Vacation Rentals in Key West

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Popular Accommodations in Key West

Cottage for 4 people, with jacuzzi
4 pers., 2 bedrooms, 797ft²
4.9
14 reviews
Key West, Lower Keys
from
$1,136per night
Apartment for 4 people, with pool
4 pers., 1 bedroom, 721ft²
4.5
20 reviews
Key West, Lower Keys
from
$429per night
Cottage for 4 people, with balcony/terrace and pool
4 pers., 1 bedroom
4.4
20 reviews
Key West, Lower Keys
from
$490per night
Vacation house for 4 people, with balcony and balcony/terrace as well as pool
4 pers., 2 bedrooms
4.4
10 reviews
Key West, Lower Keys
from
$310per night
Apartment for 8 people, with pool and balcony
4.5
278 reviews
Key West, Lower Keys
from
$442per night
Apartment for 4 people, with balcony/terrace and pool
4 pers., 1 bedroom
4.5
13 reviews
Key West, Lower Keys
from
$452per night
Vacation house for 2 people, with balcony/terrace and pool
2 pers., 1 bedroom
3.8
1 review
Key West, Lower Keys
from
$290per night
Vacation house for 6 people, with pool
6 pers., 2 bedrooms
4.1
18 reviews
Key West, Lower Keys
from
$710per night
Vacation house for 8 people, with jacuzzi and pool as well as balcony/terrace and balcony
8 pers., 4 bedrooms, 4,381ft²
4.8
7 reviews
Key West, Lower Keys
from
$1,060per night
Apartment for 6 people, with garden and jacuzzi as well as pool
6 pers., 2 bedrooms, 1,345ft²
4.6
20 reviews
Smathers Beach, Key West
from
$547per night
Apartment for 6 people
6 pers., 2 bedrooms, 786ft²
4.8
20 reviews
Key West, Lower Keys
from
$672per night
Vacation house for 8 people, with pool and balcony/terrace as well as balcony
8 pers., 3 bedrooms, 1,399ft²
4.9
20 reviews
Stock Island
from
$639per night
Boat for 4 people, with garden and pool
4 pers., 2 bedrooms, 495ft²
4.6
17 reviews
Key West, Lower Keys
from
$512per night
Vacation house for 8 people, with jacuzzi and balcony as well as balcony/terrace and pool
8 pers., 4 bedrooms, 3,961ft²
4.9
8 reviews
Key West, Lower Keys
from
$889per night
Vacation house for 6 people, with pool and balcony
6 pers., 2 bedrooms, 1,206ft²
5.0
20 reviews
Key West, Lower Keys
from
$717per night
Vacation house for 16 people, with pool and balcony
16 pers., 6 bedrooms, 3,078ft²
5.0
20 reviews
Key West, Lower Keys
from
$2,598per night
Apartment for 6 people, with sauna and pool as well as garden and jacuzzi
6 pers., 3 bedrooms
4.3
20 reviews
Smathers Beach, Key West
from
$721per night
Apartment for 10 people, with balcony/terrace and balcony as well as pool
10 pers., 3 bedrooms, 1,894ft²
4.1
20 reviews
Key West, Lower Keys
from
$640per night
Show all

Highlights in Key West

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

Most popular in Key West

Pool 1,098
Internet 1,262
Balcony/Terrace 1,125
TV 1,263
Air conditioning 1,259
Parking 1,017
Washing machine 1,111
Jacuzzi 375
Heating 478

Prices and availability

Prices

March
April
May
June
July
August
$543
Feb 22 - Feb 29
$543 per night
Feb 29 - Mar 07
$541 per night
Mar 07 - Mar 14
$507 per night
Mar 14 - Mar 21
$495 per night
Mar 21 - Mar 28
$511 per night
Mar 28 - Apr 04
$511 per night
Apr 04 - Apr 11
$499 per night
Apr 11 - Apr 18
$494 per night
Apr 18 - Apr 25
$480 per night
Apr 25 - May 02
$446 per night
May 02 - May 09
$422 per night
May 09 - May 16
$398 per night
May 16 - May 23
$394 per night
May 23 - May 30
$430 per night
May 30 - Jun 06
$430 per night
Jun 06 - Jun 13
$407 per night
Jun 13 - Jun 20
$403 per night
Jun 20 - Jun 27
$395 per night
Jun 27 - Jul 04
$379 per night
Jul 04 - Jul 11
$400 per night
Jul 11 - Jul 18
$407 per night
Jul 18 - Jul 25
$398 per night
Jul 25 - Aug 01
$402 per night
Aug 01 - Aug 08
$398 per night
Average price per week

Availabilities

March
April
May
June
July
August
41 %
Feb 22 - Feb 29
0 %
Feb 29 - Mar 07
1 %
Mar 07 - Mar 14
1 %
Mar 14 - Mar 21
2 %
Mar 21 - Mar 28
6 %
Mar 28 - Apr 04
11 %
Apr 04 - Apr 11
9 %
Apr 11 - Apr 18
14 %
Apr 18 - Apr 25
11 %
Apr 25 - May 02
13 %
May 02 - May 09
11 %
May 09 - May 16
12 %
May 16 - May 23
17 %
May 23 - May 30
22 %
May 30 - Jun 06
27 %
Jun 06 - Jun 13
26 %
Jun 13 - Jun 20
26 %
Jun 20 - Jun 27
30 %
Jun 27 - Jul 04
36 %
Jul 04 - Jul 11
35 %
Jul 11 - Jul 18
35 %
Jul 18 - Jul 25
38 %
Jul 25 - Aug 01
38 %
Aug 01 - Aug 08
41 %
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.

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