Holiday rentals and lettings in Key West

Holiday rentals and lettings in Key West

Start comparing over 145 rentals in Key West and book at the best price!

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Holiday home
Holiday apartment
Pool
Internet
Pets allowed
4.0
& higher
4.5
& higher

Popular Holiday Rentals & Lettings in Key West

from
£115
per night
Holiday rental for 4 people, with garden and view as well as pool
4 pers.2 bedrooms85m²50m to the coast
4.5
(6577 reviews)
from
£293
per night
Holiday rental for 4 people, with balcony and pool as well as hot tub
4 pers.1 bedroom55m²50m to the coast
4.5
(668 reviews)
from
£160
per night
Holiday rental for 4 people, with garden and pool as well as view
4 pers.1 bedroom37m²300m to the coast
FREE cancellation
4.6
(276 reviews)
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Holiday Rentals with Free Cancellation

from
£92
per night
Holiday rental for 2 people, with pool and hot tub as well as garden, child-friendly
2 pers.1 bedroom450m to the coast
FREE cancellation
4.3
(322 reviews)
from
£116
per night
Holiday rental for 2 people, with view and pool as well as garden
2 pers.1 bedroom250m to the coast
FREE cancellation
4.5
(309 reviews)
from
£110
per night
Holiday rental for 2 people, with pool and view as well as balcony, with pets
2 pers.1 bedroom200m to the coast
FREE cancellation
3.9
(792 reviews)
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Holiday Rentals & Lettings in Key West

from
£251
per night
Holiday rental for 2 people, with garden and pool as well as hot tub, with pets
2 pers.1 bedroom50m to the coast
4.2
(904 reviews)
from
£215
per night
Holiday rental for 2 people, with terrace and pool as well as view, with pets
2 pers.1 bedroom42m²70m to the coast
FREE cancellation
4.3
(579 reviews)
from
£465
per night
Holiday rental for 5 people
5 pers.2 bedrooms550m to the coast
4.8
(20 reviews)
from
£228
per night
Holiday rental for 6 people, with sauna and view as well as pool and balcony
6 pers.2 bedrooms100m to the coast
FREE cancellation
4.2
(22 reviews)
from
£102
per night
Holiday letting for 2 people, with garden
2 pers.1 bedroom11m²650m to the coast
4.5
(1308 reviews)
from
£125
per night
Holiday rental for 6 people, with pool and hot tub as well as balcony
6 pers.2 bedrooms400m to the coast
FREE cancellation
4.3
(49 reviews)
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Pet-friendly Holiday Rentals & Lettings

from
£174
per night
Holiday rental for 6 people, with pool and hot tub as well as terrace
6 pers.2 bedrooms400m to the coast
FREE cancellation
3.9
(12 reviews)
from
£116
per night
Holiday letting for 2 people, with pool and garden, with pets
2 pers.1 bedroom13m²200m to the coast
3.9
(343 reviews)
from
£104
per night
Holiday rental for 2 people, with terrace and pool, with pets
2 pers.1 bedroom16m²450m to the coast
3.7
(200 reviews)
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Holiday Rentals & Lettings with Pool

from
£439
per night
Holiday rental for 8 people, with terrace and pool
8 pers.3 bedrooms450m to the coast
FREE cancellation
3.8
(8 reviews)
from
£90
per night
Holiday rental for 2 people, with view and pool as well as garden, child-friendly
2 pers.1 bedroom175m²20m to the coast
FREE cancellation
3.8
(2181 reviews)
from
£109
per night
Holiday letting for 2 people, with pool and view as well as balcony
2 pers.1 bedroom13m²750m to the coast
4.4
(383 reviews)
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Holiday Rentals & Lettings with Internet

from
£144
per night
Holiday rental for 4 people, with garden and pool
4 pers.1 bedroom600m to the coast
FREE cancellation
4.6
(32 reviews)
from
£83
per night
Holiday letting for 3 people, with pool and garden as well as hot tub
3 pers.1 bedroom25m²350m to the coast
FREE cancellation
4.1
(1815 reviews)
from
£115
per night
Holiday letting for 2 people, with garden
2 pers.1 bedroom350m to the coast
FREE cancellation
4.5
(642 reviews)
show all

