Compare Winter Park Villas

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Featured Villas in Winter Park

This villa offers a water park, a gym, and an arcade/game room. This family-friendly villa also has laundry facilities.

Pool

Kitchen

This villa offers a water park, a gym, and an arcade/game room. This family-friendly villa also has laundry facilities.

Pool

Kitchen

This villa offers a water park, a gym, and an arcade/game room. This family-friendly villa also has laundry facilities.

Pool

Kitchen

Ultimate Lakeview Villa with Everything!

This villa offers a water park, a gym, and an arcade/game room. This family-friendly villa also has laundry facilities.

Pool

Kitchen

This villa offers a water park, a gym, and an arcade/game room. This family-friendly villa also has laundry facilities.

Pool

Kitchen

This villa offers a water park, a gym, and an arcade/game room. This family-friendly villa also has laundry facilities.

Pool

Kitchen

At this villa, guests enjoy features like an outdoor pool, a gym, and a hot tub. Other amenities at this family-friendly villa include an arcade/game room, laundry facilities, and local meal delivery service.

Pool

Hot Tub

At Lakes Upscale Villa/Next to Downtown Orlando

$463 nightly

$514 total

Sep 6 - Sep 7

Total with taxes and fees

Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.

Kitchen

Washer

Guests staying at this villa enjoy access to 2 outdoor pools, a children's pool, and 2 hot tubs. There's free parking if you drive. The front desk is staffed 24/7 to help with concierge services, and answer any questions about the accommodations. Additional amenities include free WiFi in public areas, an arcade/game room, and laundry facilities.

Pool

Hot Tub

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Winter Park

Hyatt Regency Orlando International Airport

9300 Jeff Fuqua Boulevard Orlando FL

$199 nightly

$224 total

Sep 29 - Sep 30

Total with taxes and fees

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8800 Vistana Centre Dr Orlando FL

$123 nightly

$139 total

Sep 23 - Sep 24

Total with taxes and fees

9.2/10 Wonderful! (6,643 reviews)

Universal's Cabana Bay Beach Resort

6550 Adventure Way Orlando FL

$150 nightly

$169 total

Sep 7 - Sep 8

Total with taxes and fees

9/10 Wonderful! (7,597 reviews)

Luxury Villas

Book luxury villas in Winter Park
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Winter Park. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Winter Park, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Winter Park
You won’t have a problem finding your own space in Winter Park. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Winter Park on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Winter Park rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Winter Park Villas essential information

Accommodation	1443 Villas
Lowest Price	$139
Highest Price	$514
Popular accommodation	Modern Luxury Villa with Everything, Modern Luxury Villa with Everything, Lakeview Luxury Villa with Everything, Ultimate Lakeview Villa with Everything!, Lakeview Luxury Villa with Everything!, Lakeview Luxury Villa with Everything, Beautiful Home, 6-Bdrms, 5-Baths, Very Near Disney, Private Pool and Spa, At Lakes Upscale Villa/Next to Downtown Orlando, Apt Resort 3br, Sleeps 10 Disney 10 min