Vacation Rentals in Key West

Vacation Rentals in Key West

Start comparing over 1,295 rentals in Key West and book at the best price!

Find Vacation Rentals in Key West

Highlights Key West

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

Best Vacation Rentals in Key West

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Rental for 4 Guests in Key West, Lower Keys
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Key West, Lower Keys
Vacation Rental • 4 Guests • 1 Bedroom
8.7
(15 reviews)
Duval Corner is perfectly located right on corner of Duval St and Amelia St in downtown Key West. The bedroom offers vaulted ceilings, a ceiling fan, a comfy Queen sized bed, flat screen cable TV, closet, bedside lighting, and an en suite bathroom with fresh linens and toiletries.The living room features a full length mirror, vaulted ceilings, huge flat screen TV with cable, bar seating, and a pull out Queen sleeper sofa. The newly renovated kitchen offers everything you need to cook up a meal during your stay, including a microwave, stove top, fridge, freezer, toaster, blender, and a Keuri...
from $206 / night
Vacation Rental for 4 Guests in Key West, Lower Keys
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Key West, Lower Keys
Vacation Rental • 4 Guests • 1 Bedroom
9.2
(45 reviews)
Up to four can stay at this one bedroom Suite at The Mesa House, with a sofa-bed provides the extra sleeping space. The entire compound can be rented for larger groups. (Please contact us for more information!) A private washer and dryer make post beach cleanups easy, and the full kitchen gives you plenty of room to cook your fresh catch from a day of fishing.Central air conditioning cools the condo on the hottest days and rocking chairs await you on the porch when the mood strikes. The home is outfitted with two cable TVs and free WiFi.Reserve the one bedroom Suite at The Mesa House for yo...
from $216 / night
Vacation Rental for 2 Guests in Key West, Lower Keys
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Key West, Lower Keys
Vacation Rental • 2 Guests • 1 Bedroom
Now known as Casa Antigua, referring to "old house" in Spanish, the third-floor studio ensures an unparalleled experience for your month-long stay. Now transformed into a three-story interior atrium, surrounded by lush tropical greenery and a pool, we can ensure this property is unforgettable.Flooded with natural light, the entryway and desk area provide a private space for your work-from-home set up.Cozy into the king-sized bed surrounded by exposed brick and floor-to-ceiling windows, with blackout curtains. The modern bathroom features a double vanity, walk-in shower, and deep jacuzzi tub...
from $266 / night

Other holiday ideas and property types in Key West that might be interesting

Prices and availability

Current Vacation rental prices Key West

$780for 28 Dec - 4 Jan
$640 annual average
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Current vacation rental availability Key West

1%for 28 Dec - 4 Jan
36% annual average
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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

How much do the vacation rentals in Key West cost on average?

Based on last year, Key West had an average price of $548 per night, a relatively high one compared to the cities in the USA.

Which months allow you to save the most on vacation rentals?

If you would like to save as much as possible during your visit to Key West, pack your bags and travel there in September ($454 per night on average), June ($459), or August ($469), to find the lowest prices for the whole year.

In which months is it more expensive to rent a vacation rental in Key West?

Analyzing the data from last year, we found that costs per night for accommodation here are usually higher, on average, during the months of February ($691), March ($645), and January ($645).

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

It is better to plan ahead in Key West as only 13% of the accommodations are free throughout the year, following the data observed in the previous year.

When are more vacation rentals available?

June, May and August are, in order of highest to lowest, the months that have the largest number of properties free, with an average availability of 75%, 20%, and 12%. However, even during these months, when rental availability is the highest, the average is only 36%. So we highly recommend you always book a little in advance to make sure you get the rental of your dreams.

When are there fewer vacation rental options available in Key West?

The month with the highest average booked rental figures is April (only 1% of properties were available on average last year). Followed by March (2%), and then February (3%). During these three months, the availability is only 2%. It is therefore recommended to book early.

How many rentals are there in Key West?

In Key West we collaborate with 3 different providers to give you a choice of 420 properties, so you will not be short of options!