Vacation Homes in Florida Keys

Vacation Homes in Florida Keys

3,253 properties for Vacation Homes. Compare and book at the best price!

Popular Vacation Homes in Florida Keys

Duck Key, Monroe County

Vacation home for 4 people, with balcony and pool

Free cancellation

from $635 per night

Key West, Lower Keys

9.6

Vacation home for 2 people, with pool and hot tub as well as terrace, with pets

from $643 per night

Key West, Lower Keys

9.6

Vacation home for 2 people, with yard and terrace

from $500 per night

Cudjoe Key, Lower Keys

7.9

Vacation home for 4 people, with terrace

Free cancellation

from $340 per night

Key West, Lower Keys

9.4

Vacation home for 4 people, with pool and yard as well as terrace

Free cancellation

from $715 per night

Little Torch Key, Lower Keys

8.6

Vacation home for 4 people, with terrace and yard

Free cancellation

from $229 per night

Key West, Lower Keys

9.7

Vacation home for 6 people, with yard and terrace

Free cancellation

from $528 per night

Key West, Lower Keys

8.7

Vacation home for 4 people, with terrace and pool

Free cancellation

from $174 per night

Cudjoe Key, Lower Keys

8.9

Vacation home for 4 people, with terrace and pool

Free cancellation

from $268 per night

Key West, Lower Keys

9.9

Vacation home for 2 people, with pool and terrace as well as hot tub

Free cancellation

from $357 per night

Islamorada, Monroe County

10.0

Vacation home for 4 people, with hot tub and pool

Free cancellation

from $538 per night

Sugarloaf Key, Lower Keys

10.0

Vacation home for 8 people, with balcony and yard, with pets

Free cancellation

from $3,485 per night

Key West, Lower Keys

9.5

Vacation home for 2 people, with terrace

Free cancellation

from $316 per night

Key West, Lower Keys

9.0

Vacation home for 2 people, with terrace

Free cancellation

from $305 per night

Cudjoe Key, Lower Keys

8.7

Vacation home for 2 people, with yard and terrace as well as pool

Free cancellation

from $236 per night

Key West, Lower Keys

9.6

Vacation home for 2 people, with hot tub

from $605 per night

Cudjoe Key, Lower Keys

8.7

Vacation home for 4 people, with yard and pool

Free cancellation

from $281 per night

Key West, Lower Keys

9.9

Vacation home for 2 people, with yard and balcony as well as pool

Free cancellation

from $1,161 per night

Key West, Lower Keys

9.7

Vacation home for 2 people, with terrace and yard

Free cancellation

from $538 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 $234 per night

Key West, Lower Keys

9.9

Vacation home for 2 people, with yard and terrace as well as pool

Free cancellation

from $740 per night

Marathon, Monroe County

10.0

Vacation home for 2 people

Free cancellation

from $313 per night

Monroe County

9.8

Vacation home for 4 people, with pool and terrace

Free cancellation

from $271 per night

Marathon, Monroe County

9.6

Vacation home for 2 people, with terrace

Free cancellation

from $154 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.
Vacation Home for 3 Guests in Key West, Lower Keys
Vacation Home for 3 Guests in Key West, Lower Keys, Picture 1
Vacation Home for 3 Guests in Key West, Lower Keys, Picture 2
Vacation Home for 3 Guests in Key West, Lower Keys, Picture 3
Vacation Home for 3 Guests in Key West, Lower Keys, Picture 4
more...
Key West, Lower Keys
Vacation Home • 614 ft² • 1 Bedroom
9.6
(81 reviews)
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 $531 / night
Vacation Home for 10 Guests in Marathon, Monroe County
Vacation Home for 10 Guests in Marathon, Monroe County, Picture 1
Vacation Home for 10 Guests in Marathon, Monroe County, Picture 2
Vacation Home for 10 Guests in Marathon, Monroe County, Picture 3
Vacation Home for 10 Guests in Marathon, Monroe County, Picture 4
more...
Marathon, Monroe County
Vacation Home • 18299 ft² • 4 Bedrooms
9.7
(142 reviews)
Totally Private- Turn-Key and fully Stocked- Single Family Home 4BR/3BA with your own Heated-Cooled Private Swimming Pool and BBQ Patio. Includes Private Guest Beach with Kayaks and Paddle boards and Private powered ⛵Boat Dock right on the Gulf of Mexico! Kick back and completely relax in our Beautiful and comfortable home! Perfect for Adults and kids of all Ages! All our Homes Amenities include: * Four Bedrooms -1st Bedroom (King Size Bed) -2nd Bedroom (Queen Size Bed) -3rd Bedroom (Queen Size Bed) -4th Bedroom (Two Twin Beds-can be converted to a King upon request) -Living Room (Pull-Out ...
from $276 / night
Vacation Home for 3 Guests in Key West, Lower Keys
Vacation Home for 3 Guests in Key West, Lower Keys, Picture 1
Vacation Home for 3 Guests in Key West, Lower Keys, Picture 2
Vacation Home for 3 Guests in Key West, Lower Keys, Picture 3
Vacation Home for 3 Guests in Key West, Lower Keys, Picture 4
more...
Key West, Lower Keys
Vacation Home • 614 ft² • 1 Bedroom
9.7
(88 reviews)
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 $415 / night

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.