Compare Vacation Rentals & Rent By Owner Homes in Islamorada, Florida, USA
About Islamorada Vacation Rentals
With more than 1519 Islamorada 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 Islamorada.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Islamorada, 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 Islamorada. Places to stay near Islamorada are 769.69 ft² on average, with prices averaging US $801 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Islamorada 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 Islamorada, FL
Frequently Asked Questions About Islamorada?
What are the top vacation rentals in Islamorada?
- 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 Islamorada?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 1519 in the Islamorada 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 Islamorada.
Nearby Neighborhood (9)
| Neighborhood | Property Count |
|---|---|
| Venetian Shores Vacation Rentals in Islamorada, Florida | 47 |
| Lower Matecumbe Beach Vacation Rentals in Islamorada, Florida | 26 |
| Toll Gate Shores Vacation Rentals in Islamorada, Florida | 326 |
| Seabreeze Trailer Park Vacation Rentals in Islamorada, Florida | 805 |
| White Marlin Beach Vacation Rentals in Islamorada, Florida | 338 |
| Plantation by the Sea Vacation Rentals in Islamorada, Florida | 717 |
| Coral Cove Vacation Rentals in Islamorada, Florida | 636 |
| Plantation Lake Estates Vacation Rentals in Islamorada, Florida | 709 |
| Bonefish Bay Vacation Rentals in Islamorada, Florida | 340 |
