Vacation Rentals in Key West

Start searching 1,537 rentals in Key West now!

Search millions of vacation rentals
+
Compare over 600 websites
=
Find your perfect vacation rental at the best price

Popular Accommodations in Key West

Cottage for 4 people in Key West, with balcony/terrace and balcony as well as jacuzzi
4 pers., 2 bedrooms, 797ft²
4.9
6 reviews
Key West, Lower Keys
from
$750per night
Studio for 3 people in Key West, with pool and balcony/terrace as well as balcony
3 pers., 1 bedrooms, 291ft²
4.6
20 reviews
Key West, Lower Keys
from
$234per night
Yacht for 8 people in Key West, with pool and garden
8 pers., 3 bedrooms, 743ft²
4.5
20 reviews
Key West, Lower Keys
from
$406per night
Boat for 4 people in Key West, with pool and garden
4 pers., 2 bedrooms, 495ft²
4.6
13 reviews
Key West, Lower Keys
from
$388per night
Vacation house for 6 people in Key West, with balcony and jacuzzi
4.4
48 reviews
Key West, Lower Keys
from
$194per night
Apartment for 2 people in Key West
2 pers., 1 bedrooms, 118ft²
3.6
184 reviews
Key West, Lower Keys
from
$99per night
Resort for 5 people in Key West, with garden
4.6
429 reviews
Key West, Lower Keys
from
$351per night
Resort for 6 people in Key West
4.6
840 reviews
Key West, Lower Keys
from
$289per night
Vacation house for 12 people in Key West, with jacuzzi and balcony, with pets
5.0
29 reviews
Key West, Lower Keys
from
$424per night
Villa for 4 people in Key West, with garden
4.6
215 reviews
Key West, Lower Keys
from
$200per night
Resort for 2 people in Key West, with garden
4.8
280 reviews
Key West, Lower Keys
from
$334per night
Resort for 4 people in Key West, with terrace and jacuzzi, with pets
4.3
530 reviews
Key West, Lower Keys
from
$250per night
Cottage for 6 people in Key West, with pool
6 pers., 1 bedrooms
4.6
5 reviews
Key West, Lower Keys
from
$431per night
Vacation house for 6 people in Key West, with balcony and jacuzzi, with pets
4.6
142 reviews
Key West, Lower Keys
from
$187per night
Resort for 4 people in Key West, with jacuzzi and pool as well as sauna and balcony
4.1
108 reviews
Key West, Lower Keys
from
$272per night
Vacation house for 4 people in Key West, with pool and balcony as well as jacuzzi
4 pers., 2 bedrooms
4.4
42 reviews
Key West, Lower Keys
from
$230per night
Villa for 4 people in Key West, with jacuzzi and terrace
4 pers., 1 bedrooms, 194ft²
4.4
165 reviews
Key West, Lower Keys
from
$148per night
Apartment for 6 people in Key West, with pool and jacuzzi as well as balcony/terrace and balcony
4.3
15 reviews
Smathers Beach, Key West
from
$378per night
Show all

Highlights in Key West

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

Most popular in Key West

Pool 837
Internet 970
Pet allowed 422
Balcony/Terrace 979
TV 971
Air conditioning 987
Parking 883
Washing machine 947
Heating 338

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.