98+ Rental Villas and Private Getaways in Sugarloaf Key |
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Sugarloaf Key Vacation Rentals & One Degree Stays Homes

About Sugarloaf Key Vacation Rentals

There are more than 98 vacation rentals that are available in Sugarloaf Key. These rentals, including vacation rentals, One Degree Stays Homes (ODSs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an ODS property in Sugarloaf Key.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays Sugarloaf Key, you have the flexibility of comparing different options of various deals with a single click. Looking for an ODS with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (ODSs), and other popular Airbnb-style properties in Sugarloaf Key. Places to stay near Sugarloaf Key are 1550.47 ftยฒ on average, with prices averaging US $789 a night.

OneDegreeStays makes it easy and safe to find and compare vacation rentals in Sugarloaf Key with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

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Top Rental Accommodation Types in Sugarloaf Key

Type Count
Vacation Homes 87
Cottages 5
Villas 1

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

โ˜… Pro Tip: OneDegreeStays makes it easy to compare the best listings on ODS homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between ODS homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Sugarloaf Key.

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 60ยฐF       Low 26ยฐF
March - May
High 77ยฐF       Low 40ยฐF
June - August
High 91ยฐF       Low 64ยฐF
September - November
High 84ยฐF       Low 38ยฐF

Top Attractions Around Sugarloaf Key, FL

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


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

Other Places to Stay in Sugarloaf Key, FL


Lower Florida Keys 4,055 Properties
Upper Sugarloaf Key 242 Properties
Key West Fly Fishing 128 Properties
Sugarloaf Beach 102 Properties
Upper Sugarloaf Sound 42 Properties
Sugarloaf Shores 28 Properties
Lower Sugarloaf Key 28 Properties

Frequently Asked Questions About Sugarloaf Key?

What are the top vacation rentals in Sugarloaf Key?

There are a lot of options in Sugarloaf Key. If you plan on staying in the Sugarloaf Key area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Sugarloaf Key:

How many vacation rentals have private pools in Sugarloaf Key?

There are 10 vacation rentals with private pools near Sugarloaf Key. Top-rated ODS homes that have access to a swimming pool include:

Which vacation homes in Sugarloaf Key are best for families?

If you are looking for a family-friendly vacation home in Sugarloaf Key, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Sugarloaf Key:

How many onedegreestays vacation rentals are available in Sugarloaf Key?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 98 in the Sugarloaf Key area, and still counting. By aggregating listings from multiple websites, One Degree Stays offers an immense amount of choice of the best ODS properties in Sugarloaf Key.โ€ฏ

Nearby Neighborhood (1)โ€ฏ
Neighborhood Property Count
Sugarloaf Shores Vacation Rentals in Sugarloaf Key, Florida 28

People Also Ask

There are 98 Sugarloaf Key, FL Vacation Rentals

Recently Booked Vacation Rentals in Sugarloaf Key