Apartments for Rent in Islamorada, FL

This spacious 1-bedroom, 1-bathroom apartment features central air conditioning and in-unit laundry, offering both comfort and convenience. Located in a tranquil 12-unit complex, enjoy private off-street parking and easy access to Islamorada’s vibrant restaurants, shops, and marinas. With 700 sq ft of living space, this clean unit invites relaxation after a day of soaking up the sun in this beautiful Florida destination. Rent is $2,100/month.

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.

Unwind in this enchanting 1-bed, 1-bath Garden Suite, nestled in a tranquil setting. Featuring a king-sized bed and modern indoor shower, the outdoor terrace offers a unique experience—perfect for lounging or enjoying the garden views. Pet-friendly and designed for relaxation, this charming retreat is ideal for those seeking a peaceful getaway in nature.

This unfurnished 2-bedroom, 1-bathroom home features an updated kitchen and bath, central air, and wheelchair accessibility. Enjoy a large fenced yard and patio, perfect for outdoor gatherings. With convenient in-unit laundry, ample storage, and peaceful surroundings, this cozy retreat offers comfort and functionality. Utilities not included. Available for rent at $3,600/month starting October 9th, 2025.

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.

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.

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.

Experience refined coastal living in this spacious 3-bedroom, 2-bath condo, professionally decorated in a Tropical Modern style. Boasting an open-concept layout, the gourmet kitchen features stainless steel appliances and Corian countertops, perfect for entertaining. Each tastefully finished bedroom offers warmth and comfort. Enjoy access to a private 30' boat slip, creating a seamless connection to the water and a delightful lifestyle in this beautiful gated community.

Experience upscale coastal living in this beautifully appointed 3-bedroom, 2-bathroom condo nestled in the Coral Harbour Club. Enjoy a spacious open-concept layout perfect for entertaining, featuring a gourmet kitchen with stainless steel appliances and quartzite countertops. Each elegant bedroom boasts custom finishes, while the expansive wraparound balcony provides an ideal outdoor retreat. Plus, a 30-foot boat slip accommodates vessels up to 33 feet—perfect for your island adventures!

Nestled in the heart of the Keys, this 4-bedroom, 3-bathroom home offers a two-story design with seamless canal access, perfect for boating enthusiasts. Within reach of Miami and the famous Tiki Bar sandbar, it features a 70-foot dock on a double-wide canal. Ideal for fishing and water adventures, your stay includes a minimum 28-night rental. Enjoy stunning sunsets and local dining, with boat rentals and a nearby marina for convenience.

Escape to a beautifully furnished 2-bedroom, 2-bathroom condo in Florida Keys paradise! This spacious 1,344 sq ft retreat features sandy beach access and a heated pool for year-round enjoyment. The community offers a variety of amenities, including kayaks and bikes, ensuring endless opportunities for family fun. A perfect seasonal rental awaits to create lasting memories in this idyllic location!

This luxurious 3-bed, 2-bath Islamorada home offers stunning ocean views and direct canal access, perfect for boating enthusiasts. Featuring granite countertops, stainless steel appliances, and wood flooring, it epitomizes coastal elegance. Enjoy the Florida Keys lifestyle from your balcony while taking in the ocean breeze. Embrace island living with this dream retreat!

Rent a remarkable 100 ft dock with deep water access, a rare find in the Florida Keys. This commercial-approved dock is perfect for water enthusiasts and includes an option for a helicopter pad. Ideal for those seeking aquatic convenience! Package with an additional 1-bedroom apartment or studio for greater versatility.

Discover affordable island living in this appealing 2-bedroom, 2.5-bath townhouse rental. Available through Habitat for Humanity of the Upper Keys, this residence requires Monroe County residency, specific income guidelines, and a credit score of 650+. Monthly rent is $2,149 plus utilities, with security deposit and first month's rent due at move-in. Pet restrictions apply.

Enjoy oceanfront living in this 1-bed, 1-bath ground-floor condo in Islamorada. With exclusive access to a pool and Jacuzzi just outside your door, rent this paradise from July to December. Live the life you deserve in 409 sq ft of serene bliss.