Houses for Rent in Islamorada, FL

Experience luxury living in this stunning 2-bedroom, 2-bathroom corner townhouse at Executive Bay Club. This spacious, fully furnished unit features updated interiors and access to a private beach, pool, and tennis courts. Enjoy breathtaking sunsets and the convenience of first-come, first-serve dockage. Located near Founder's Park, partake in a variety of activities, including the Nautical flea market. Rent includes basic cable; electric and water are tenant responsibilities. No pets allowed.

This beautifully furnished 2-bedroom, 3-bath townhome features a loft and offers a perfect retreat for 6-month or 1-year leases. Enjoy resort-style amenities, including a renovated pool, tennis and pickleball courts, and private beach access. Located in a gated community with proximity to top-rated schools, shopping, and parks, this home is ideal for those seeking comfort and convenience in a vibrant setting. Pets may be considered on a case-by-case basis.

This beautifully remodeled 2-bedroom, 2-bath home offers ground-level living in the heart of Islamorada. Featuring porcelain tile flooring, quartz countertops, and new LG appliances, the open living area flows seamlessly to a large screened porch overlooking an expansive backyard. With an oversized parcel and zoning for mixed-use opportunities, this versatile property is perfect for primary living or investment. Enjoy nearby beach access, local breweries, shopping, and dining options.

This charming two-story home sleeps up to 12 guests and perfectly supports multigenerational living. The upper level features the main living quarters, while the ground floor boasts a two-bedroom, one-bath suite with a kitchenette and private entrance. Ideal for hosting long-term guests or creating a private space, this flexible layout embraces comfort and connection with unforgettable sunsets in the Keys. Totaling 1,800 sq ft, this rental offers a perfect blend of spacious entertainment and intimate family time.