Book Villas in Winter Park, FL

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Villas in Winter Park

Modern Luxury Villa with Everything

Modern Luxury Villa with Everything

Get rates
A water park and a gym are featured at this smoke-free villa.
Lakeview Luxury Villa with Everything

Lakeview Luxury Villa with Everything

Get rates
A water park and a gym are featured at this smoke-free villa.
Modern Luxury Villa with Everything

Modern Luxury Villa with Everything

Get rates
A water park and a gym are featured at this smoke-free villa.
Ultimate Lakeview Villa with Everything!

Ultimate Lakeview Villa with Everything!

Get rates
A water park and a gym are featured at this smoke-free villa. WiFi in public areas is free.
Ultimate Lakeview Villa with Everything!

Ultimate Lakeview Villa with Everything!

Get rates
A water park and a gym are featured at this smoke-free villa.
Perfect family two story Villa 8 near SeaWorld

Perfect family two story Villa 8 near SeaWorld

Get rates
A water park and an outdoor pool are featured at this smoke-free villa. Enjoy the gym and conveniences like a garden and barbecue grills.
Lakeview Luxury Villa with Everything!

Lakeview Luxury Villa with Everything!

Get rates
A water park and a gym are featured at this smoke-free villa.
Location! Pool/spa, lakefront, arcade games, themed kids rooms,porch

Location! Pool/spa, lakefront, arcade games, themed kids rooms,porch

Get rates
A water park and an outdoor pool are featured at this smoke-free villa. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. A gym, a spa tub, and a garden are also on offer.
Orlando Lakes Resort Studio Villa

Orlando Lakes Resort Studio Villa

3 out of 5
9500 Turkey Lake Rd, Orlando, FL
The price is $260 per night
$260
per night
May 4 - May 5
This villa doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area, laundry facilities, and barbecue grills are also on offer.
Majestic Dreams

Majestic Dreams

4 out of 5
4845 Tidecrest Avenue #145, Orlando, FL
Get rates
This villa features an outdoor pool and a gym. There's fun for all ages with a playground and an arcade/game room. Take advantage of the free self parking.
BRAND NEW MAY 2022/Themed Rooms/Pool&Spa/Free transport to Disney/Wife/Theatre

BRAND NEW MAY 2022/Themed Rooms/Pool&Spa/Free transport to Disney/Wife/Theatre

Get rates
A garden is available at this villa.
Terrific Disney Getaway

Terrific Disney Getaway

Get rates
A water park and a spa tub are featured at this smoke-free villa.
Don't see what you're looking for?
See all available properties in Winter Park
View all properties
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.

Top hotels in Winter Park

Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel

Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel

14500 Continental Gateway, Orlando, FL
The price is $84 per night from Apr 28 to Apr 29
$84
per night
Apr 28 - Apr 29
6.4/10 (5,183 reviews)

Winter Park Villas essential information

Accommodation
996 Villas
Lowest Price
$84
Highest Price
$260
Popular accommodation
Modern Luxury Villa with Everything, Lakeview Luxury Villa with Everything, Modern Luxury Villa with Everything, Ultimate Lakeview Villa with Everything!, Ultimate Lakeview Villa with Everything!, Perfect family two story Villa 8 near SeaWorld, Lakeview Luxury Villa with Everything!, Location! Pool/spa, lakefront, arcade games, themed kids rooms,porch, Orlando Lakes Resort Studio Villa, Majestic Dreams, BRAND NEW MAY 2022/Themed Rooms/Pool&Spa/Free transport to Disney/Wife/Theatre, Terrific Disney Getaway

Explore more Villas

Popular accommodation searches

More places to stay in Winter Park