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 pool and balcony

Free cancellation

from $580 per night

Key West, Lower Keys

9.6

Vacation home for 2 people, with terrace and yard

from $466 per night

Key West, Lower Keys

8.7

Vacation home for 4 people, with terrace and pool

Free cancellation

from $194 per night

Key West, Lower Keys

9.4

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

Free cancellation

from $519 per night

Cudjoe Key, Lower Keys

7.8

Vacation home for 4 people, with terrace

Free cancellation

from $207 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 $541 per night

Key West, Lower Keys

9.7

Vacation home for 6 people, with yard and terrace

Free cancellation

from $285 per night

Little Torch Key, Lower Keys

8.6

Vacation home for 4 people, with yard and terrace

Free cancellation

from $201 per night

Cudjoe Key, Lower Keys

8.9

Vacation home for 4 people, with terrace and pool

Free cancellation

from $218 per night

Key West, Lower Keys

Vacation home for 4 people, with balcony

Free cancellation

from $72 per night

Islamorada, Monroe County

10.0

Vacation home for 4 people, with hot tub and pool

Free cancellation

from $541 per night

Sugarloaf Key, Lower Keys

10.0

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

Free cancellation

from $2,211 per night

Key West, Lower Keys

9.5

Vacation home for 2 people, with terrace

Free cancellation

from $263 per night

Key West, Lower Keys

9.1

Vacation home for 2 people, with terrace

Free cancellation

from $241 per night

Key West, Lower Keys

9.9

Vacation home for 6 people, with pool and terrace as well as hot tub

Free cancellation

from $734 per night

Key West, Lower Keys

9.6

Vacation home for 2 people, with hot tub

from $792 per night

Key West, Lower Keys

9.8

Vacation home for 2 people, with yard and terrace

Free cancellation

from $538 per night

Key West, Lower Keys

9.9

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

Free cancellation

from $899 per night

Cudjoe Key, Lower Keys

8.7

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

Free cancellation

from $289 per night

Cudjoe Key, Lower Keys

8.7

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

Free cancellation

from $158 per night

Key West, Lower Keys

9.9

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

Free cancellation

from $606 per night

Marathon, Monroe County

10.0

Vacation home for 2 people

Free cancellation

from $285 per night

Key West, Lower Keys

9.7

Vacation home for 3 people, with balcony

from $376 per night

Monroe County

9.8

Vacation home for 4 people, with terrace and pool

Free cancellation

from $271 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
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Key West, Lower Keys
Vacation Home • 614 ft² • 1 Bedroom
9.6
(79 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 $378 / night
Vacation Home for 2 Guests in Marathon, Monroe County
Vacation Home for 2 Guests in Marathon, Monroe County, Picture 1
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Marathon, Monroe County
Vacation Home • 893 ft² • 1 Bedroom
9.6
(17 reviews)
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 $142 / night
Vacation Home for 6 Guests in Cudjoe Key, Lower Keys
Vacation Home for 6 Guests in Cudjoe Key, Lower Keys, Picture 1
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Vacation Home for 6 Guests in Cudjoe Key, Lower Keys, Picture 3
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Cudjoe Key, Lower Keys
Vacation Home • 861 ft² • 2 Bedrooms
9.4
(89 reviews)
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 $223 / 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.