Find Holiday Rentals & Lettings in Key West

Map

Highlights in Key West

  • Eye-catching pristine beaches
  • Beautiful marine life
  • Exhilarating water activities
  • Lively festivals

Most popular in Key West

Pool 60
Internet 80
Pets allowed 15
Balcony/Terrace 37
TV 77
Air conditioning 80

Prices and availability

Prices

November
December
January
February
March
April
£417
Average price per week

Availabilities

November
December
January
February
March
April
12 %
Percentage of available lettings

Holiday rentals and lettings in Key West

Great holiday rentals near white sandy beaches

If you're looking for a place to get away from the cold and cloudy weather, Key West is the place to go! The island is famous for its sunny, cloudless days and warm tropical climate. The Conch Republic (self-described as such) offers interesting things to do and a great stay with unique holiday rentals near the white sandy beaches and nightlife, perfect for those looking for relaxation and fun!

Classic holiday rentals with pools and ocean views

With facades ranging from pastel colours to bolder hues such as turquoise, butter yellow and magenta, Key West's rentals have a Spanish colonial style with Caribbean flair and lots of nautical details such as wooden planks from boats. Outside the residences you'll find swimming pools, terraces overlooking the turquoise waters, hot tubs and tropical gardens with palm trees that give the residences a southern flair. However, despite the traditional architecture, the interiors of the houses are completely renovated with modern elements.

Holidays in Key West

The area and getting around

The most popular historical monument on the island

Undoubtedly, the most popular historic landmark on the island is the home of the renowned writer Ernest Hemingway. Built in 1851, the Spanish Colonial-style house is located at 907 Whitehead Street near the Key West lighthouse. Here you can stroll through the lush tropical garden, visit the unusual saltwater swimming pool (the only one within 100 miles in the 1930s) and meet the more than 40 descendants of Hemingway's original six-toed cat, named Snow White. In addition to this, the house still has other objects such as the typewriter with which the Nobel Prize-winning author wrote his famous novels.

Key West's main touristy street

With restaurants and shops, Duval Street is the main tourist strip on the island and stretches from Mallory Square, located just west of the northern end of Duval Street, to Southernmost Point. Along the street you'll find historic homes and some of the most popular attractions such as Kermit's Key Lime Pie Shop, the lime mecca and Key West's favourite bar, Sloppy Joe's, known for its generous drinks. Duval Street also houses events such as the Hemingway Days Festival, as well as the Key West Sunset Celebration where you can watch the glowing sun set over the horizon of the Gulf of Mexico.

Travellers and activities

Key West for families

If you're on holiday with the kids we suggest a trip to the island's first attraction founded in 1932, the Key West Aquarium. The place is home to the area's marine life including turtles, tropical fish, sharks and more. Kids can get up close to creatures like starfish, giant hermit crabs and seashells in the touch tanks. But if you want to see these creatures in their natural habitat, a glass-bottom boat tour is ideal. The family can enjoy a relaxing trip on the open sea where they will discover more than 300 species of fish! Another suggestion, if you want to stay on land, is to take a Conch Tour Train ride through Old Town Key West. During the tour the little ones can learn about the history of the island and stop at various points for refreshments such as ice cream.

Key West for beach lovers

Popular for its sunny days and beautiful coral reefs, Key West offers some of the best beaches in Florida. Often considered Key West's best beach, Fort Zachary Taylor offers wonderful sunsets, turquoise waters, white sands and amenities such as public toilets, barbecues, and chair rentals. Smathers, on the other hand, is the largest beach on the island. With a half-mile stretch of sand, the beach is free to enter and also has chair rentals and places to eat. Another suggestion is Higgs Beach, which has a variety of shops, as well as free admission and a wooden bridge where visitors often see stingrays. North of Key West, Bahia Honda State Park has pine trees, white sand and shallow, crystal-clear water that's perfect for children and is home to the endangered Miami blue butterfly. However, Key West also has plenty of other great beaches to visit.

