Holiday rentals and lettings in Key West

Holiday rentals and lettings in Key West

Start comparing over 875 rentals in Key West and book at the best price!

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Pool
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Pets allowed
4.0
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Holiday Rentals & Lettings in Key West

Holiday letting for 2 people, with garden in Key West
Holiday letting for 2 people, with garden
1 bedroom
4.5
(570 reviews)
from £117 / night
Holiday letting for 2 people, with terrace and pool in Key West
Holiday letting for 2 people, with terrace and pool
1 bedroom
4.3
(410 reviews)
from £122 / nightFREE cancellation
Holiday letting for 2 people, with garden and pool as well as hot tub, with pets in Key West
Holiday letting for 2 people, with garden and pool as well as hot tub, with pets
1 bedroom
4.5
(115 reviews)
from £221 / night
Holiday rental for 2 people, with pool, with pets in Key West
Holiday rental for 2 people, with pool, with pets
1 bedroom
3.9
(729 reviews)
from £125 / nightFREE cancellation

Popular Holiday Rentals & Lettings in Key West

Holiday rental for 4 people, with garden in Key West
Holiday rental for 4 people, with garden
2 bedrooms
4.4
(6201 reviews)
from £118 / night
Holiday rental for 4 people, with pool and garden in Key West
Holiday rental for 4 people, with pool and garden
1 bedroom
4.6
(301 reviews)
from £172 / nightFREE cancellation
Holiday rental for 4 people, with balcony and pool as well as hot tub in Key West
Holiday rental for 4 people, with balcony and pool as well as hot tub
1 bedroom
4.5
(184 reviews)
from £328 / night
Holiday rental for 2 people, with garden and pool as well as hot tub, with pets in Key West
Holiday rental for 2 people, with garden and pool as well as hot tub, with pets
1 bedroom
4.2
(1326 reviews)
from £257 / night

Holiday Rentals with Free Cancellation

Holiday letting for 2 people, with garden in Key West
Holiday letting for 2 people, with garden
1 bedroom
4.4
(806 reviews)
from £130 / nightFREE cancellation
Holiday rental for 2 people, with garden in Key West
Holiday rental for 2 people, with garden
1 bedroom
4.4
(173 reviews)
from £120 / nightFREE cancellation
Holiday rental for 2 people, with garden and view as well as pool in Key West
Holiday rental for 2 people, with garden and view as well as pool
1 bedroom
4.4
(549 reviews)
from £130 / nightFREE cancellation
Holiday rental for 2 people, with pool and garden as well as hot tub, child-friendly in Key West
Holiday rental for 2 people, with pool and garden as well as hot tub, child-friendly
1 bedroom
4.3
(594 reviews)
from £104 / nightFREE cancellation

Pet-friendly Holiday Rentals & Lettings

Holiday rental for 4 people, with terrace and pool, with pets in Key West
Holiday rental for 4 people, with terrace and pool, with pets
1 bedroom
3.5
(423 reviews)
from £207 / night
Holiday rental for 2 people, with terrace and pool, with pets in Key West
Holiday rental for 2 people, with terrace and pool, with pets
1 bedroom
3.7
(65 reviews)
from £164 / nightFREE cancellation
Holiday rental for 2 people, with garden in Key West
Holiday rental for 2 people, with garden
1 bedroom
4.5
(504 reviews)
from £105 / night
Holiday letting for 2 people, with garden and pool, with pets in Key West
Holiday letting for 2 people, with garden and pool, with pets
1 bedroom
3.8
(309 reviews)
from £128 / night

Holiday Rentals & Lettings with Pool

Holiday rental for 2 people, with pool and garden as well as view in Key West
Holiday rental for 2 people, with pool and garden as well as view
1 bedroom
4.7
(283 reviews)
from £344 / nightFREE cancellation
Holiday letting for 2 people, with pool and terrace in Key West
Holiday letting for 2 people, with pool and terrace
1 bedroom
4.2
(158 reviews)
from £164 / nightFREE cancellation
Holiday letting for 2 people, with pool and garden in Key West
Holiday letting for 2 people, with pool and garden
1 bedroom
4.4
(458 reviews)
from £145 / night
Holiday letting for 2 people, with garden and pool as well as view in Key West
Holiday letting for 2 people, with garden and pool as well as view
1 bedroom
4.5
(334 reviews)
from £127 / nightFREE cancellation

Holiday Rentals & Lettings with Internet

Holiday letting for 2 people, with garden and hot tub in Key West
Holiday letting for 2 people, with garden and hot tub
1 bedroom
4.2
(305 reviews)
from £122 / night
Holiday letting for 4 people, with hot tub and balcony in Key West
Holiday letting for 4 people, with hot tub and balcony
1 bedroom
4.8
(60 reviews)
from £232 / night
Holiday letting for 2 people, with view and garden as well as pool in Key West
Holiday letting for 2 people, with view and garden as well as pool
1 bedroom
4.7
(314 reviews)
from £193 / night
Holiday letting for 3 people, with pool and hot tub as well as garden, child-friendly in Key West
Holiday letting for 3 people, with pool and hot tub as well as garden, child-friendly
1 bedroom
4.4
(1074 reviews)
from £137 / night

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 73
Internet 174
Pets allowed 43
Balcony/Terrace 87
TV 160
Air conditioning 172

Prices and availability

Prices

£521
July
August
September
October
November
December
January
February
March
April
May
June
Average price per week

Availabilities

28 %
July
August
September
October
November
December
January
February
March
April
May
June
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

On average, how much do holiday rentals in Key West cost?

Key West is one of the most expensive cities in the USA! An overnight stay here costs on average £389 per night.

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

Travellers who want to save as much as possible should visit Key West in September, June, and August the cheapest months of the year, with average prices of £323, £326, and £333 per night, respectively, based on prices from the previous year.

When are holiday rentals more expensive in Key West?

When it comes to renting a holiday letting in Key West, the highest prices are found in the month of February (with an average of £491 per night), followed by March (£458), and January (£458).

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

If you decide to discover Key West, we recommend planning your holiday in advance because it tends to be very high in demand, with an annual average occupation of 87% in the previous year.

When are more holiday lettings available?

The most available months, on average, are June (with an availability of 75%), May (20%), and August (12%), according to the trends observed last year. However, even during the months when the availability is the highest, the average is 36%. Due to this, it is better to always prepare your holiday to Key West in advance.

When are there fewer rental options available in Key West?

The month with the highest average number of booked rentals is April (only 1% of properties were available on average in the previous year). Followed by March (2%), and February (3%). During these three months, availability is really low (2%). Due to this, it is better to book as soon as possible.

How many holiday rentals are there in Key West?

In Key West we have an extensive choice of around 420 properties, with options of all kinds, thanks to our 3 local and international partners.

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

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