Vacation Rentals in Key West

Vacation Rentals in Key West

Start comparing over 97743 rentals in Key West and book at the best price!

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Free cancellation
Vacation house
Vacation apartment
Pool
Internet
Pets allowed
4.0
& higher

Popular Vacation Rentals in Key West

from
$154
per night
Vacation rental for 4 people, with garden and view as well as pool
4 pers.2 bedrooms915ft²60yd to the coast
4.5
(6600 reviews)
from
$220
per night
Vacation rental for 4 people, with view and pool as well as garden
4 pers.1 bedroom398ft²350yd to the coast
FREE cancellation
4.6
(275 reviews)
from
$297
per night
Vacation rental for 2 people, with view and terrace as well as pool, with pets
2 pers.1 bedroom452ft²80yd to the coast
FREE cancellation
4.3
(560 reviews)
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Vacation rentals with free cancellation

from
$151
per night
Vacation rental for 4 people, with terrace, child-friendly
4 pers.1 bedroom500yd to the coast
FREE cancellation
3.9
(761 reviews)
from
$247
per night
Vacation rental for 2 people, with pool and terrace as well as view
2 pers.1 bedroom280ft²150yd to the coast
FREE cancellation
4.0
(397 reviews)
from
$360
per night
Vacation rental for 3 people, with jacuzzi and pool as well as garden, with pets
3 pers.1 bedroom312ft²50yd to the coast
FREE cancellation
4.2
(891 reviews)
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Vacation Rentals in Key West

from
$915
per night
Vacation rental for 8 people, with jacuzzi and pool as well as balcony
8 pers.4 bedrooms30yd to the coast
4.8
(18 reviews)
from
$314
per night
Vacation rental for 6 people, with pool and balcony as well as sauna and view
6 pers.2 bedrooms100yd to the coast
FREE cancellation
4.2
(25 reviews)
from
$139
per night
Vacation rental for 2 people, with garden
2 pers.1 bedroom118ft²750yd to the coast
4.5
(1289 reviews)
from
$173
per night
Vacation rental for 6 people, with pool and jacuzzi as well as balcony
6 pers.2 bedrooms450yd to the coast
FREE cancellation
4.3
(50 reviews)
from
$834
per night
Vacation rental for 8 people, with jacuzzi and balcony as well as pool
8 pers.4 bedrooms30yd to the coast
4.1
(20 reviews)
from
$237
per night
Vacation rental for 6 people, with pool and jacuzzi as well as terrace
6 pers.2 bedrooms450yd to the coast
FREE cancellation
3.9
(12 reviews)
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Pet-friendly Vacation Rentals

from
$273
per night
Vacation rental for 6 people, with jacuzzi and pool as well as terrace
6 pers.2 bedrooms450yd to the coast
FREE cancellation
4.0
(9 reviews)
from
$153
per night
Vacation rental for 4 people, with pool and garden, with pets
4 pers.600yd to the coast
4.3
(2441 reviews)
from
$142
per night
Vacation rental for 2 people, with pool and terrace, with pets
2 pers.1 bedroom172ft²500yd to the coast
FREE cancellation
3.7
(198 reviews)
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Vacation Rentals with Pool

from
$146
per night
Vacation rental for 2 people, with balcony and pool as well as view
2 pers.1 bedroom140ft²850yd to the coast
FREE cancellation
4.4
(394 reviews)
from
$259
per night
Vacation rental for 4 people, with pool and garden
4 pers.1 bedroom650yd to the coast
FREE cancellation
4.5
(34 reviews)
from
$122
per night
Vacation rental for 2 people, with garden and pool as well as view, child-friendly
2 pers.1 bedroom1,884ft²20yd to the coast
FREE cancellation
3.7
(2151 reviews)
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Vacation Rentals with Internet

from
$146
per night
Vacation rental for 2 people, with garden and jacuzzi
2 pers.1 bedroom650yd to the coast
4.3
(332 reviews)
from
$161
per night
Vacation rental for 2 people, with view and pool as well as garden
2 pers.1 bedroom250yd to the coast
FREE cancellation
4.5
(331 reviews)
from
$132
per night
Vacation rental for 2 people, with garden and pool
2 pers.1 bedroom750yd to the coast
4.5
(646 reviews)
Show all

Find Vacation Rentals in Key West

Map

Highlights Key West

  • Stunning sunsets
  • Family-friendly fun
  • Vibrant nightlife
  • Great food

Most popular in Key West

Pool 31
Internet 40
Pets allowed 9
Balcony/Terrace 21
TV 40
Air conditioning 41

Prices and availability

Prices

December
January
February
March
April
$684
Average price per week

Availabilities

December
January
February
March
April
13 %
Percentage of available rentals

Vacation Rentals in Key West

Rental homes in Key West, Florida

From an oceanfront oasis of tranquility to a spacious villa reminiscent of a sea captain's mansion we have a delightful vacation home for you in Key West, Florida. Whether you want to be right on the waterfront or nestled in the hustle and bustle of the vibrant town you'll discover fully-equipped villas, bungalows, and apartments. Many have been tastefully renovated from old buildings and retain original and quaint period features.

