Compare Villas, Resorts, & Rentals in Upper Sugarloaf Key, Sugarloaf Key, Florida, USA
About Casai's Private Villas and Holiday Rentals in Upper Sugarloaf Key
Discover more than 214 vacation rentals available in Upper Sugarloaf Key. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Upper Sugarloaf Key.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Upper Sugarloaf Key, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Upper Sugarloaf Key. On average, places to stay near Upper Sugarloaf Key offer 1115.18 ft², with nightly prices averaging CA $633.
With Casai, finding and comparing holiday rentals in Upper Sugarloaf Key is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Frequently Asked Questions About Upper Sugarloaf Key?
What are the top holiday rentals in Upper Sugarloaf Key?
- Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
- White Home - Receive 400 dollars ntowards a BOAT RENTAL!
- Luxurious Oceanfront Home on Beach, Dock, Heat/Cool Pool, Kayaks, Bikes, Views!
- Oceanside home, dock,kayaks,bikes,pool,fishing,109
- Oceanside home, dock,kayaks,bikes,pool,fishing,111
- Blue Home - Receive 400 dollars ntowards a BOAT RENTAL!
- Yellow Home - Receive 400 dollars ntowards a BOAT RENTAL!
- Latitudes - Ocean front with salt water pool.
- Sugarloaf Key Home With Beach, Dock and Canal!
- Getaway to the Quiet Florida Keys
How many Casai.ca holiday rentals are available in Upper Sugarloaf Key?
As of 2025, Casai boasts over 214 properties listed in the Upper Sugarloaf Key area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Upper Sugarloaf Key.
Nearby Neighborhood (12)
| Neighborhood | Property Count |
|---|---|
| Cutthroat Harbor Estates Vacation Rentals in Sugarloaf Key, Florida | 83 |
| Breezeswept Beach Estates Vacation Rentals in Sugarloaf Key, Florida | 30 |
| Sugarloaf Shores Vacation Rentals in Sugarloaf Key, Florida | 26 |
| 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 |
