4741+ Vacation Home Rentals in Key West |
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Key West Vacation Rentals & Ski-in/Ski-out Homes

About Key West Vacation Rentals

Explore over 4741 vacation rentals in Key West with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Key West for more space and value.

In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Key West. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Key West tailored to your preferences. On average, these rentals offer 766.62 ft² of space, and are priced at an average of US $790 per night.

SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Key West at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.

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Things to Know Before You Visit Key West

Getting to Key West is easy. From Miami, you simply hop on Highway 1 and take it all the way to the southern most point in the U.S., the iconic Key West buoy. The drive will be about four hours long but could take much longer if you make stops along the way to the incredible island towns throughout the Florida Keys. If you are flying in, the Key West International Airport is small but efficient and well-suited for travel to this island city.

Key West is known as a great spot for those who love the outdoors, and there are plenty of things to do that will appeal to this type of traveler. Rent a boat and go diving with fish. Snorkel along the many reefs in the area where youll find tropical fish as well as unique coral species. Exploring by boat can also give you an opportunity to see rare birds and mangrove islets, as well as the sites used by the Conch Republic in their famous protest against the government.

If youd rather spend your time shopping, dining, and enjoying the local bar scene, you wont be disappointed in Key West. A stroll down Duval Street in the historic downtown will give you a plethora of food and entertainment options to choose from.

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Top Types of Ski Accommodations in Key West

Type Count
Vacation Homes 2380
Holiday Apartments 582
Unique Vacation Rentals 124
Cottages 116
B&B 45
Villas 45
Cabin Rentals 7
Others 1

Use these Quick Filters to Find a Vacation Rental in Key West

★ Pro Tip: Discover Your Ideal Vacation Rental in Key West with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.

Weather in Key West, FL

View the weather forecast for Key West before booking your Key West Vacation Rentals to confirm your best time to go.

December - February
High 81°F       Low 67°F
March - May
High 87°F       Low 70°F
June - August
High 91°F       Low 80°F
September - November
High 90°F       Low 73°F

Top Attractions Around Key West, FL

Sunski offers a large selection of top attractions around Key West . Research things to do on your vacation before you visit Key West.


Duval Street
Smathers Beach
Southernmost Point
Mallory Square
Dry Tortugas National Park
South Beach
Higgs Beach
Key West Harbour
Key West Aquarium
Ernest Hemingway Home and Museum
Fort Zachary Taylor Historic State Park
Key West Butterfly and Nature Conservatory
Saddlebunch Keys
Harry S. Truman Little White House
Key West Shipwreck Museum
Key West Golf Club
Key West Lighthouse and Keeper's Quarters Museum
Ripley's Believe It or Not
Audubon House and Tropical Gardens

Other Places to Stay in Key West, FL


Key West Historic District 2,411 Properties
Old Town 2,349 Properties
Duval Street 1,744 Properties
Downtown 1,019 Properties
Uptown - Upper Duval 725 Properties
Historic Seaport 395 Properties
Truman Annex 333 Properties
New Town 107 Properties
The Meadows 99 Properties
Meadows 99 Properties
Bahama Village 94 Properties
Midtown 56 Properties

Complexes around Key West, FL


Key West 123 Properties
Southernmost West 14 Properties
Curry 9 Properties
Bayfront Suites Marina 8 Properties
Downtown Waterfront Dock 5 Properties
Duval Street 5 Properties
Hyatt Windward Pointe 4 Properties
The Grand Maloney Hotel 4 Properties
Atlantic Paradise 3 Properties
Courtyard 3 Properties
Kimpton Lighthouse Hotel Ihg 3 Properties
Linger 3 Properties
Livin 3 Properties
Paradise Place 3 Properties
Parrot Hotel Villas 3 Properties
See More Complexes

Frequently Asked Questions About Key West?

What are the top vacation rentals in Key West?

When organizing your trip to Key West, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Key West. Peruse our collection of highly-rated properties and secure your reservation today.

How many vacation rentals have private pools in Key West?

Uncover 840 vacation rentals boasting private pools near Key West. Explore top-rated RBO homes offering access to a swimming pool:

Which vacation homes or resorts in Key West are best for families?

Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Key West. Enjoy great views, locations and save money with SunSki Resorts.™

How many SunSkiResorts vacation rentals or resorts are available in Key West?

Discover the ideal vacation rental in Key West with SunSki Resorts™. We provide an extensive selection of over 4741 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Key West.

Nearby Neighborhood (15) 
Neighborhood Property Count
Key West Historic District Vacation Rentals in Key West, Florida 2411
Old Town Vacation Rentals in Key West, Florida 2349
Downtown Vacation Rentals in Key West, Florida 1019
Uptown - Upper Duval Vacation Rentals in Key West, Florida 725
Historic Seaport Vacation Rentals in Key West, Florida 395
Truman Annex Vacation Rentals in Key West, Florida 333
New Town Vacation Rentals in Key West, Florida 107
Meadows Vacation Rentals in Key West, Florida 99
The Meadows Vacation Rentals in Key West, Florida 99
Bahama Village Vacation Rentals in Key West, Florida 94
Midtown Vacation Rentals in Key West, Florida 56
White St. Gallery Vacation Rentals in Key West, Florida 29
White Street Gallery District Vacation Rentals in Key West, Florida 29
Sunset Key Vacation Rentals in Key West, Florida 3595
Geiger Key Vacation Rentals in Key West, Florida 51

People Also Ask

There are 4741 Key West, FL Vacation Rentals

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