333+ Golf Villas, Golf Cabins, Golf Hotels, Golf Resort Rentals, and other Private Golf Retreats in Winter Garden |
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Explore Winter Garden Golf Retreats

About Winter Garden Vacation Rentals

Explore over 333 golf accommodation rentals in Winter Garden. 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 Garden.

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 Garden. 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 Garden offer approximately 679.22 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 Garden typically ranges around US $250.

StayAndPlay offers a secure and convenient platform to compare and book the best golf retreats in Winter Garden. 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 Winter Garden

Type Count
Vacation Homes 77
Holiday Apartments 54
Villas 50
Cottages 7
B&B 2
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Winter Garden

★ 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 Garden.

Weather in Winter Garden, FL

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

December - February
High 79°F       Low 53°F
March - May
High 91°F       Low 57°F
June - August
High 92°F       Low 71°F
September - November
High 90°F       Low 60°F

Activities Winter Garden Guest Reviews Local Attractions

StayAndPlay offers a diverse selection of the top golf villas, golf hotels, and other golf retreats around the world. Winter Garden Guest Reviews Find the Best Golf Experiences & Activities for Your Golf Trip


Orange Lake Golf
Orange County National Golf Club
Disney's Magnolia Golf Course
Resurrection Catholic Church
Disney's Palm Golf Course
West Orange Trail
Winter Garden Art Association
Disney's Oak Trail Golf Course
Winter Garden Heritage Museum
Surfari Water Park
West Orange Country Club
Carter Family Bowl
Oakland Nature Preserve
Garden Theatre
Central Florida Railroad Museum
AdventHealth Winter Garden
Walt Disney World® area
Walt Disney World® Resort
Lake Louisa State Park
Lake Butler

Find Nearby Cabin Rentals in these Cities & Neighborhoods


Orange Lake Golf 17,220 Properties
Vista del Lago 14,034 Properties
Surfari Water Park 11,843 Properties
Disney's Palm Golf Course 252 Properties
West Orange Country Club 234 Properties
Disney's Magnolia Golf Course 219 Properties
Disney's Oak Trail Golf Course 219 Properties
Resurrection Catholic Church 121 Properties
Orange Lake 117 Properties
Carter Family Bowl 110 Properties
AdventHealth Winter Garden 106 Properties
Oakland 79 Properties

Frequently Asked Questions About Winter Garden?

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

Looking for a place to stay in Winter Garden? 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 Winter Garden?

Find exceptional golf retreats with private pools near Winter Garden 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 Winter Garden for family stays?

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

How many StayAndPlay golf vacation rentals are available in Winter Garden?

StayAndPlay, as of 2025, features over 333 unique golf villas, golf hotels, golf resorts, and more in Winter Garden. Choose from eco-friendly golf accommodations, golf hotels and golf resorts, with new options added frequently.

By 2025, StayAndPlay has curated over 333 stunning properties in Winter Garden, sourced from trusted platforms. Plan your next golf trip now.

For 2025, StayAndPlay provides access to over 333 premier golf accommodations in Winter Garden. Find your ideal golf-retreat and play your best game with StayAndPlay.

Nearby Neighborhood (6) 
Neighborhood Property Count
West Kissimmee Golf Rental Cottages and Golf Getaways in Orlando, Florida 16647
Bay Lake Golf Rental Cottages and Golf Getaways in Orlando, Florida 1040
Orange Lake Golf Rental Cottages and Golf Getaways in Orlando, Florida 117
Oakland Golf Rental Cottages and Golf Getaways in Orlando, Florida 79
Vista del Lago Golf Rental Cottages and Golf Getaways in Orlando, Florida 14034
Killarney Golf Rental Cottages and Golf Getaways in Orlando, Florida 32

People Also Ask

There are 11 hotels in Winter Garden 90 resorts, and 182 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Winter Garden