Houses for Rent in Islamorada, FL

This cozy 1-bedroom, 1-bathroom home features a newly updated interior and a small fenced yard, perfect for outdoor enjoyment. Located just a stroll away from dining, shopping, and parks, this home offers convenient access to the best of the Florida Keys lifestyle. The efficient split A/C ensures comfort, while the modern kitchen includes essential appliances. Enjoy the ease of yard maintenance included in rent and a prime location at Mile Marker 81 for exploring nearby attractions.

Enjoy island living in this luxurious 3-bed, 3-bath Islamorada home. This pet-friendly property boasts a heated pool and large screened porch. Situated on a quiet street with walkable access to a shared park, including a beach, dock, and boat ramp. Rent furnished or unfurnished for short or long term, with utilities included for short-term stays. Perfect for enjoying endless island adventures and beachside sunrises.

Enjoy life in this charming 2-bedroom, 1.5-bathroom townhouse-style condo, boasting a peek-a-boo ocean view from the master bedroom. This completely furnished retreat features a modern updated kitchen with quartz counters, an in-unit washer/dryer, and an oversized Smart TV. Residents can relax by the heated pool, unwind at the oceanfront BBQ area, or catch dinner from the fishing pier. The perfect getaway to experience the beauty of the Florida Keys!

This beautifully renovated 2-bed, 3-bath townhouse offers a stylish and comfortable living space, complete with a loft featuring twin beds for guests. Located in Executive Bay Club, residents enjoy fantastic amenities including tennis courts, a swimming pool, and a private beach with stunning bay views. Fully furnished and ready for annual rental, this property perfectly embodies the vibrant Keys lifestyle with everything needed for relaxation and recreation.

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.

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.

Experience the ultimate Keys lifestyle in this beautifully updated waterfront home featuring high-end appliances and vaulted ceilings. Enjoy direct bay access with a private dock that accommodates a 22-ft boat, perfect for water adventures. Impact doors and windows enhance safety and efficiency, while the nearby White Marlin Beach Home Owner Park offers a serene escape. Enjoy the luxury of coastal living in this charming and meticulously maintained property.