101+ Rental Villas and Private Getaways in Sugarloaf Key |
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Sugarloaf Key Villa Rentals

About Sugarloaf Key Vacation Rentals

There are more than 101 incredible getaway rentals that are available in Sugarloaf Key. These choices include villas, 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. Relax with BedroomVillas and uncover great stays in Sugarloaf Key.

BedroomVillas features numerous last-minute deals on villas, hotels, and 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 BedroomVillas 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 BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Sugarloaf Key. Places to stay near Sugarloaf Key are 1528.25 ft² on average, with prices averaging $810 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime 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 place to stay today.

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Top Private Villas, Resorts, and Rentals in Sugarloaf Key

Type Count
Vacation Homes 90
Cottages 5
Cabin Rentals 1
Villas 1

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

★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses 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 BedroomVillas.

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

Stay Near Sugarloaf Key's Top Attractions

A Large Selection of Villas and Vacation Rentals from Around the World Sugarloaf Key's Research Top Attractions For Your Vacation


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 Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Lower Florida Keys 4,314 Properties
Upper Sugarloaf Key 242 Properties
Key West Fly Fishing 128 Properties
Sugarloaf Beach 102 Properties
Upper Sugarloaf Sound 48 Properties
Sugarloaf Shores 27 Properties
Lower Sugarloaf Key 27 Properties

Frequently Asked Questions About Sugarloaf Key?

What are the top hotels or resorts 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 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 vacation rentals have private pools in Sugarloaf Key?

We have 11 luxury villas and vacation rentals featuriung 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 hotel or resort in Sugarloaf Key is best for families?

Searching for a family-friendly getaway in Sugarloaf Key? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

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

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 101 in the Sugarloaf Key area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas 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 Villas and Private Getaways in Sugarloaf Key, Florida 27

People Also Ask

There are 4 hotels in Sugarloaf Key and 92 rentals

Recently Booked Hotels, Resorts, or Rentals in Sugarloaf Key