Holiday rentals and lettings in Key West

Holiday rentals and lettings in Key West

Start comparing over 1,460 rentals in Key West and book at the best price!

Find Holiday Rentals & Lettings in Key West

Highlights in Key West

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

Best Holiday Rentals & Lettings in Key West

Guests agree: these stays are highly rated for location, cleanliness, and more.
Holiday Rental for 2 People in Key West, Lower Keys
Holiday Rental for 2 People in Key West, Lower Keys, Photo 1
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Key West, Lower Keys
Holiday Rental • 46 m² • 1 Bedroom
9.7
(92 reviews)
THE PROPERTY: Bohemian bits indoors and lush landscaping outdoors will give you that tropical island feeling you are looking for. Warm wood tones and exposed beams can be found in the main living area. The family room with sofa, chair, and TV is open to the kitchen and dining areas. A wooden island with seating is the perfect place to enjoy a snack or beverage. A bright kitchen provides all that you will need to prepare meals. However, while on vacation, you may prefer to walk to one of Old Town’s amazing restaurants. The bedroom is white and bright and adorned with bedside lamps and a nigh...
from £240 / night
Holiday Rental for 4 People in Key West, Lower Keys
Holiday Rental for 4 People in Key West, Lower Keys, Photo 1
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Key West, Lower Keys
Holiday Rental • 23 m² • 1 Bedroom
8.0
(9 reviews)
Summary:Welcome to the Claude Monet Suite! This colorful, tropically-themed 1st floor suite is tucked away in The Galleria Guesthouse right in the heart of Bahama Village, just 3 short blocks from world famous Duval Street.The Galleria was once a haven for traveling artists who frequented Key West. With a tranquil pool area and spacious sundeck, The Galleria has now been transformed into an oasis for all travelers looking for relaxation and inspiration during their time in Key West.The Space:Sleeping up to four guests, the Claude Monet Suite offers a comfy Queen bed and full size sleeper so...
from £169 / night
Holiday Rental for 2 People in Key West, Lower Keys
Holiday Rental for 2 People in Key West, Lower Keys, Photo 1
Holiday Rental for 2 People in Key West, Lower Keys, Photo 2
Holiday Rental for 2 People in Key West, Lower Keys, Photo 3
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Key West, Lower Keys
Holiday Rental • 48 m² • 1 Bedroom
9.3
(41 reviews)
Part of a small collection of cottages known as The Colony, this quaint cottage sits to the back of the property and is located just two blocks from world famous Duval Street. Colony Calypso is surrounded by coconut palms and blooming bougainvillea. This charming one bedroom bungalow is a true island hideaway. The cottage features a one level open concept living and dining area with a full kitchen. The quaint cottage offers a spacious bedroom with a king size bed. The bathroom has a tiled shower bathtub combination. The cottage offers a nice private deck with a gas grill. The tropical commo...
from £316 / night

Prices and availability

Current Holiday letting prices Key West

£454for 4 May - 11 May
£451 annual average
Jun
Jul
Aug
Sep
Oct
Nov
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Apr
Average price per week

Current holiday letting availability Key West

8%for 4 May - 11 May
31% annual average
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
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.

Information about holiday lettings in Key West

🏡 Holiday lettings available: 1332 properties.
💳 Discount available: up to -46%.
🌙 Minimum price per night: from £26.
⭐ Most popular amenities: air conditioning, Wi-Fi and swimming pool.
🐾 Pet-friendly: 424 properties.
📶 For workation: 96% of the properties.
🏊 With pool: 1027 properties.

FAQs: Holiday Rentals & Lettings in Key West

Which amenities can you find at the holiday lettings in Key West?

When looking at the facilities you can find on Holidu, it appears that the holiday lettings in Key West offer everything that tourists search for! Here, holiday lettings generally have a variety of facilities, the most popular being: Wi-Fi (99%), air conditioning (98%), and balcony (81%)... Tempted?

How do travellers usually rate holiday lettings in Key West?

The holiday lettings here receive a lot of positive reviews from guests. Many (68%) have a rating of 4.5 stars, which implies that here you can easily find the perfect holiday letting for your next holiday!

Are the holiday lettings in Key West suitable for holiday-makers who wish to travel with their pets?

There is quite an even number of holiday lettings that allow tourists with their pets and those that do not. Therefore, you shouldn't wait too long to make your reservation so you can be sure your pet can travel with you.

Do the holiday lettings in Key West generally come with Wi-Fi?

Of course! According to the data collected last year, 99% of holiday lettings in Key West have Wi-Fi. This means that you will be able to stay connected throughout your stay!

What are the prices like for holiday lettings in Key West?

According to last year's information, there are fewer than 40% of the holiday lettings in Key West that cost less than £100 per night.

Do the holiday lettings in Key West usually have a swimming pool?

Yes! Judging by information from Holidu, 77% of holiday lettings in Key West have a swimming pool. This is a dream destination for sunbathing and relaxing by the swimming pool! In addition,55% even have a barbecue!

Are the holiday lettings in Key West suitable for trips with the whole family or rather for a weekend break as a small group?

Judging by information from Holidu, 88% of holiday lettings are suitable for up to four people. Approximately 77% of the holiday lettings here include at least two separate bedrooms. Key West is the ideal destination for going in a small group on holiday!

Are the holiday lettings in Key West a good option for a luxurious holiday?

Exactly! The holiday lettings are well-equipped in Key West. So if you are looking for holiday lettings in Key West, you shouldn't wait long to book because 77% have a pool, 35% have a garden and 6% have a sauna. Also, if what you are looking for is a spacious property, 88% of the holiday lettings can accommodate big groups and 35% have green spaces in their vicinity.

If you want to travel to Key West do you know the ideal time of year?

Looking at the services they can offer us the holiday lettings in Key West, it is easy to say that this is an ideal summer destination. This is because according to the data, 77% of the properties here have a swimming pool, 35% have a garden and 98% have air conditioning. Don't wait any longer to book your accommodation in Key West to enjoy an unforgettable holiday.

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