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Windward Cottage Rentals & Golf course
Find the best cottages in Windward - We found 19 exact matches
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About Windward Cottage Rentals on StayAndPlay
Looking for exceptional golf cottages near Windward for your next getaway? StayAndPlay offers more than 19 unique golf retreats and luxury villas, perfect for your family or group trip. Discover accommodations set in scenic golf destinations, featuring amenities like private pools, championship course access, and spacious living areas. These rentals provide an exceptional experience, catering to families, friends, couples, or golf enthusiasts.
Planning a golf retreat or a getaway for your group? StayAndPlay provides a variety of accommodations, including top-rated golf cottages, private villas, and spacious vacation rentals, connecting you directly with property owners to secure the best rates.
Explore 19 premium golf stays and exclusive golf-friendly accommodations in Windward with StayAndPlay. Find unique Airbnb-style and VRBO-style golf rentals perfect for your weekend escape, golf vacation, or corporate retreat, all within your budget.
Frequently Asked Questions About Windward Rental Cottages
There are a lot of options in Windward. If you plan on staying in the Windward area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Windward:
- Honeymoon or Anniversary getaway beachfront with bay dock!
- Beach Cottage on Private Little Gasparilla Island, relax & unwind!
- Near beaches! 2100 square foot heated pool home on the Golf Course!
- Sand Dollar Cottage: Cozy"Old-Florida" beachfront cottage with private dock!
- Boat access only rental on private island
- Secluded Beach House, steps to Sandy Beach on LGI with a shared dock!🏖️🎣
- Little Gasparilla Island a 2-bedroom cottage wth WiFi and AC on a private island
- Sunset Beach Cottage North
- “Salt of the Sea” - Beachfront and Pet Friendly!
- Florida Gulf Coast Getaway: Pool + Screened Lanai!
- Honeymoon or Anniversary getaway beachfront with bay dock!
- Florida Gulf Coast Getaway: Pool + Screened Lanai!
- Beach Cottage on Private Little Gasparilla Island, relax & unwind!
- Heated Pool: Canal-front Rotonda West Retreat
See all pet-friendly vacation rentals in Windward on StayAndPlay
