4800+ Luxury Vacation Rentals & Cabins in Key West |
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Key West Cabin Rentals

About Key West Vacation Rentals

There are more than 4800 incredible getaway rentals that are available in Key West. These choices include cabins, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Stay Close to Nature with Cabinns.ca and uncover great stays in Key West.

Cabinns.ca features numerous last-minute deals on private villas, hotels, and cabin rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Cabinns.ca in Key West, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the Cabinns.ca vacation rentals, resorts, and Airbnb-style properties in Key West. Places to stay near Key West are 769.55 ft² on average, with prices averaging CA $1,095 a night.

Cabinns.ca helps you find the ideal holiday rental to create a lifetime of travel memories in Key West. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect cabin retreat today.

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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 Cabin Rentals, Cottages, and Holiday Home Rentals in Key West

Type Count
Vacation Homes 2411
Holiday Apartments 576
Unique Vacation Rentals 130
Cottages 112
Villas 45
B&B 43
Cabin Rentals 7
Others 1

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

★ Pro Tip: Cabinns.ca is a cabin vacation rental website, pulling some of the top cabins, luxury resorts, and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible cabin resorts and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Key West with Cabinns.ca.

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

Activities Key West Guest Reviews Local Attractions

A Large Selection of Cabins and Vacation Rentals from Around the World Key West. Discover Top Attractions For Your Next Outdoor Adventure.


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

Find Nearby Cabin Rentals in these Cities & Neighborhoods


Key West Historic District 2,409 Properties
Old Town 2,371 Properties
Duval Street 1,753 Properties
Downtown 992 Properties
Uptown - Upper Duval 761 Properties
Historic Seaport 387 Properties
Truman Annex 349 Properties
New Town 107 Properties
The Meadows 100 Properties
Meadows 100 Properties
Bahama Village 92 Properties
Midtown 49 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 cabins, lake houses & summer homes in Key West?

We provide an array of great vacation destinations in Key West. If you are looking to stay in or around the Key West area, make sure to browse our options to find a premium cabin resort or rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Key West:

How many cabin rentals and resorts have private pools in Key West?

We have 840 cabins, luxury resorts, and holiday home rentals featuring a private pool in and near Key West. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which cabin rental, resort, or holiday home in Key West is best for families?

Searching for a family-friendly cabin in Key West? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfectly fit families of all sizes.

How many hotels, resorts, or cabin rentals are available in Key West?

Cabinns.ca offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.ca in 2026 is over 4800 in the Key West area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.ca can provide you with a diverse amount of choices of the best luxury stays in Key West.

Nearby Neighborhood (15) 
Neighborhood Property Count
Key West Historic District Rental Cabins and Private Getaways in Key West, Florida 2409
Old Town Rental Cabins and Private Getaways in Key West, Florida 2371
Downtown Rental Cabins and Private Getaways in Key West, Florida 992
Uptown - Upper Duval Rental Cabins and Private Getaways in Key West, Florida 761
Historic Seaport Rental Cabins and Private Getaways in Key West, Florida 387
Truman Annex Rental Cabins and Private Getaways in Key West, Florida 349
New Town Rental Cabins and Private Getaways in Key West, Florida 107
Meadows Rental Cabins and Private Getaways in Key West, Florida 100
The Meadows Rental Cabins and Private Getaways in Key West, Florida 100
Bahama Village Rental Cabins and Private Getaways in Key West, Florida 92
Midtown Rental Cabins and Private Getaways in Key West, Florida 49
White St. Gallery Rental Cabins and Private Getaways in Key West, Florida 24
White Street Gallery District Rental Cabins and Private Getaways in Key West, Florida 24
Geiger Key Rental Cabins and Private Getaways in Key West, Florida 51
Sunset Key Rental Cabins and Private Getaways in Key West, Florida 3595

People Also Ask

There are 369 hotels in Key West 233 resorts, and 3039 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Key West