94+ Luxury Vacation Rentals & Cabins in Sugarloaf Key |
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Sugarloaf Key Cabin Rentals

About Sugarloaf Key Vacation Rentals

There are more than 94 incredible getaway rentals that are available in Sugarloaf Key. 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 Sugarloaf Key.

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 Sugarloaf Key, 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 Sugarloaf Key. Places to stay near Sugarloaf Key are 1176.15 ft² on average, with prices averaging CA $1,088 a night.

Cabinns.ca helps you find the ideal holiday rental to create a lifetime of travel memories in Sugarloaf Key. 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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Top Cabin Rentals, Cottages, and Holiday Home Rentals in Sugarloaf Key

Type Count
Vacation Homes 84
Cottages 5
Cabin Rentals 1
Villas 1

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

★ 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 Sugarloaf Key with Cabinns.ca.

Weather in Sugarloaf Key, FL

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

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Activities Sugarloaf Key Guest Reviews Local Attractions

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


Key West Fly Fishing
Upper Sugarloaf Key
Sugarloaf Beach
Upper Sugarloaf Sound
Duval Street
Smathers Beach
Southernmost Point
Mallory Square
South Beach
Higgs Beach
Bahia Honda State Park and Beach
Key West Harbour
Key West Aquarium
Ernest Hemingway Home and Museum
Fort Zachary Taylor Historic State Park
Key West Butterfly and Nature Conservatory
Florida Keys Beaches
Saddlebunch Keys
Harry S. Truman Little White House
Key West Shipwreck Museum

Find Nearby Cabin Rentals in these Cities & Neighborhoods


Lower Florida Keys 3,910 Properties
Upper Sugarloaf Key 242 Properties
Key West Fly Fishing 128 Properties
Sugarloaf Beach 102 Properties
Upper Sugarloaf Sound 42 Properties
Sugarloaf Shores 26 Properties
Lower Sugarloaf Key 26 Properties

Frequently Asked Questions About Sugarloaf Key?

What are the top cabins, lake houses & summer homes in Sugarloaf Key?

We provide an array of great vacation destinations in Sugarloaf Key. If you are looking to stay in or around the Sugarloaf Key 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 Sugarloaf Key:

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

We have 9 cabins, luxury resorts, and holiday home rentals featuring a private pool in and near Sugarloaf Key. 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 Sugarloaf Key is best for families?

Searching for a family-friendly cabin in Sugarloaf Key? 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 Sugarloaf Key?

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 2025 is over 94 in the Sugarloaf Key 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 Sugarloaf Key.

Nearby Neighborhood (1) 
Neighborhood Property Count
Sugarloaf Shores Rental Cabins and Private Getaways in Sugarloaf Key, Florida 26

People Also Ask

There are 3 hotels in Sugarloaf Key and 86 rentals

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