Vacation Rentals in Key West

Start comparing over 854 rentals in Key West and book at the best price!

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Popular Accommodations in Key West

Resort for 4 people, with garden and pool
4 pers., 1 bedroom, 366ft²
4.5
6079 reviews
Key West, Lower Keys

from
$143
per night

Apartment for 2 people, with terrace and pool, with pets
2 pers., 1 bedroom, 172ft²
3.8
145 reviews
Key West, Lower Keys

from
$106
per night

Resort for 2 people, with jacuzzi and terrace as well as pool
2 pers., 1 bedroom, 248ft²
4.5
622 reviews
Key West, Lower Keys

from
$228
per night

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Vacation Rentals in Key West

Vacation house for 5 people, with garden and pool as well as jacuzzi
5 pers., 2 bedrooms
2.5
1 review
Key West, Lower Keys

from
$619
per night

Vacation house for 2 people
2 pers., 1 bedroom
3.4
81 reviews
Key West, Lower Keys

from
$121
per night

Apartment for 4 people
4 pers., 1 bedroom
4.6
10 reviews
Key West, Lower Keys

from
$202
per night

Vacation house for 4 people, with terrace and jacuzzi
4 pers., 1 bedroom
3.8
33 reviews
Key West, Lower Keys

from
$100
per night

Apartment for 2 people
2 pers., 1 bedroom, 118ft²
3.7
156 reviews
Key West, Lower Keys

from
$129
per night

Vacation house for 2 people, with pool
2 pers., 1 bedroom
3.8
53 reviews
Key West, Lower Keys

from
$113
per night

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Vacation Rentals where Pets Allowed

Vacation house for 6 people, with jacuzzi, with pets
6 pers., 2 bedrooms, 0ft²,
Key West, Lower Keys

from
$577
per night

Vacation house for 6 people, with jacuzzi and pool, with pets
6 pers., 2 bedrooms,
4.2
25 reviews
Key West, Lower Keys

from
$147
per night

Resort for 4 people, with pool and jacuzzi
4 pers., 1 bedroom, 743ft²,
4.3
1362 reviews
Key West, Lower Keys

from
$213
per night

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Vacation Rentals with Pool

Resort for 2 people, with garden and pool, child-friendly
2 pers., 1 bedroom, 2,314ft²
3.9
1845 reviews
Key West, Lower Keys

from
$113
per night

Resort for 5 people, with jacuzzi and pool as well as terrace, child-friendly
5 pers., 1 bedroom
4.6
108 reviews
Key West, Lower Keys

from
$806
per night

Resort for 2 people, with pool and terrace, child-friendly
2 pers., 1 bedroom, 398ft²
4.0
525 reviews
Key West, Lower Keys

from
$122
per night

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Vacation Rentals with Internet

Vacation house for 30 people
30 pers., 12 bedrooms
4.2
19 reviews
Key West, Lower Keys

from
$162
per night

Vacation house for 6 people, with garden and sauna as well as pool and jacuzzi
6 pers., 2 bedrooms, 1,399ft²
4.0
3 reviews
Smathers Beach, Key West

from
$374
per night

Vacation house for 6 people, with jacuzzi
6 pers., 2 bedrooms
4.3
18 reviews
Smathers Beach, Key West

from
$526
per night

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Highlights Key West

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

Most popular in Key West

Pool 64
Internet 74
Pet allowed 23
Balcony/Terrace 68
TV 73
Air conditioning 74
Parking 59
Washing machine 63
Jacuzzi 17

Prices and availability

Prices

November
December
January
February
March
$637
Oct 17 - Oct 24
$361 per night
Oct 24 - Oct 31
$383 per night
Oct 31 - Nov 07
$395 per night
Nov 07 - Nov 14
$398 per night
Nov 14 - Nov 21
$426 per night
Nov 21 - Nov 28
$429 per night
Nov 28 - Dec 05
$423 per night
Dec 05 - Dec 12
$410 per night
Dec 12 - Dec 19
$402 per night
Dec 19 - Dec 26
$460 per night
Dec 26 - Jan 02
$575 per night
Jan 02 - Jan 09
$637 per night
Jan 09 - Jan 16
$570 per night
Jan 16 - Jan 23
$516 per night
Jan 23 - Jan 30
$509 per night
Jan 30 - Feb 06
$516 per night
Feb 06 - Feb 13
$524 per night
Feb 13 - Feb 20
$552 per night
Feb 20 - Feb 27
$585 per night
Feb 27 - Mar 06
$562 per night
Mar 06 - Mar 13
$523 per night
Mar 13 - Mar 20
$511 per night
Mar 20 - Mar 27
$529 per night
Mar 27 - Apr 03
$556 per night
Average price per week

Availabilities

November
December
January
February
March
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Oct 17 - Oct 24
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Oct 24 - Oct 31
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Oct 31 - Nov 07
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Nov 07 - Nov 14
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Nov 14 - Nov 21
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Nov 21 - Nov 28
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Nov 28 - Dec 05
0 %
Dec 05 - Dec 12
0 %
Dec 12 - Dec 19
0 %
Dec 19 - Dec 26
0 %
Dec 26 - Jan 02
0 %
Jan 02 - Jan 09
0 %
Jan 09 - Jan 16
0 %
Jan 16 - Jan 23
0 %
Jan 23 - Jan 30
0 %
Jan 30 - Feb 06
0 %
Feb 06 - Feb 13
0 %
Feb 13 - Feb 20
0 %
Feb 20 - Feb 27
0 %
Feb 27 - Mar 06
0 %
Mar 06 - Mar 13
0 %
Mar 13 - Mar 20
0 %
Mar 20 - Mar 27
0 %
Mar 27 - Apr 03
0 %
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 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