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
Kissimmee FL
A gym is featured at this villa, along with laundry facilities.
Pool
Kitchen

Modern Luxury Villa with Everything
Kissimmee FL
A water park and a gym are featured at this smoke-free villa. Families will appreciate the arcade/game room and onsite laundry facilities.
Pool
Kitchen

Ultimate Lakeview Villa with Everything!
Kissimmee FL
A gym is featured at this villa, along with laundry facilities.

Lakeview Luxury Villa with Everything!
Kissimmee FL
A gym is featured at this villa, along with laundry facilities.
Pool
Kitchen

Ultimate Lakeview Villa with Everything!
Kissimmee FL
A gym is featured at this villa, along with free WiFi in public areas and laundry facilities.

Ask about Early Check in! Master Bedroom on Main Floor. 10 Min Away from Disney
Kissimmee FL
This villa features a gym and a hot tub. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Laundry facilities are provided for your convenience.
Pool
Hot Tub

Lakeview Luxury Villa with Everything
Kissimmee FL
A gym is featured at this villa, along with laundry facilities.

Lakeview Luxury Villa with Everything
Kissimmee FL
A water park and a gym are featured at this smoke-free villa. Families will appreciate the arcade/game room and onsite laundry facilities.
Pool
Kitchen

✪ Special Discount- Magical Disney Villa Star Wars Game room/Pool/Theatre ✪
Kissimmee FL
$1,123 nightly
The price is $1,220 total per night
$1,220 total
Jun 14 - Jun 15
Total with taxes and fees
A water park and a hot tub are featured at this villa. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the gym and conveniences like a garden and laundry facilities.
Pool
Hot Tub

6277SK-New Brand-12bed/11.5bath-Private Pool&SPA
Orlando FL
This villa features a gym and a hot tub. Laundry facilities and barbecue grills are also provided.
Pool
Hot Tub

EV_2619 - 10 Bed 8 Bath Villa with Screened-In Pool, Games Room, Custom Kids Bed
Kissimmee FL
This villa features a water park, laundry facilities, and barbecue grills.
Pool
Kitchen
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

Hyatt Regency Orlando International Airport
9300 Jeff Fuqua Boulevard Orlando FL
$205 nightly
The price is $231 total per night from May 25 to May 26
$231 total
May 25 - May 26
Total with taxes and fees
9.4/10 Exceptional! (4,155 reviews)
Winter Park Villas essential information
Accommodation | 1648 Villas |
|---|---|
Lowest Price | $100 |
Highest Price | $1,220 |
Popular accommodation | Modern Luxury Villa with Everything, Modern Luxury Villa with Everything, Ultimate Lakeview Villa with Everything!, Lakeview Luxury Villa with Everything!, Ultimate Lakeview Villa with Everything!, Ask about Early Check in! Master Bedroom on Main Floor. 10 Min Away from Disney, Lakeview Luxury Villa with Everything, Lakeview Luxury Villa with Everything, ✪ Special Discount- Magical Disney Villa Star Wars Game room/Pool/Theatre ✪, 6277SK-New Brand-12bed/11.5bath-Private Pool&SPA, EV_2619 - 10 Bed 8 Bath Villa with Screened-In Pool, Games Room, Custom Kids Bed, 13BR Resort Villa, Sleeps 30, Pool, Near Disney |
More ways to wander Winter Park
Explore More Ways to Travel with Travelocity
- Hotels near Albin Polasek Museum and Sculpture Gardens
- Hotels near Morse Museum of American Art
- Hotels near Winter Park History Museum
- Hotels near Lee Road Shopping Center
- Downtown Orlando Hotels
- Farmstay in Maitland
- B&B in Maitland
- Cabins in Maitland
- Condo Resorts in Maitland
- Condos in Maitland
- Cottages in Maitland
- Extended Stay Hotels in Maitland
- Guest Houses in Maitland
- Hostels in Maitland
- Maitland Hotels
- Houseboats in Maitland
- Lodges in Maitland
- Motels in Maitland
- Vacation Homes in Maitland
- Rv Parks in Maitland
- Resorts in Maitland
- Villas in Maitland
- Hotels near Casa Feliz Historic Home Museum
- Hotels near Harry P. Leu Gardens
- Hotels near Lake Rose
- Cottages in Black Jack Island
- Rv Parks in Black Jack Island
- Farmstay in Eatonville
- B&B in Eatonville
- Condos in Eatonville
- Cottages in Eatonville
- Extended Stay Hotels in Eatonville
- Guest Houses in Eatonville
- Motels in Eatonville
- Rv Parks in Eatonville
- Resorts in Eatonville
- Villas in Eatonville
- Apartments in Parrish
- B&B in Parrish
- Cabins in Parrish
- Condos in Parrish
- Cottages in Parrish
- Extended Stay Hotels in Parrish
- Guest Houses in Parrish
- Motels in Parrish
- Rv Parks in Parrish
- Villas in Parrish
- Apartments in Pinellas Park
- Holiday Park Resorts in Pinellas Park
- Hostels in Pinellas Park
- Inns in Pinellas Park
- Motels in Pinellas Park
- Vacation Homes in Pinellas Park
- Resorts in Pinellas Park
- Villas in Pinellas Park
- B&B in Polk City
- Cabins in Polk City
- Extended Stay Hotels in Polk City
- Vacation Homes in Polk City
- Hotels near Lake Lily Park
- Hotels near Winter Park Village
- Hotels near Lake Virginia
- Hotels near Full Sail University
- Hotels near Lake Maitland Terrace Marina
- Hotels near Barker Stadium
- Hotels near Orlando Intl.
- Aloma Hotels
- Hotels near Kraft Azalea Gardens
- Condos in Orlando
- Extended Stay Hotels in Orlando
- All Inclusive Resorts & in Orlando
- Kid Friendly Hotels in Orlando
- Hotels with Free Airport Shuttle in Orlando
- Walt Disney World Resort in Orlando
- Orlando Hotels
- Vacation Homes in Orlando
- Villas in Orlando
- Hotels near Rollins College
- Hotels near Enzian Theater
- Hotels near Village Plaza Shopping Center
- Hotels near The Center of Winter Park Shopping Center
- Hotels near Crealde School of Art
- Jetblue Airways Boston (BOS) to Orlando (MCO) flights
- Flights from Atlanta (ATL) to Orlando (MCO)
- Flights from Baltimore (BWI) to Orlando (MCO)
- Flights from Dallas (DFW) to Orlando (MCO)
- Flights from Detroit (DTW) to Orlando (MCO)
- Flights from Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
- Flights from New York (JFK) to Orlando (MCO)
- Flights from Los Angeles (LAX) to Orlando (MCO)
- Flights from Chicago (ORD) to Orlando (MCO)
- Flights from Philadelphia (PHL) to Orlando (MCO)
- Flights to Orlando
- Flights to Florida






