Vacation Rentals in Key West

Start comparing over 3,422 rentals in Key West and book at the best price!

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Popular Accommodations in Key West

Cottage for 6 people, with balcony and balcony/terrace as well as pool
6 pers., 2 bedrooms, 786ft²
5.0
20 reviews
Key West, Lower Keys
from
$540per night
Yacht for 6 people, with garden and pool
6 pers., 3 bedrooms, 743ft²
4.8
20 reviews
Key West, Lower Keys
from
$433per night
Villa for 6 people, with pool and balcony as well as balcony/terrace
6 pers., 2 bedrooms, 700ft²
5.0
4 reviews
Key West, Lower Keys
from
$665per night
Apartment for 5 people, with jacuzzi and balcony/terrace as well as pool
5 pers., 2 bedrooms
4.9
20 reviews
Key West, Lower Keys
from
$429per night
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Vacation Rentals in Key West

Apartment for 5 people, with jacuzzi and balcony/terrace as well as pool
5 pers., 2 bedrooms
4.9
20 reviews
Key West, Lower Keys
from
$429per night
Vacation house for 8 people, with balcony and balcony/terrace as well as pool
8 pers., 4 bedrooms, 1,432ft²
3.9
8 reviews
Key West, Lower Keys
from
$1,107per night
Vacation house for 8 people, with balcony/terrace and pool as well as balcony
8 pers., 4 bedrooms, 4,381ft²
4.9
8 reviews
Key West, Lower Keys
from
$372per night
Apartment for 6 people
6 pers., 2 bedrooms, 1,098ft²
4.3
20 reviews
Smathers Beach, Key West
from
$367per night
Apartment for 8 people, with sauna and jacuzzi as well as garden and pool
8 pers., 3 bedrooms
4.2
20 reviews
Smathers Beach, Key West
from
$772per night
Vacation house for 10 people, with jacuzzi and balcony as well as pool and balcony/terrace
10 pers., 4 bedrooms, 2,110ft²
5.0
20 reviews
Key West, Lower Keys
from
$1,472per night
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Vacation Rentals where Pets Allowed

Boat for 6 people, with jacuzzi and pool
6 pers., 4 bedrooms,
Key West, Lower Keys
from
$1,395per night
Boat for 4 people, with garden and pool
4 pers., 2 bedrooms, 495ft²,
4.6
18 reviews
Key West, Lower Keys
from
$491per night
Cottage for 4 people, with balcony/terrace and pool
4 pers., 1 bedroom,
4.5
20 reviews
Key West, Lower Keys
from
$485per night
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Vacation Rentals with Pool

Vacation house for 6 people, with pool and balcony/terrace
6 pers., 3 bedrooms
5.0
20 reviews
Key West, Lower Keys
from
$1,149per night
Vacation house for 4 people, with balcony/terrace and pool as well as balcony
4 pers., 2 bedrooms
4.7
31 reviews
Key West, Lower Keys
from
$599per night
Vacation house for 8 people, with balcony/terrace and pool as well as balcony
8 pers., 4 bedrooms, 2,573ft²
5.0
7 reviews
Key West, Lower Keys
from
$409per night
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Vacation Rentals with Internet

Apartment for 6 people, with balcony and jacuzzi
6 pers., 2 bedrooms, 1,249ft²
Key West, Lower Keys
from
$560per night
Cottage for 4 people, with jacuzzi
4 pers., 2 bedrooms, 797ft²
5.0
20 reviews
Key West, Lower Keys
from
$1,314per night
Apartment for 6 people, with pool and balcony as well as jacuzzi
6 pers., 2 bedrooms, 764ft²
4.3
20 reviews
Key West, Lower Keys
from
$456per night
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Highlights Key West

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

Most popular in Key West

Pool 951
Internet 1,101
Balcony/Terrace 971
TV 1,095
Air conditioning 1,104
Parking 865
Washing machine 986
Jacuzzi 296
Heating 460

Prices and availability

Prices

September
October
November
December
January
$571
Aug 08 - Aug 15
$384 per night
Aug 15 - Aug 22
$386 per night
Aug 22 - Aug 29
$386 per night
Aug 29 - Sep 05
$394 per night
Sep 05 - Sep 12
$389 per night
Sep 12 - Sep 19
$373 per night
Sep 19 - Sep 26
$370 per night
Sep 26 - Oct 03
$381 per night
Oct 03 - Oct 10
$391 per night
Oct 10 - Oct 17
$395 per night
Oct 17 - Oct 24
$424 per night
Oct 24 - Oct 31
$512 per night
Oct 31 - Nov 07
$516 per night
Nov 07 - Nov 14
$440 per night
Nov 14 - Nov 21
$464 per night
Nov 21 - Nov 28
$453 per night
Nov 28 - Dec 05
$400 per night
Dec 05 - Dec 12
$410 per night
Dec 12 - Dec 19
$409 per night
Dec 19 - Dec 26
$432 per night
Dec 26 - Jan 02
$543 per night
Jan 02 - Jan 09
$571 per night
Jan 09 - Jan 16
$489 per night
Jan 16 - Jan 23
$472 per night
Average price per week

Availabilities

September
October
November
December
January
35 %
Aug 08 - Aug 15
18 %
Aug 15 - Aug 22
28 %
Aug 22 - Aug 29
33 %
Aug 29 - Sep 05
32 %
Sep 05 - Sep 12
32 %
Sep 12 - Sep 19
33 %
Sep 19 - Sep 26
34 %
Sep 26 - Oct 03
31 %
Oct 03 - Oct 10
28 %
Oct 10 - Oct 17
28 %
Oct 17 - Oct 24
31 %
Oct 24 - Oct 31
27 %
Oct 31 - Nov 07
26 %
Nov 07 - Nov 14
20 %
Nov 14 - Nov 21
22 %
Nov 21 - Nov 28
30 %
Nov 28 - Dec 05
28 %
Dec 05 - Dec 12
28 %
Dec 12 - Dec 19
35 %
Dec 19 - Dec 26
32 %
Dec 26 - Jan 02
19 %
Jan 02 - Jan 09
28 %
Jan 09 - Jan 16
33 %
Jan 16 - Jan 23
30 %
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