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!

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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 2 Guests in Smathers Beach, Key West
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Smathers Beach, Key West
Vacation Rental • 743 ft² • 1 Bedroom
9.0
(8 reviews)
Upon waking in the morning we hear the murmuring of tropical birds , feel the gentle sea breezes and the fragrance of jasmine. When we go out from the apartment we can see the sea across the street and catch the sun rise if we wake early. Relax with a drink on the south facing balcony that looks out onto a spacious enclosed garden with palm trees, bougainvillea and 2 pools. Walk across the street to Smather's Beach for swimming and and snorkeling. Later take a stroll in Old Town or visit Fort Taylor Park and its beautiful beaches. In the evening pick up some fresh shrimp to prepare a gourme...
from $93 / night
Vacation Rental for 2 Guests in Key West, Lower Keys
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Key West, Lower Keys
Vacation Rental • 527 ft² • 1 Bedroom
9.7
(92 reviews)
THE PROPERTY: This one bedroom, one bath, first-floor duplex is conveniently located in Old Town. Walkable to so many Key West activities, you won’t need a car, just a pair of sandals or a bicycle. Tucked down a quiet lane, this casual home is comfortably furnished. It sits just a block and a half from Duval Street yet it’s oh so tranquil. As you enter the front door from your covered porch, you will be welcomed by natural light, sunny walls, and Florida furnishings. The living room opens to the dining area that leads to the kitchen. The living room houses a sofa, chair, split unit AC and a...
from $259 / night
Vacation Rental for 2 Guests in Key West, Lower Keys
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Key West, Lower Keys
Vacation Rental • 248 ft² • 2 Bedrooms
9.5
(74 reviews)
This efficiency is located on the 5th floor of the Galleon Resort. One of only two efficiencies with both a king size bed and a balcony (resort view). This unit has a brand new kitchenette featuring new wood cabinets, granite countertop and new stainless appliances including a mini-refrigerator, microwave, 2 burner countertop range, coffee maker and dishes. The bathroom is also new with a beautifully tiled shower and vanity with granite countertop. New entertainment center features tons of storage, large flat screen cable connected TV and DVD player. For your added convenience, it comes wit...
from $288 / night

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

Prices and availability

Current Vacation rental prices Key West

$662for 20 Apr - 27 Apr
$660 annual average
May
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Average price per week

Current vacation rental availability Key West

6%for 20 Apr - 27 Apr
31% annual average
May
Jun
Jul
Aug
Sep
Oct
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Apr
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!

Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

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