Upper Sugarloaf Sound Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Upper Sugarloaf Sound, Sugarloaf Key, Florida, USA

New Sugarloaf Serenity - Beach House
From GB £857 per night
New
3 Bedrooms 2 Guests
From GB £226 per night
|
9.6 (2 Reviews)
5 Bedrooms 10 Guests
|
9.8 (414 Reviews)
1 Bedroom 2 Guests
|
9.0 (321 Reviews)
20 Bedrooms 12 Guests
From GB £83 per night
8.2 (1002 Reviews)
1 Bedroom 2 Guests
10.0 (10 Reviews)
2 Bedrooms 8 Guests
From GB £2,081 per night
|
8.0 (1 Review)
4 Bedrooms 8 Guests
10.0 (10 Reviews)
2 Bedrooms 4 Guests
From GB £232 per night
7.4 (552 Reviews)
13 Bedrooms 10 Guests
|
New
3 Bedrooms 8 Guests
New
1 Bedroom 12 Guests
New
1 Bedroom 8 Guests
9.6 (11 Reviews)
2 Bedrooms 4 Guests
New
2 Bedrooms 6 Guests
8.4 (7 Reviews)
2 Bedrooms 8 Guests
|
9.4 (42 Reviews)
40 Bedrooms 44 Guests
From GB £418 per night
New
1 Bedroom 8 Guests
|
10.0 (1 Review)
3 Bedrooms 8 Guests
New
2 Bedrooms 4 Guests
From GB £1,544 per night
10.0 (26 Reviews)
5 Bedrooms 12 Guests
From GB £751 per night
10.0 (3 Reviews)
4 Bedrooms 10 Guests
10.0 (1 Review)
3 Bedrooms 8 Guests
9.8 (54 Reviews)
3 Bedrooms 10 Guests
From GB £1,828 per night
9.8 (7 Reviews)
9 Bedrooms 20 Guests
9.8 (7 Reviews)
3 Bedrooms 6 Guests

About Upper Sugarloaf Sound Vacation Rentals

With more than 54 Upper Sugarloaf Sound vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) 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 RBO property in Upper Sugarloaf Sound.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Upper Sugarloaf Sound, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO 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 (RBOs), and other popular Airbnb-style properties in Upper Sugarloaf Sound. Places to stay near Upper Sugarloaf Sound are 1040.91 ft² on average, with prices averaging GB £841 a night.

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

Other Places to Stay in Upper Sugarloaf Sound, FL


Frequently Asked Questions About Upper Sugarloaf Sound?

What are the top vacation rentals in Upper Sugarloaf Sound?

How many Rentbyowner vacation rentals are available in Upper Sugarloaf Sound?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 54 in the Upper Sugarloaf Sound area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Upper Sugarloaf Sound. 

Nearby Neighborhood (12)

Neighborhood Property Count
Cutthroat Harbor Estates Vacation Rentals in Sugarloaf Key, Florida 85
Breezeswept Beach Estates Vacation Rentals in Sugarloaf Key, Florida 28
Sugarloaf Shores Vacation Rentals in Sugarloaf Key, Florida 25
Eden Pines Vacation Rentals in Sugarloaf Key, Florida 404
Long Beach Estates Vacation Rentals in Sugarloaf Key, Florida 154
Doctor's Arm Vacation Rentals in Sugarloaf Key, Florida 150
Port Pine Heights Vacation Rentals in Sugarloaf Key, Florida 98
Cudjoe Gardens Vacation Rentals in Sugarloaf Key, Florida 459
Sands Vacation Rentals in Sugarloaf Key, Florida 318
Pine Channel Estates Vacation Rentals in Sugarloaf Key, Florida 415
Geiger Key Vacation Rentals in Sugarloaf Key, Florida 35
Tropical Bay Estates Vacation Rentals in Sugarloaf Key, Florida 317