Homes with Pools for Sale in Monroe County, FL

Home with a Pool for sale in Monroe County, FL:

Welcome to 33 Seaside Court, a beautifully renovated luxury townhome in the exclusive Seaside Residences community of Key West. This exceptional property offers the perfect blend of modern design, comfort, and island living. The home features two spacious bedrooms, each with its own ensuite bath and private patio, creating intimate retreats for relaxation. The top floor showcases a renovated kitchen and an open and inviting living room. Both open out onto separate patios that invite in the coastal breeze and natural light. A third full bathroom on this level provides added flexibility for guests. On the ground level, you'll find an expansive outdoor living area—much larger than others

Home with a Pool for sale in Monroe County, FL:

Coastal Luxury Redefined! Discover your paradise in the Florida Keys with this fully remodeled, furnished 3-bed, 3-bath home—completely turn-key for immediate island living. The bright, open-concept interior features impact windows and doors, a metal roof, and designer finishes. The lower level offers a private guest suite with kitchenette, living area, bedroom, and bath—perfect for guests or multi-generational living. Outside, enjoy a heated pool, low-maintenance turf yard, and a 30,000 lb boat lift on a new 70' dock with immediate ocean access—just a 5-minute ride through Tavernier Creek to the bayside.

Home with a Pool for sale in Monroe County, FL:

Experience the essence of island living in this light-filled, 4-bedroom, 4-bath retreat designed for those who love space, connection to the outdoors, and effortless entertaining. The expansive open-concept layout welcomes you with a bright living room surrounded by sliding glass doors that frame views of the private pool and lush tropical landscape — the perfect backdrop for game days, family gatherings, or quiet afternoons under the Key West sun. At the heart of the home, a custom-built chef's kitchen features rich wood cabinetry, stainless steel appliances, and a thoughtful design that blends seamlessly with the outdoors. Sliding doors open to a verdant backyard, offering the oppor

Home with a Pool for sale in Monroe County, FL:

Experience Florida Keys living at its finest in this beautifully remodeled and redesigned home, the Manatee Bungalow. Sold turn-key this property offers a proven rental history with bookings in place, making it the perfect option for a vacation rental or retirement home in paradise. This spacious and modern home features tile throughout, a custom kitchen with a large center island, a dining area, and a cozy living room. With three bedrooms, including two ensuite bathrooms, this home is perfect for families or groups of friends. The home is fully updated with impact-resistant windows and doors, plumbing, electrical, central AC system, as well as Mitsubishi mini splits in each bedroom for ult