All the comforts of home

Whether you're a couple looking for a romantic break or want a larger space for vacations with family and friends your ideal rental home is in Key West. All accommodation is fully furnished with comfortable bedrooms and spacious living and dining areas as well as all the kitchen appliances and equipment you need for cooking delicious meals. Many Key West vacation rentals also have their own gardens and swimming pools.

Orientation

Key West - an island city

Key West is an island city in the {{Florida Keys}{ID}} and the most southerly point of continental {{America}{ID}}. It is joined to other islands and the mainland of {{Florida}{ID}} by the Overseas Highway. A vacation in Key West is perfect whether you want quiet, relaxed family fun or a vibrant nightlife.

Getting to Key West

Domestic flights can land at Key West Airport but most international visitors arrive through Miami International Airport.Rent a car and make the drive down the Florida coastline and across the Overseas Highway. This scenic route makes a good start to your vacation. Once you arrive in Key West be sure to take a tram ride tour of the city.

Mallory Square, Key West
Mallory Square, Key West

Activities

Key West for families

Key West is certainly a family-friendly destination with plenty to occupy children and the young at heart during the day. Although the beaches are not natural they are well-maintained with plenty of facilities and ideal for a lazy family day of making sandcastles, splashing around in the warm water and enjoying a picnic lunch. If you head to Higgs Beach then your children can also have fun at the Astro City Play Park.

Key West for fun lovers

Since the days of prohibition and speakeasies, Key West has had a reputation as a party town. Enjoy sunset carnivals any night of the week before heading to popular Irish bars and on to a jazz or blues club. To make sure you don't miss any highlights be sure to join an evening walking tour.

Key West for fishing

Head out into the Atlantic Ocean for some of the world's best sports fishing. Try your hand at catching and releasing blue and white marlin, sailfish, and swordfish or catch bonefish, tarpon, and snook in Florida Bay.

The top 5 things to do in Key West

1. Enjoy the sunset

Key West is one of the best places in the world to enjoy a spectacular sunset and the celebrations start in Mallory Square two hours before it's due. So grab your cocktail, sit back and watch the sun disappear in a blaze of color while being entertained by street artists.

2. Ernest Hemingway and Key West

Ernest Hemingway lived and wrote in Key West for a decade. Visit his house museum and look out for the descendants of the cats he bred that roam the garden. They all have extra toes!

3. McCoy Indigenous Park

The McCoy Indigenous Park is the home of the Florida Keys Wildlife Rescue Center. Animals from seabirds to raccoons are nursed back to health here and released into the wilds. At any one time, you can visit up to 100 animals being cared for by the center.

4. The Shipwreck Museum

This lively museum takes you into the world of wreckers and explores Key West's maritime history using actors, film, interactive displays, and real artifacts recovered from shipwrecks. Enjoy panoramic views of the city from the observation tower. Great fun for all the family.

5. Messing around on the water

A must-do activity in Key West is taking a trip on a glass-bottomed boat. You can wonder at North America's only living coral reef and shoals of colorful fish and if you're lucky you might see turtles or dolphins.

Useful information

The climate of Key West

Key West enjoys a mild, semi-tropical climate with cooler Winters and hotter Summers. The wettest months are from May to October. Although Key West is the driest city in Florida there are early morning showers on most days during the wet season. This is also when the risk of hurricanes is highest.

Dining and festivals

A Hemingway daiquiri, conch fritters, and Key Lime Pie are delicacies of Key West that must be sampled.

FAQs: Vacation Rentals in Key West

What was the average price for a vacation rental in Key West in 2020, the first year impacted by the corona crisis?

Key West is one of the most expensive cities in the USA. The costs for a vacation rental here amount to around $513.32 per night.

When are vacation rentals cheaper in Key West?

]If you are looking to get the most out of your money, the cheapest months to visit Key West are September ($422.43 the average per night for accommodation), October ($451.58), and June ($458.05).

During which months are vacation rentals more expensive in Key West?

At the time of booking a vacation rental in Key West, the highest prices are usually seen in the month of February (with an average of $632.92 per night), followed by March ($618.65), and April ($597.21).

Are there usually many vacation rentals available in Key West?

It is better to book sooner than later in Key West as only 12% of the properties remain available throughout the year, following the data observed in 2020.

Which months offer the highest availability?

In 2020, the months with the largest number of accommodations available of the year in Key West were September, August and May, with average availabilities of 21.75%, 18%, and 17%, respectively.

When will it be harder to find an available vacation rental in Key West?

The month with the highest average booked rental figures is February (only 0.8% of properties were available on average in 2020). Followed by January (2.5%), and March (5.25%).

Are there many vacation rentals in Key West?

In Key West we offer you a comprehensive catalogue of approximately 1500 properties, with options to suit everyone, thanks to our 4 local and international providers.

Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

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