Vacation Rentals in Key West

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Popular Accommodations in Key West

from
$171
per night

Vacation rental for 2 people, with pool and garden
2 pers., 1 bedroomFREE cancellation

from
$163
per night

Vacation rental for 4 people, with pool and garden
4 pers., 2 bedrooms, 915ft²
4.5
(6308 reviews)

from
$177
per night

Vacation rental for 6 people, with pool and jacuzzi as well as balcony
6 pers., 2 bedroomsFREE cancellation
4.4
(33 reviews)
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Vacation Rentals in Key West
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from
$140
per night

Vacation rental for 2 people, with pool and garden
2 pers., 1 bedroomFREE cancellation
4.3
(204 reviews)

from
$485
per night

Vacation rental for 5 people, with garden and jacuzzi as well as pool
5 pers., 2 bedrooms
2.5

from
$166
per night

Vacation rental for 6 people, with pool and jacuzzi
6 pers., 2 bedroomsFREE cancellation
4.0
(49 reviews)

from
$410
per night

Vacation rental for 4 people, with terrace and pool as well as jacuzzi
4 pers., 1 bedroom, 592ft²FREE cancellation
4.5
(649 reviews)

from
$175
per night

Vacation rental for 2 people
2 pers., 1 bedroomFREE cancellation
4.2
(19 reviews)

from
$141
per night

Vacation rental for 2 people
2 pers., 1 bedroom
3.4
(82 reviews)
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Pet-friendly Vacation Rentals
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from
$339
per night

Vacation rental for 4 people, with jacuzzi and pool
4 pers., 1 bedroom, 366ft², Pets allowed
4.3
(3036 reviews)

from
$144
per night

Apartment for 2 people, with terrace and pool, with pets
2 pers., 1 bedroom, 172ft², Pets allowedFREE cancellation
3.8
(165 reviews)

from
$383
per night

Vacation rental for 6 people, with pool
6 pers., 2 bedrooms, Pets allowedFREE cancellation
3.6
(12 reviews)
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Vacation Rentals with Pool
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from
$201
per night

Vacation rental for 4 people, with garden and pool
4 pers., 1 bedroomFREE cancellation
4.5
(27 reviews)

from
$150
per night

Vacation rental for 2 people, with pool
2 pers., 1 bedroomFREE cancellation
3.9
(56 reviews)

from
$183
per night

Vacation rental for 4 people, with balcony and pool
4 pers., 1 bedroomFREE cancellation
4.1
(45 reviews)
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Vacation Rentals with Internet
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from
$576
per night

Vacation rental for 10 people, with pool and terrace
10 pers., 4 bedroomsFREE cancellation

from
$156
per night

Vacation rental for 2 people, with pool, with pets
2 pers., 1 bedroomFREE cancellation
4.0
(678 reviews)

from
$126
per night

Vacation rental for 2 people, with garden and pool, child-friendly
2 pers., 1 bedroom, 1,884ft²FREE cancellation
3.9
(2062 reviews)
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Vacation Rentals with Air Conditioning
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from
$322
per night

Vacation rental for 4 people, with pool
4 pers., 2 bedroomsFREE cancellation

from
$195
per night

Vacation rental for 6 people, with balcony, with pets
6 pers., 2 bedroomsFREE cancellation

from
$512
per night

Vacation rental for 6 people, with terrace and pool
6 pers., 2 bedroomsFREE cancellation
4.5
(3 reviews)
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Find Vacation Rentals in Key West

Map

Highlights Key West

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

Other property types in Key West that might be interesting:

Prices and availability

Prices

May
June
July
August
September
$578
Apr 03 - Apr 10
$578 per night
Apr 10 - Apr 17
$553 per night
Apr 17 - Apr 24
$536 per night
Apr 24 - May 01
$554 per night
May 01 - May 08
$536 per night
May 08 - May 15
$504 per night
May 15 - May 22
$486 per night
May 22 - May 29
$481 per night
May 29 - Jun 05
$493 per night
Jun 05 - Jun 12
$473 per night
Jun 12 - Jun 19
$455 per night
Jun 19 - Jun 26
$460 per night
Jun 26 - Jul 03
$460 per night
Jul 03 - Jul 10
$483 per night
Jul 10 - Jul 17
$487 per night
Jul 17 - Jul 24
$494 per night
Jul 24 - Jul 31
$508 per night
Jul 31 - Aug 07
$469 per night
Aug 07 - Aug 14
$481 per night
Aug 14 - Aug 21
$531 per night
Aug 21 - Aug 28
$525 per night
Aug 28 - Sep 04
$466 per night
Sep 04 - Sep 11
$427 per night
Sep 11 - Sep 18
$436 per night
Average price per week

Availabilities

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Jun 26 - Jul 03
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Jul 31 - Aug 07
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Aug 07 - Aug 14
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Aug 14 - Aug 21
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Aug 21 - Aug 28
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Aug 28 - Sep 04
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Sep 04 - Sep 11
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Sep 11 - Sep 18
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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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