Explore Winter Park Golf Retreats
About Winter Park Vacation Rentals
Explore over 188 golf accommodation rentals in Winter Park. 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 Winter Park.
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 Winter Park. 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 Winter Park offer approximately 811.08 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 Winter Park typically ranges around US $213.
StayAndPlay offers a secure and convenient platform to compare and book the best golf retreats in Winter Park. Explore a wide range of properties at unbeatable rates, and enjoy a unique stay immersed in golf with us.
Top Golf Accommodation Types in Winter Park
| Type | Count |
|---|---|
| Vacation Homes | 111 |
| Holiday Apartments | 44 |
| Villas | 5 |
| Cottages | 2 |
Use these Quick Filters to Find a Vacation Rental in Winter Park
★ 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 Winter Park.
Weather in Winter Park, FL
View the weather forecast for Winter Park before booking your Winter Park Vacation Rentals to confirm your best time to go.
Activities Winter Park Guest Reviews Local Attractions
StayAndPlay offers a diverse selection of the top golf villas, golf hotels, and other golf retreats around the world. Winter Park Guest Reviews Find the Best Golf Experiences & Activities for Your Golf Trip
Find Nearby Cabin Rentals in these Cities & Neighborhoods
Frequently Asked Questions About Winter Park?
What are the best golf resorts, luxury villas, and vacation rentals in Winter Park?
Looking for a place to stay in Winter Park? 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:
- A curated stay in the Historic College Quarter
- Great Family Home
- GREAT LOCATION 🏡
- Just 3 Blocks to Park Ave Shops/Restaurants, 2 From The Winter Park Village!
- Winter Park Pool home close to Lake Virginia, Rollins College & Park Ave.
- LOCATION! COZY COMFORT 2 BLOCKS FROM PARK AVE W POOL, HOT TUB AND GRILL STATION!
- Cozy Comfort Just 2 Blocks From Park Ave!
- Serene Mid-Century 3/2 w/Bonus Room and Huge Shaded Yard w/Fence
- LUXURY AND LOCATION!
- Charming home 3 blocks from historic Park Avenue & one block from Lake Virginia
How many golf stays with private pools are available in Winter Park?
Find exceptional golf retreats with private pools near Winter Park 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.
- Casa Winter Park
- Charming 3-bedroom house with WiFi, AC in Winter Park
- Winter Park Citrus Escape; sleeps 8, relaxing pool, family & pet friendly
- Winter Park Charmer - Heated Pool Home - Close to everything
What are the top-rated golf retreats in Winter Park for family stays?
Searching for a family-friendly golf retreat in Winter Park? Explore these top-rated options, each loved by families and groups who have stayed in Winter Park:
- Charming 2BR/2BA Winter Park Cottage, steps from Park Ave
- Gateway to Orlando Theme Parks! Home w/Large Yard
- gorgeous property at winter park -131
How many StayAndPlay golf vacation rentals are available in Winter Park?
StayAndPlay, as of 2026, features over 188 unique golf villas, golf hotels, golf resorts, and more in Winter Park. Choose from eco-friendly golf accommodations, golf hotels and golf resorts, with new options added frequently.
By 2026, StayAndPlay has curated over 188 stunning properties in Winter Park, sourced from trusted platforms. Plan your next golf trip now.
For 2026, StayAndPlay provides access to over 188 premier golf accommodations in Winter Park. Find your ideal golf-retreat and play your best game with StayAndPlay.
Nearby Neighborhood (6)
| Neighborhood | Property Count |
|---|---|
| Northeast Orlando Golf Rental Cottages and Golf Getaways in Orlando, Florida | 550 |
| College Park Golf Rental Cottages and Golf Getaways in Orlando, Florida | 43 |
| Goldenrod Golf Rental Cottages and Golf Getaways in Orlando, Florida | 179 |
| Baldwin Park Golf Rental Cottages and Golf Getaways in Orlando, Florida | 578 |
| North Orange Golf Rental Cottages and Golf Getaways in Orlando, Florida | 905 |
| Orwin Manor Golf Rental Cottages and Golf Getaways in Orlando, Florida | 887 |
