Windward Passage Resort is a popular timeshare and vacation destination located on the quiet north section of Fort Myers Beach, Florida. The resort offers a convenient location close to "Times Square" with many restaurants, shops, and easy access to the bridge to the mainland, making it ideal for exploring nearby Sanibel and Captiva islands. The property features a private, beautiful beach with free lounge chairs, cushions, and umbrellas available for guests, providing a relaxing seaside experience. Most parking spots are undercover, situated over a tennis court and basketball court, offering easy and shaded access to the resort. Accommodations at Windward Passage are primarily one-bedroom units, perfect for small families or couples. The rooms are simple, comfortable, and clean, with screened-in balconies that offer great views of the Gulf. The resort has a small pool, hot tub, and grills for outdoor cooking. Guests appreciate the flexibility of the 52-week timeshare ownership, which allows for scheduling the same unit for consecutive weeks or exchanging into different types of units, sometimes with profits from rentals. The resort is well-liked for its friendly staff and its location that combines convenience with scenic beauty. While some find the property somewhat dated, it remains a favorite for its affordability, beach access, and proximity to lively areas like Times Square. The resort has experienced hurricane damage in the past but has always managed to bounce back. Overall, Windward Passage offers a straightforward, pleasant stay with easy walkability to local attractions, making it a good choice for those seeking a relaxed beach vacation in Fort Myers Beach.
I love this quiet little place. It's nothing fancy, very simple but clean and cared for. Loved by all
January 2026
Love this place! We always enjoy our time here! So glad to be back after the rebuilding from hurricane Ian.
February 2023
I am time share I owner here and looking forward to rebuild after Ian destroyed half the resort. 2024 here I comeWalkability: Lots of things to walk to up at time square food and drinks and souvenirs and great view from pier .looking forward to rebuild after Ian destroyed the area! also love to walk the beach !
