Vacation Rentals in Key West

Vacation Rentals in Key West

Start comparing over 232 rentals in Key West and book at the best price!

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Vacation house
Vacation apartment
Pool
Internet
Balcony/Terrace
4.0
& higher
4.5
& higher

Popular Vacation Rentals in Key West
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from
$160
per night

Vacation rental for 4 people, with pool and view as well as garden
4 pers., 2 bedrooms, 915ft², 60yd to the coast
4.5
(6520 reviews)

from
$406
per night

Vacation rental for 4 people, with balcony and pool as well as jacuzzi
4 pers., 1 bedroom, 592ft², 60yd to the coast
4.5
(668 reviews)

from
$219
per night

Vacation rental for 4 people, with garden and view as well as pool
4 pers., 1 bedroom, 398ft², 350yd to the coast
FREE cancellation
4.6
(273 reviews)
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Vacation rentals with free cancellation
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from
$154
per night

Vacation rental for 4 people, with terrace, child-friendly
4 pers., 1 bedroom, 500yd to the coast
FREE cancellation
3.9
(745 reviews)

from
$160
per night

Guesthouse for 2 people, with view and pool as well as garden
2 pers., 1 bedroom, 250yd to the coast
FREE cancellation
4.5
(300 reviews)

from
$153
per night

Vacation rental for 2 people, with balcony and view as well as pool, with pets
2 pers., 1 bedroom, 250yd to the coast
FREE cancellation
4.0
(790 reviews)
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Vacation Rentals in Key West
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from
$349
per night

Vacation rental for 2 people, with jacuzzi and pool as well as garden, with pets
2 pers., 1 bedroom, 50yd to the coast
4.2
(912 reviews)

from
$640
per night

Vacation rental for 5 people
5 pers., 2 bedrooms, 600yd to the coast
FREE cancellation
4.8
(20 reviews)

from
$298
per night

Vacation rental for 2 people, with view and pool as well as terrace, with pets
2 pers., 1 bedroom, 452ft², 80yd to the coast
FREE cancellation
4.3
(579 reviews)

from
$142
per night

Bed and breakfast for 2 people, with garden
2 pers., 1 bedroom, 118ft², 750yd to the coast
4.5
(1308 reviews)

from
$217
per night

Guesthouse for 2 people, with view and balcony, child-friendly
2 pers., 1 bedroom, 151ft², 850yd to the coast
4.6
(869 reviews)

from
$128
per night

Guesthouse for 2 people, with garden
2 pers., 1 bedroom, 250yd to the coast
4.6
(477 reviews)
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Pet-friendly Vacation Rentals
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from
$249
per night

Guesthouse for 4 people, with view and pool as well as garden, with pets
4 pers., 1 bedroom, 495ft², 250yd to the coast
4.4
(198 reviews)

from
$282
per night

Vacation rental for 4 people, with view and pool as well as terrace, with pets
4 pers., 1 bedroom, 269ft², 90yd to the coast
3.5
(363 reviews)

from
$332
per night

Vacation rental for 4 people, with terrace and pool as well as jacuzzi
4 pers., 1 bedroom, 366ft², 90yd to the coast
4.3
(3096 reviews)
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Vacation Rentals with Pool
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from
$202
per night

Guesthouse for 4 people, with garden and pool
4 pers., 1 bedroom, 300yd to the coast
4.2
(3426 reviews)

from
$250
per night

Vacation rental for 2 people, with terrace and pool as well as view
2 pers., 1 bedroom, 280ft², 150yd to the coast
FREE cancellation
4.0
(435 reviews)

from
$123
per night

Guesthouse for 2 people, with garden and pool as well as view
2 pers., 1 bedroom, 400yd to the coast
FREE cancellation
4.5
(794 reviews)
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Vacation Rentals with Internet
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from
$130
per night

Guesthouse for 2 people, with balcony
2 pers., 1 bedroom, 450yd to the coast
FREE cancellation
4.4
(658 reviews)

from
$197
per night

Vacation rental for 2 people, with terrace and pool as well as view
2 pers., 1 bedroom, 194ft², 750yd to the coast
4.6
(181 reviews)

from
$127
per night

Guesthouse for 2 people, with jacuzzi and pool as well as garden, child-friendly
2 pers., 1 bedroom, 500yd to the coast
FREE cancellation
4.3
(290 reviews)
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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 18
Internet 24
Balcony/Terrace 14
TV 25
Air conditioning 25
Parking 21

Prices and availability

Prices

October
November
December
January
February
$700
Sep 18 - Sep 25
$484 per night
Sep 25 - Oct 02
$456 per night
Oct 02 - Oct 09
$472 per night
Oct 09 - Oct 16
$503 per night
Oct 16 - Oct 23
$518 per night
Oct 23 - Oct 30
$645 per night
Oct 30 - Nov 06
$664 per night
Nov 06 - Nov 13
$568 per night
Nov 13 - Nov 20
$582 per night
Nov 20 - Nov 27
$572 per night
Nov 27 - Dec 04
$535 per night
Dec 04 - Dec 11
$519 per night
Dec 11 - Dec 18
$519 per night
Dec 18 - Dec 25
$598 per night
Dec 25 - Jan 01
$683 per night
Jan 01 - Jan 08
$664 per night
Jan 08 - Jan 15
$618 per night
Jan 15 - Jan 22
$638 per night
Jan 22 - Jan 29
$634 per night
Jan 29 - Feb 05
$634 per night
Feb 05 - Feb 12
$652 per night
Feb 12 - Feb 19
$665 per night
Feb 19 - Feb 26
$691 per night
Feb 26 - Mar 05
$700 per night
Average price per week

Availabilities

October
November
December
January
February
14 %
Sep 18 - Sep 25
9 %
Sep 25 - Oct 02
10 %
Oct 02 - Oct 09
10 %
Oct 09 - Oct 16
6 %
Oct 16 - Oct 23
6 %
Oct 23 - Oct 30
5 %
Oct 30 - Nov 06
3 %
Nov 06 - Nov 13
5 %
Nov 13 - Nov 20
7 %
Nov 20 - Nov 27
7 %
Nov 27 - Dec 04
11 %
Dec 04 - Dec 11
10 %
Dec 11 - Dec 18
14 %
Dec 18 - Dec 25
13 %
Dec 25 - Jan 01
3 %
Jan 01 - Jan 08
7 %
Jan 08 - Jan 15
6 %
Jan 15 - Jan 22
5 %
Jan 22 - Jan 29
9 %
Jan 29 - Feb 05
9 %
Feb 05 - Feb 12
10 %
Feb 12 - Feb 19
7 %
Feb 19 - Feb 26
7 %
Feb 26 - Mar 05
9 %
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.

Vacation destinations nearby

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

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