Search All Cottages in Islamorada, FL

The Green Cottage is located within the Turtle Cove enclave in Islamorada, Village of Islands, offering peaceful seclusion and views of the pool and ocean.
This family-friendly holiday home sleeps five with two bedrooms and one bathroom, featuring a queen bed and bunk beds, and provides access to shared amenities including a pool, boat basin, and water sports equipment.

This beachfront cottage in Islamorada's Matecumbe district is situated less than 2.4km from Indian Key Historic State Park and Bud n' Mary's Dive Center, and under 1.6km from the Hurricane Monument and Florida Keys Brewing Company.
This 42 square metre self-catering property sleeps four, featuring a bedroom, bathroom, private balcony with potential ocean views, and amenities including air conditioning, Wi-Fi, a swimming pool, and parking.

This pet-friendly cottage in Islamorada's Matecumbe district is conveniently located less than 1km from Bud n' Mary's Dive Center and Indian Key Historic State Park.
Sleeping up to four guests, this one-bedroom, one-bathroom self-catering property offers a private balcony, shared swimming pool, free Wi-Fi, and access to kayaks and bicycles, ideal for exploring the surrounding area.

This waterside holiday home in Islamorada, Village of Islands, is situated directly on Florida Bay at mile marker 82.2, offering protected boat dockage and close proximity to John Pennekamp Coral Reef State Park, Theater of the Sea, and Robbie's Marina.
This family-friendly bungalow accommodates up to 6 guests and features a ground-floor layout with a king bedroom, an en-suite bathroom, and an enclosed sunroom that functions as a second bedroom, alongside essential amenities like WiFi, air conditioning, and parking.

This Islamorada holiday home is conveniently located within a 2.4km walk of the Islamorada Brewery & Distillery, Keys History & Discovery Centre, and History of Diving Museum.
The two-bedroom, two-bathroom property sleeps four guests and boasts a fully equipped kitchen, swimming pool, spa, on-site water park, BBQ grills, and in-unit laundry facilities.

This oceanfront holiday home in Islamorada, Village of Islands, is located at Mile Marker 83 and offers direct access to the Atlantic Ocean and a private sandy beach, with a skiff dock suitable for shallow draft boats.
This spacious 4-bedroom, 3-bathroom villa accommodates up to 8 guests and features a heated beachside swimming pool, a separate spa, a garden cottage, and is a noted destination for weddings, providing excellent amenities and activities for families and pets.