Vacation Rentals & Apartments in Key West

Vacation Rentals & Apartments in Key West

Start comparing over 1,296 rentals in Key West and book at the best price!

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Highlights Key West

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

Best Vacation Rentals and Apartments in Key West

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Rental for 2 Guests in Key West, Lower Keys
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Key West, Lower Keys
Vacation Rental • 49 m² • 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 CA$350 / night
Vacation Rental for 2 Guests in Smathers Beach, Key West
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Smathers Beach, Key West
Vacation Rental • 69 m² • 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 CA$128 / night
Vacation Rental for 2 Guests in Key West, Lower Keys
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Key West, Lower Keys
Vacation Rental • 23 m² • 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 CA$368 / night

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

Prices and availability

Current Vacation rental prices Key West

CA$971for 27 Apr - 4 May
CA$969 annual average
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Average price per week

Current vacation rental availability Key West

7%for 27 Apr - 4 May
31% annual average
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Percentage of available rentals

Vacation rentals in Key West

Great vacation rental 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 vacation rental near the white sandy beaches and nightlife, perfect for those looking for relaxation and fun!

Classic vacation rental 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.

Vacations 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 vacation 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 snorkeling 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 snorkeling 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: Vacation Rentals and Apartments in Key West

What is the average price for vacation rentals in Key West?

Key West is one of the most expensive cities in the USA. For a stay here you pay around CA$647.87 per night.

When are vacation rentals cheaper in Key West?

]If you want to make the most of your money, the most affordable months to visit Key West are September (CA$534.15 the average per night for accommodation), October (CA$571.01), and June (CA$579.18).

When are vacation rentals more expensive in Key West?

When booking a vacation rental in Key West, the highest prices are found in the month of February (with an average of CA$800.31 per night), followed by March (CA$782.25), and April (CA$755.15).

Is Key West a good location for a last-minute getaway?

It's worthwhile if you can book your stay in plenty of time when visiting Key West, as only 12% of our properties are usually available throughout the year.

What are the best months for a spontaneous getaway?

In 2020, the months with the largest number of properties available of the year 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 vacation rentals?

The accommodations in Key West reach their peak in demand in February, with an availability rate of 0.8%. The second most requested month is January, with 2%, and the third is March with 5.25%.

How many rentals does Holidu have in Key West?

In Key West we offer you an extensive catalogue of approximately 1500 properties, with options for all tastes, thanks to our 4 local and international providers.

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