Winding Cypress Houses for Rent

** NICELY FURNISHED 3 BEDROOM PLUS A DEN - BATH SINGLE FAMILY HOME IN WINDING CYPRESS WITH RESORT-STYLE LIVING IN NAPLES, FLORIDA ** LONG-TERM TENANT FOR OCTOBER 2025 OR SEASONAL TENANT READY ** BEST AMENITIES AT WINDING CYPRESS **Welcome to Winding Cypress, one of Naples' premier gated communities, where luxury meets nature and every day feels like a vacation. This beautifully furnished

Cheri Anne DeMonico Premier Property Management

This newly completed and spacious PET FRIENDLY home offers 3 bedrooms (King, King & 2 Twins) plus a den that is equipped with a queen-size murphy bed. This home is full of entertaining options that allow you to bring the extended family along. With its open floor plan as well as zero-corner sliders that blend the interior seating with the outside kitchen and bar. As soon as you drive through the

Ryan Buchalter William Raveis Real Estate

AVAILABLE FOR 2026 SEASON!! Step into paradise! ONE SMALL DOG ALLOWED! Built in 2021, this newly decorated and spacious pool home offers 3 bedrooms (King, King & 2 Twins) plus a den and 3 FULL bathrooms. Features include a wonderful open floor plan with zero-corner sliders that bring the outside in! Fabulous screened-in area with heated pool, natural gas, stainless appliances, quartz counters,

Sam Wells Coldwell Banker Realty

From the moment you arrive at the stunning entry, Winding Cypress invites you into this wonderful community. This natural gas, resort-style community, remaining almost 2/3 preserve, welcomes you with a streetscape of superb views and new homes designed for the way you live. This premier Naples location offers highly attractive fees for the variety of world-class amenities right in your own

Dave Garafola Reed Property Mgt. & Sales

ONLY AVAILABLE DURING OFF SEASON.Unwind in this brand new, pristine vacation rental. Revel in the allure of a splendid pet-friendly home with a dazzling outdoor lanai, designed for the ultimate outdoor living experience. This residence boasts abundant natural light, a refreshing coastal contemporary interior, and an inviting open floor plan. With three bedrooms plus a versatile office you'll have

Ashley Baird Coldwell Banker Realty