with balcony and yard, with pets
Free cancellation
from $1,776 per night
Monroe County
8.5
Vacation home for 2 people
Free cancellation
from $203 per night
Key West, Lower Keys
9.0
Vacation home for 2 people, with terrace
Free cancellation
from $174 per night
Key West, Lower Keys
9.5
Vacation home for 2 people, with hot tub
from $219 per night
Key West, Lower Keys
9.8
Vacation home for 2 people, with terrace and yard
Free cancellation
from $516 per night
Key West, Lower Keys
9.9
Vacation home for 6 people, with hot tub and pool as well as terrace
Free cancellation
from $620 per night
Key Largo, Monroe County
8.7
Vacation home for 2 people, with pool
Free cancellation
from $189 per night
Cudjoe Key, Lower Keys
8.7
Vacation home for 2 people, with pool and terrace as well as yard
Free cancellation
from $174 per night
Key West, Lower Keys
9.6
Vacation home for 3 people, with balcony
from $337 per night
Key West, Lower Keys
9.9
Vacation home for 2 people, with pool and yard as well as balcony
Free cancellation
from $640 per night
Key West, Lower Keys
9.9
Vacation home for 2 people, with terrace and yard as well as pool
Free cancellation
from $566 per night
Key West, Lower Keys
10.0
Vacation home for 2 people, with terrace
from $166 per night
Cudjoe Key, Lower Keys
8.7
Vacation home for 2 people, with pool and yard as well as terrace, with pets
Free cancellation
from $158 per night
Key West, Lower Keys
9.6
Vacation home for 3 people, with balcony and yard
from $374 per night
Marathon, Monroe County
10.0
Vacation home for 2 people
Free cancellation
from $320 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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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. The house also has a Tiki Hut that is quite spacious and fabulous for relaxing and getting some shade.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...
from $257 / night
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Cudjoe Key, Lower Keys
Vacation Home • 861 ft² • 2 Bedrooms
Cudjoe Key, Lower Keys
9.4
Our home is a bungalow with cathedral ceilings. It is spacious and sparkling clean. Our home is #655 at Venture Out on Cudjoe Key. (A 24-hour gated community). We have a light and bright two bedroom, one bath cottage which is a tropical paradise. We have laminate floors and tropical decor. The roomy living room has a TV with streaming YouTube TV and Roku, a comfy sofa (which can also sleep 2 people with a memory foam topper on top of the mattress for extra comfort) & a comfy additional sofa. Each room is light and bright and always sparkling clean. Our home is obviously equipped with a/...
from $225 / night
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Marathon, Monroe County
Vacation Home • 893 ft² • 1 Bedroom
Marathon, Monroe County
9.6
Private Luxury Retreat in Paradise Everything is totally renovated! We love to travel and decided to customize our home giving it an upscale beach bungalow hotel vibe, with all the modern comforts anyone can ask for. The interior is completely renovated, everything in the unit is Brand New (including furniture & Flat Screen TV). This charming home in Paradise was completely remodeled, adorned with all new furniture and bamboo flooring. Enjoy island breezes from the backyard Tiki Hut and outdoor seating area overlooking the canal. Gorgeous Farm Style dining table allows you to enjoy dinn...
from $129 / 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.