„Key West is home to the largest coral reef in North America and the third largest in the world known as the Florida Straits.“

Top 5 travel tips in Key West

1. Snorkel the most beautiful beaches in the Cays

Take a ferry to the remote beaches of Dry Tortugas National Park! This island paradise west of Key West is home to the most spectacular beaches in the Florida Keys, and is one of the world's unique ecological attractions. The trip lasts about two hours and includes breakfast and lunch, plus snorkelling equipment. Explore historic Fort Jefferson, used as a prison during the Civil War, and discover the large coral heads, tropical fish and sea grasses that give the water its turquoise colour. The Dry Tortugas is home to some of the most vibrant coral reefs in the United States and is definitely an attraction not to be missed.

2. Captivate yourself with the multi-coloured butterfly conservatory

Located on Duval Street, the Butterfly and Nature Conservatory is a must-see tropical paradise. See over 50 different species of butterflies and discover the wide variety of exotic birds. The crystal conservatory is a climate-controlled place with lush tropical vegetation and beautiful waterfalls that will envelop you in a magical world. You will witness the transformation process of butterflies and hundreds of colours flying above you!

3. Discover the treasures of shipwrecks in the Mel Fisher Maritime Museum

The museum houses valuable artefacts from shipwrecks discovered by diver Mel Fisher. You can see Spanish gold and silver coins and jewellery in the New World, The Real Pirates of the Caribbean and The Science of Shipwrecks exhibitions. You'll also get to admire 77.76-carat emerald and see artefacts that tell the story of the maritime slave trade. With a wonderful array of artefacts and treasures, the Mel Fisher Maritime Museum is a place that is sure to give you plenty to talk about when you return home.

4. Roll around in bizarre costumes!

Fantasy Fest is a wild 10-day costume party that you can't miss. The celebration takes place at the end of October and is described as a party that combines Mardi Gras, Halloween, and Burning Man all together in a tropical setting. You can see hyper-realistic body painting, bikers, pirates, performers, strippers, drag queens and have fun with special events at the venues. Wear your best costume every night during the 10 days and bring out your creative side!

5. Take an exciting boat trip to see dolphins

Key West offers several Dolphin Safaris where you can watch them play in the open water. Climb aboard a boat and get ready to be greeted by an adorable pod of dolphins. On the boat trip you will not only see these friendly creatures but also other marine animals such as manatees, tropical fish, rays, and turtles! Best of all, the tour includes snorkelling equipment to swim close to them on the reefs. Dolphin Safari is a great experience for both children and adults who love marine wildlife.

FAQs: Holiday Rentals & Lettings in Key West

How much do the holiday lettings in Key West cost on average?

Considering the average price of £369.08 per night, Key West lies at the upper end of the price range for holiday rentals in the USA.

What time of year offers, on average, the best holiday rental prices in Key West?

According to our most recent historical data, the months that allow you to save the most in Key West are September, October, and June, with average prices of £303.73, £324.69 and £329.34, respectively.

In which months is it more expensive to rent a holiday letting in Key West?

It can be concluded, analysing the data for the year 2020, that the cost per night for accommodation is usually higher, on average, during the months of February (£455.08), March (£444.81), and April (£429.4).

Do I need to plan a trip to Key West well in advance?

It is better to plan ahead in Key West as only 12% of the properties remain available, following the data observed in 2020.

What are the best months for a spontaneous getaway?

In 2019, the months with more free accommodation in Key West were September, August, and May with average availabilities of 21.75%, 18% and 17%, respectively.

Which months is it more difficult to find available rentals?

The months with the lowest properties available in Key West are, in order, February, January and March, with respective average availability figures of 0.8%, 2.5%, and 5.25%, based on data collected in 2020.

How many lettings are available in Key West?

In Key West we collaborate with 4 different partners to give you a choice of 1500 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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