Compare Villas, Resorts, & Rentals in Upper Matecumbe Key, Florida, USA
About Casai's Private Villas and Holiday Rentals in Upper Matecumbe Key
Discover more than 1440 vacation rentals available in Upper Matecumbe 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 Matecumbe Key.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Upper Matecumbe 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 Matecumbe Key. On average, places to stay near Upper Matecumbe Key offer 683.99 ft², with nightly prices averaging CA $1,077.
With Casai, finding and comparing holiday rentals in Upper Matecumbe 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.
Other Places to Stay in Upper Matecumbe Key, FL
Frequently Asked Questions About Upper Matecumbe Key?
What are the top holiday rentals in Upper Matecumbe Key?
- OCEANSIDE ANGLERS REEF HOME- Gated community- Pool, Dock, Private Beach
- Islamorada home in Anglers Reef with Ocean Views, Dock, Com Pool & Private Beach
- The Caribbean Resort
- Beautiful Island Home in Anglers Reef! Ocean front community. Pool & boat slip.
- WATERFRONT FISHING COTTAGE/DOCKAGE + Walking distance to world famous Lorelei
- 5 bedroom - Deep Dockage & Heated Pool in Islamorada.
- Serenity by the Sea! Anglers Reef with Boat Slip Available!
- 4 Bedroom House in Angler's Reef, Includes 31' Boat Slip. Islamorada, FL
- Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views
- Beautiful Ocean View in Angler's Reef with View of Sand Bar/Boat slip
How many Casai.ca holiday rentals are available in Upper Matecumbe Key?
As of 2026, Casai boasts over 1440 properties listed in the Upper Matecumbe 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 Matecumbe Key.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Coral Cove Vacation Rentals in Florida | 643 |
