Compare Cottages, Resorts, & Rentals in Islamorada, Florida, USA
About Islamorada Vacation Rentals
There are over 1519 amazing vacation rentals available in Islamorada. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Islamorada.
Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Islamorada, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Islamorada. The average size of places to stay near Islamorada is approximately 769.69 ft², with prices averaging US $801 per night.
Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Islamorada. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.
Find Vacation Cottage Rentals in these Cities and Neighborhoods Islamorada, FL
Frequently Asked Questions About Islamorada?
What are the top cottages, summer homes, and lake houses 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 rentals, hotels, or resorts are available in Islamorada?
Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 1519 properties listed by Vacation Cottage in the Islamorada area for the year 2026, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Islamorada.
Nearby Neighborhood (9)
| Neighborhood | Property Count |
|---|---|
| Venetian Shores Rental Cottages and Private Getaways in Islamorada, Florida | 47 |
| Lower Matecumbe Beach Rental Cottages and Private Getaways in Islamorada, Florida | 26 |
| Toll Gate Shores Rental Cottages and Private Getaways in Islamorada, Florida | 326 |
| Seabreeze Trailer Park Rental Cottages and Private Getaways in Islamorada, Florida | 805 |
| White Marlin Beach Rental Cottages and Private Getaways in Islamorada, Florida | 338 |
| Plantation by the Sea Rental Cottages and Private Getaways in Islamorada, Florida | 717 |
| Coral Cove Rental Cottages and Private Getaways in Islamorada, Florida | 636 |
| Plantation Lake Estates Rental Cottages and Private Getaways in Islamorada, Florida | 709 |
| Bonefish Bay Rental Cottages and Private Getaways in Islamorada, Florida | 340 |
