810 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Cabins
Chalets
Condos
Hotels
Homes
Lodges
Studios
Townhomes
Villas
Barns
Bungalows
Castles
Cottages
Estates
Farmhouses
Boats
Yachts

Booking Options

Location Type

Even More Filters

Features

Managed By

810 Results
Cancel Clear Filters Apply Filters
Welcome to the new VacationRentals.com! Use the new filters and search options to find your next vacation rental.

Winter Park Area Vacation Rentals(810)

810 Results
2 - 7 night minimum stay
(12)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night minimum stay
(15)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
4 - 7 night minimum stay
(39)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
2 - 4 night minimum stay
(30)
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
2 - 5 night minimum stay
(12)
  • 4 BR,
  • 4 BA,
  • Sleeps 14
2 - 5 night minimum stay
(44)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 4 night minimum stay
(39)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
2 - 5 night minimum stay
(33)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 5 night minimum stay
(13)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 6 night minimum stay
(22)
  • 6 BR,
  • 4 BA,
  • Sleeps 20
3 - 6 night minimum stay
(16)
  • 5 BR,
  • 3 BA,
  • Sleeps 19
2 - 5 night minimum stay
(19)
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 20
2 - 4 night minimum stay
(27)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 7 night minimum stay
(25)
  • 3 BR,
  • 4 BA,
  • Sleeps 12
2 - 5 night minimum stay
(23)
  • 4 BR,
  • 3 BA,
  • Sleeps 20
2 - 6 night minimum stay
(6)
  • 4 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 20
3 - 7 night minimum stay
(31)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 3 night minimum stay
(9)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
2 - 5 night minimum stay
(23)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 - 6 night minimum stay
(5)
  • 6 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 24
3 night minimum stay
(6)
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 15
2 - 4 night minimum stay
(4)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 3 night minimum stay
(29)
  • 4 BR,
  • 4 BA,
  • Sleeps 14
Special Offer! Save 50% * No Deposit * Resort Discounts * Free Parking January 8 - April 26
3 - 5 night minimum stay
2 Reviews
  • 3 BR,
  • 3 BA,
  • Sleeps 10
2 night minimum stay
(11)
  • 3 BR,
  • 2 BA,
  • Sleeps 12
Special Offer! Save 50% * No Deposit * Resort Dscounts * Free Parking January 2 - April 26
3 night minimum stay
1 Review
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 13
3 - 5 night minimum stay
(52)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 11
Special Offer! Save Up To 35% * Deposit Waived * Resort Discounts Available January 13 - April 26