Vacation Rentals in Key West

Start comparing over 1,063 rentals in Key West and book at the best price!

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Popular Accommodations in Key West

from
$471
per night

Vacation rental for 5 people5 pers., 2 bedrooms
4.7
(4 reviews)

from
$287
per night

Vacation rental for 6 people, with jacuzzi and terrace as well as pool6 pers., 2 bedrooms
FREE cancellation
4.3
(31 reviews)

from
$432
per night

Vacation rental for 5 people5 pers., 2 bedrooms
4.4
(20 reviews)
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Vacation Rentals in Key West
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from
$218
per night

Vacation rental for 4 people, with pool and balcony4 pers., 2 bedrooms
5.0
(2 reviews)

from
$140
per night

Apartment for 2 people, with pool and terrace, with pets2 pers., 1 bedroom, 172ft²
FREE cancellation
3.7
(185 reviews)

from
$973
per night

Vacation rental for 8 people, with pool and view as well as terrace, with pets8 pers., 3 bedrooms
4.7
(11 reviews)

from
$335
per night

Vacation rental for 10 people, with pool and view as well as garden10 pers., 3 bedrooms
FREE cancellation
4.4
(2 reviews)

from
$172
per night

Vacation rental for 6 people, with balcony and jacuzzi as well as pool6 pers., 2 bedrooms
FREE cancellation
4.3
(14 reviews)

from
$199
per night

Vacation rental for 4 people, with jacuzzi and garden as well as pool4 pers., 1 bedroom
FREE cancellation
3.9
(5 reviews)
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Pet-friendly Vacation Rentals
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from
$325
per night

Vacation rental for 4 people, with pool4 pers., 2 bedrooms
FREE cancellation
4.4
(2 reviews)

from
$946
per night

Vacation rental for 8 people, with pool and view as well as terrace, with pets8 pers., 4 bedrooms
4.9
(20 reviews)

from
$510
per night

Vacation rental for 6 people, with terrace and pool6 pers., 2 bedrooms
FREE cancellation
4.8
(23 reviews)
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Vacation Rentals with Pool
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from
$624
per night

Vacation rental for 10 people, with pool and terrace, with pets10 pers., 3 bedrooms
FREE cancellation
4.4
(31 reviews)

from
$323
per night

Vacation rental for 6 people, with balcony and pool6 pers., 2 bedrooms, 1,195ft²
FREE cancellation
4.5
(889 reviews)

from
$271
per night

Apartment for 6 people, with terrace and pool as well as jacuzzi6 pers., 2 bedrooms
FREE cancellation
4.3
(4 reviews)
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Vacation Rentals with Internet
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from
$524
per night

Vacation rental for 6 people6 pers., 2 bedrooms
4.0

from
$567
per night

Vacation rental for 5 people, with balcony and pool5 pers., 2 bedrooms, 958ft²
FREE cancellation
4.7
(22 reviews)

from
$167
per night

Vacation rental for 6 people, with pool and jacuzzi as well as balcony6 pers., 2 bedrooms
FREE cancellation
4.3
(46 reviews)
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Vacation Rentals with Air Conditioning
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from
$586
per night

Vacation rental for 12 people, with balcony12 pers., 4 bedrooms
FREE cancellation
4.4
(23 reviews)

from
$303
per night

Vacation rental for 2 people, with terrace and pool2 pers., 1 bedroom

from
$356
per night

Vacation rental for 4 people, with balcony and jacuzzi as well as pool, child-friendly4 pers., 1 bedroom, 441ft²
4.0
(123 reviews)
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Find Vacation Rentals in Key West

Map

Highlights Key West

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

Prices and availability

Prices

July
August
September
October
November
$653
Jun 19 - Jun 26
$477 per night
Jun 26 - Jul 03
$473 per night
Jul 03 - Jul 10
$501 per night
Jul 10 - Jul 17
$507 per night
Jul 17 - Jul 24
$508 per night
Jul 24 - Jul 31
$523 per night
Jul 31 - Aug 07
$479 per night
Aug 07 - Aug 14
$499 per night
Aug 14 - Aug 21
$553 per night
Aug 21 - Aug 28
$535 per night
Aug 28 - Sep 04
$476 per night
Sep 04 - Sep 11
$441 per night
Sep 11 - Sep 18
$455 per night
Sep 18 - Sep 25
$491 per night
Sep 25 - Oct 02
$447 per night
Oct 02 - Oct 09
$430 per night
Oct 09 - Oct 16
$482 per night
Oct 16 - Oct 23
$514 per night
Oct 23 - Oct 30
$638 per night
Oct 30 - Nov 06
$653 per night
Nov 06 - Nov 13
$573 per night
Nov 13 - Nov 20
$589 per night
Nov 20 - Nov 27
$565 per night
Nov 27 - Dec 04
$487 per night
Average price per week

Availabilities

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August
September
October
November
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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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Sep 18 - Sep 25
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Sep 25 - Oct 02
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Oct 02 - Oct 09
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Oct 09 - Oct 16
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Oct 16 - Oct 23
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Oct 23 - Oct 30
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Oct 30 - Nov 06
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Nov 06 - Nov 13
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Nov 13 - Nov 20
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Nov 20 - Nov 27
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Nov 27 - Dec 04
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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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