Compare Vacation Rentals & Rent By Owner Homes in Upper Matecumbe Key, Florida, USA
About Upper Matecumbe Key Vacation Rentals
With more than 1371 Upper Matecumbe Key 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 Matecumbe Key.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Upper Matecumbe Key, 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 Matecumbe Key. Places to stay near Upper Matecumbe Key are 727.58 ft² on average, with prices averaging US $831 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Upper Matecumbe 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.
Other Places to Stay in Upper Matecumbe Key, FL
Upper Matecumbe Key Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Upper Matecumbe Key?
- OCEAN VIEW ANGLERS REEF - POOL, DOCK, BEACH. Walk or Bike to local food + bars
- ISLAMORADA, ANGLERS REEF PRISTINE HOME Pool, Dock, Beach, Kayaks, Paddle Boards
- Islamorada home in Anglers Reef with Ocean Views, Dock, Com Pool & Private Beach
- Oceanside Getaway: Renovated Home with Boat Slip, Pool & Beach - Gated community
- The Caribbean Resort
- AQUAMARINE OCEANVIEW+”SPECIAL RATES”+nDOCK+POOL+GYM+SPA+”153”5 STAR REVIEWS!
- 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!
How many Rentbyowner vacation rentals are available in Upper Matecumbe Key?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 1371 in the Upper Matecumbe Key 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 Matecumbe Key.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Coral Cove Vacation Rentals in Florida | 636 |
