Winter Park House Rentals
List your property
Owner log in
Check-in
— / — / —
Check-out
— / — / —
Guests
0+ rooms, 2+ guests
Distance from
1 km
Price per night
AU$0
AU$1,000+
Suitability
Show more
Bathrooms
Any
Amenities
Show more
Property type
Show more
Distinctive Features
Show more
Neighbourhood
22 rentals in Winter Park.
Sort by:
Tripadvisor Sort
Family home with flexible schedule
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Just Like Home... With A Pool!
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Stroll to Park Avenue from Vintage Lake-View House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Beautiful Retreat in the Heart of Winter Park - Office, Patio, Hammock & More!
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Charming Winter Park Fully Furnished & Pet Friendly Farmhouse Bungalow
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Winter Park charm. Close to Park Ave
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Casa Winter Park
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
2br - 1000ft2 - Winter Park House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Winter Park-College Park-Orlando-1
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Botanical Gardens - Orlando / Winter Park
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Save time - get the best Winter Park rentals sent straight to your email!
Chic Lakeside Midcentury Modern Retreat
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
The Cottage on Lake Fairview, Orlando.
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
'Lakeside' in old Winter Park (exclusive 32789zip)
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Championsgate 58 - villa with pool, game room and theater room near Disney
8 bedrooms
5 bathrooms
Sleeps 20
Match: Sleeps
More info
Check-in
Check-out
Amazing location- walk to everything
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
☀️ King Condo w/ Sunroom, Lakeside Pool and Waterfront Park
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Lounge on Blue Velvet Couches at a Charming Hideaway
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Winter Park, Florida Luxury Vacation Rental
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Winter Park-College Park-Orlando -2
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Surfs Up Theme - Winter Park/Orlando
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Travel Themed Getaway Orlando / Winter Park
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
SPACIOUS CONDO CLOSE TO UCF, FULL SAIL & ROLLINS
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
1