Vacation Rentals in Key West

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Popular Accommodations in Key West

Cottage for 4 people, with pool and balcony/terrace
5.0
20 reviews
Key West, Lower Keys
from
$813per night
Vacation house for 4 people, with pool and balcony/terrace as well as balcony
4 pers., 2 bedrooms
4.4
10 reviews
Key West, Lower Keys
from
$284per night
Cottage for 2 people, with pool and balcony/terrace as well as jacuzzi
5.0
6 reviews
Key West, Lower Keys
from
$422per night
Apartment for 6 people, with sauna and garden as well as jacuzzi and pool
4.9
11 reviews
Smathers Beach, Key West
from
$449per night
Apartment for 6 people, with jacuzzi and pool as well as garden
6 pers., 2 bedrooms, 1,345ft²
4.7
20 reviews
Smathers Beach, Key West
from
$503per night
Vacation house for 4 people, with balcony/terrace and pool
4 pers., 2 bedrooms, 840ft²
5.0
20 reviews
Key West, Lower Keys
from
$789per night
Apartment for 6 people
6 pers., 2 bedrooms, 1,098ft²
4.7
20 reviews
Smathers Beach, Key West
from
$341per night
Vacation house for 4 people, with balcony/terrace and pool
4 pers., 2 bedrooms
5.0
20 reviews
Key West, Lower Keys
from
$576per night
Vacation house for 6 people, with balcony/terrace and pool
6 pers., 3 bedrooms
5.0
20 reviews
Key West, Lower Keys
from
$1,068per night
Vacation house for 10 people, with pool and balcony/terrace as well as jacuzzi
10 pers., 3 bedrooms
5.0
66 reviews
Key West, Lower Keys
from
$1,124per night
Cottage for 4 people, with pool and jacuzzi as well as balcony/terrace
4 pers., 1 bedroom
4.9
15 reviews
Key West, Lower Keys
from
$432per night
Apartment for 6 people, with balcony/terrace and pool
6 pers., 2 bedrooms, 495ft²
4.5
20 reviews
Key West, Lower Keys
from
$769per night
Vacation house for 4 people
4.3
92 reviews
Key West, Lower Keys
from
$477per night
Vacation house for 2 people, with balcony and pool as well as balcony/terrace
2 pers., 1 bedroom
4.6
72 reviews
Key West, Lower Keys
from
$227per night
Apartment for 8 people, with pool and balcony
4.5
278 reviews
Key West, Lower Keys
from
$406per night
Cottage for 6 people, with balcony and balcony/terrace as well as pool
6 pers., 2 bedrooms
5.0
20 reviews
Key West, Lower Keys
from
$502per night
Apartment for 4 people, with balcony/terrace and pool
4 pers., 1 bedroom
4.5
13 reviews
Key West, Lower Keys
from
$424per night
Vacation house for 6 people, with balcony and balcony/terrace as well as pool
6 pers., 2 bedrooms, 1,130ft²
4.7
20 reviews
Stock Island
from
$166per night
Show all

Highlights in Key West

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

Most popular in Key West

Pool 1,022
Internet 1,164
Balcony/Terrace 1,045
TV 1,166
Air conditioning 1,161
Parking 932
Washing machine 1,048
Jacuzzi 326
Heating 504

Prices and availability

Prices

April
May
June
July
August
$517
Mar 21 - Mar 28
$517 per night
Mar 28 - Apr 04
$515 per night
Apr 04 - Apr 11
$504 per night
Apr 11 - Apr 18
$503 per night
Apr 18 - Apr 25
$492 per night
Apr 25 - May 02
$455 per night
May 02 - May 09
$429 per night
May 09 - May 16
$409 per night
May 16 - May 23
$401 per night
May 23 - May 30
$432 per night
May 30 - Jun 06
$442 per night
Jun 06 - Jun 13
$417 per night
Jun 13 - Jun 20
$408 per night
Jun 20 - Jun 27
$401 per night
Jun 27 - Jul 04
$388 per night
Jul 04 - Jul 11
$411 per night
Jul 11 - Jul 18
$416 per night
Jul 18 - Jul 25
$400 per night
Jul 25 - Aug 01
$402 per night
Aug 01 - Aug 08
$415 per night
Aug 08 - Aug 15
$407 per night
Aug 15 - Aug 22
$368 per night
Aug 22 - Aug 29
$348 per night
Aug 29 - Sep 05
$345 per night
Average price per week

Availabilities

April
May
June
July
August
45 %
Mar 21 - Mar 28
5 %
Mar 28 - Apr 04
16 %
Apr 04 - Apr 11
14 %
Apr 11 - Apr 18
18 %
Apr 18 - Apr 25
14 %
Apr 25 - May 02
13 %
May 02 - May 09
10 %
May 09 - May 16
12 %
May 16 - May 23
16 %
May 23 - May 30
20 %
May 30 - Jun 06
24 %
Jun 06 - Jun 13
22 %
Jun 13 - Jun 20
23 %
Jun 20 - Jun 27
26 %
Jun 27 - Jul 04
30 %
Jul 04 - Jul 11
30 %
Jul 11 - Jul 18
31 %
Jul 18 - Jul 25
33 %
Jul 25 - Aug 01
33 %
Aug 01 - Aug 08
37 %
Aug 08 - Aug 15
37 %
Aug 15 - Aug 22
40 %
Aug 22 - Aug 29
42 %
Aug 29 - Sep 05
45 %
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.

FAQ: Frequently asked questions about vacation rentals in Key West

What is the average price for vacation rentals in Key West?

Considering the average price of $420.39 per night, Key Westlies at the upper end of the price range for vacation rentals in the USA.

Is it necessary to plan a trip to Key West well in advance?

It's worthwhile to be proactive in Key West as only 9% of the properties are free throughout the year, following the data observed in 2019.

How many rentals does Holidu have in Key West?

In Key West we offer you a comprehensive catalogue of approximately 1500 properties, with options of all kinds, thanks to our 7 local and international providers.

  1. Vacation rentals
  2. USA
  3. Florida
  4. Florida Keys
  5. Key West