Compare Cabins, Resorts, & Rentals in Upper Sugarloaf Key, Sugarloaf Key, Florida, USA
About Upper Sugarloaf Key Vacation Rentals
There are more than 214 incredible getaway rentals that are available in Upper 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.com and uncover great stays in Upper Sugarloaf Key.
Cabinns.com 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.com in Upper 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.com vacation rentals, resorts, and Airbnb-style properties in Upper Sugarloaf Key. Places to stay near Upper Sugarloaf Key are 1115.18 ft² on average, with prices averaging US $456 a night.
Cabinns.com helps you find the ideal holiday rental to create a lifetime of travel memories in Upper 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.
Frequently Asked Questions About Upper Sugarloaf Key?
What are the top cabins, lake houses & summer homes in Upper Sugarloaf Key?
- Oceanside, pet friendly, 5/3 smart home with paddle equip.-SUPs, kayaks & canoe
- Sugarloaf Lodge
- Waterfront, Pet Friendly - Loggerhead Lagoon
- Our Happy Place- Beautiful Canal front Property with Boat lift
- Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
- White Home - Receive 400 dollars ntowards a BOAT RENTAL!
- Aug 3-9 Special only 399, Oceanfront Home on Beach, Pool, Kayaks, Bikes, Views!
- Oceanside home, dock,kayaks,bikes,pool,fishing,109
- Blue Home - Receive 400 dollars ntowards a BOAT RENTAL!
- Oceanside home, dock,kayaks,bikes,pool,fishing,111
How many hotels, resorts, or cabin rentals are available in Upper Sugarloaf Key?
Cabinns.com offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.com in 2025 is over 214 in the Upper Sugarloaf Key area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.com can provide you with a diverse amount of choices of the best luxury stays in Upper Sugarloaf Key.
Nearby Neighborhood (12)
| Neighborhood | Property Count |
|---|---|
| Cutthroat Harbor Estates Rental Cabins and Private Getaways in Sugarloaf Key, Florida | 84 |
| Breezeswept Beach Estates Rental Cabins and Private Getaways in Sugarloaf Key, Florida | 28 |
| Sugarloaf Shores Rental Cabins and Private Getaways in Sugarloaf Key, Florida | 25 |
| Eden Pines Rental Cabins and Private Getaways in Sugarloaf Key, Florida | 404 |
| Long Beach Estates Rental Cabins and Private Getaways in Sugarloaf Key, Florida | 154 |
| Port Pine Heights Rental Cabins and Private Getaways in Sugarloaf Key, Florida | 98 |
| Doctor's Arm Rental Cabins and Private Getaways in Sugarloaf Key, Florida | 150 |
| Cudjoe Gardens Rental Cabins and Private Getaways in Sugarloaf Key, Florida | 459 |
| Sands Rental Cabins and Private Getaways in Sugarloaf Key, Florida | 318 |
| Pine Channel Estates Rental Cabins and Private Getaways in Sugarloaf Key, Florida | 415 |
| Geiger Key Rental Cabins and Private Getaways in Sugarloaf Key, Florida | 35 |
| Tropical Bay Estates Rental Cabins and Private Getaways in Sugarloaf Key, Florida | 317 |
