1058+ Golf Villas, Golf Cabins, Golf Hotels, Golf Resort Rentals, and other Private Golf Retreats in Windward |
  1. USA
  2. Florida
  3. Port Charlotte - Charlotte Harbor
  4. Windward

Explore Windward Golf Retreats

About Windward Vacation Rentals

Explore over 1058 golf accommodation rentals in Windward. From luxurious golf villas to cozy golf cabins, golf resorts, and exclusive golf hotels, each offers premium amenities designed for families, groups, and golf enthusiasts. Enjoy exceptional comfort and a one-of-a-kind golf experience with these incredible accommodations. Perfect for tranquil golf escapes, relaxing retreats, or golf-inspired getaways, these properties provide style and comfort in Windward.

Looking for last-minute deals or the best offers on golf villas, golf cabins, golf resorts, and other golf retreats? StayAndPlay makes it easy to compare options in Windward. Choose from spacious family-friendly stays, charming golf escapes, or luxurious golf retreats tailored for ultimate relaxation and play.

Find spacious family-friendly golf accommodations, golf cottage, or luxurious golf villas—all designed for maximum comfort and convenience during your visit.

On average, golf accommodation rentals in Windward offer approximately 1050.26 ft² of space, giving you and your group plenty of room to relax and enjoy the stunning golf course surroundings.

The average nightly rate for golf accommodation rentals in Windward typically ranges around US $323.

StayAndPlay offers a secure and convenient platform to compare and book the best golf retreats in Windward. Explore a wide range of properties at unbeatable rates, and enjoy a unique stay immersed in golf with us.

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Top Golf Accommodation Types in Windward

Type Count
Vacation Homes 743
Villas 141
Holiday Apartments 30
Cottages 19
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Windward

★ Pro Tip: StayAndPlay simplifies your search for the best golf accommodations from leading vacation rental OTAs like Booking.com and more. Use our Advanced Filter to explore golf villas, cozy golf cabins, golf hotels, and golf resorts. Filter by availability, pricing, cancellation options, and amenities to discover the ideal golf retreat in Windward.

Weather in Windward, FL

View the weather forecast for Windward before booking your Windward Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Frequently Asked Questions About Windward?

What are the best golf resorts, luxury villas, and vacation rentals in Windward?

Looking for a place to stay in Windward? Explore these highly-rated golf vacation rentals for a one-of-a-kind golf retreat, where you can relax, unwind, and get ready to play your best game:

How many golf stays with private pools are available in Windward?

Find exceptional golf retreats with private pools near Windward on StayAndPlay. Relax in serene golf vacation rentals with exclusive pool access and picturesque golf course views. Whether it's a spacious golf villa or a secluded golf cabin, these properties offer the perfect blend of luxury and relaxation, so you can focus on your game.

What are the top-rated golf retreats in Windward for family stays?

Searching for a family-friendly golf retreat in Windward? Explore these top-rated options, each loved by families and groups who have stayed in Windward:

How many StayAndPlay golf vacation rentals are available in Windward?

StayAndPlay, as of 2025, features over 1058 unique golf villas, golf hotels, golf resorts, and more in Windward. Choose from eco-friendly golf accommodations, golf hotels and golf resorts, with new options added frequently.

By 2025, StayAndPlay has curated over 1058 stunning properties in Windward, sourced from trusted platforms. Plan your next golf trip now.

For 2025, StayAndPlay provides access to over 1058 premier golf accommodations in Windward. Find your ideal golf-retreat and play your best game with StayAndPlay.

Nearby Neighborhood (1) 
Neighborhood Property Count
Cape Haze Golf Rental Cottages and Golf Getaways in Florida 60

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