Winter Park Station holiday homes
We found 6,624 holiday rentals — enter your dates for availability
Take a look at private holiday rentals near Winter Park Station that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the amenities that you need and want for your stay, which might include a fireplace and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Winter Park Station
Showing deals for:15 Aug - 22 Aug
Image gallery for STUNNING 2 BEDROOM AT LAKES RESORT NEAR DISNEY UNIVERSAL SEA WORLD
8.88.8 out of 10 rating
Excellent
(125 reviews)
STUNNING 2 BEDROOM AT LAKES RESORT NEAR DISNEY UNIVERSAL SEA WORLD
Orlando, FL
8% off
Price is NZ$2,607
NZ$2,607
NZ$372 per night
includes taxes & fees
Image gallery for 2br 2ba Villa Resort with Water Park & Splash Pad close to Disney
1010 out of 10 rating
Exceptional
(8 reviews)
2br 2ba Villa Resort with Water Park & Splash Pad close to Disney
Orlando, FL
8% off
Price is NZ$3,189
NZ$3,189
NZ$456 per night
includes taxes & fees
Image gallery for Luxury, Lakeview away from it all...
9.89.8 out of 10 rating
Exceptional
(101 reviews)
Luxury, Lakeview away from it all...
Orlando, FL
8% off
Price is NZ$1,713
NZ$1,713
NZ$245 per night
includes taxes & fees
Image gallery for Resort Like Private Pool Waterfront Retreat 4/2 Home in Orlando Weekly discounts
1010 out of 10 rating
Exceptional
(115 reviews)
Resort Like Private Pool Waterfront Retreat 4/2 Home in Orlando Weekly discounts
Orlando, FL
7% off
Price is NZ$3,019
NZ$3,019
NZ$431 per night
includes taxes & fees
Image gallery for Vacation like the movie star you are in this luxury condo at Vista Cay!
1010 out of 10 rating
Exceptional
(77 reviews)
Vacation like the movie star you are in this luxury condo at Vista Cay!
Orlando, FL
8% off
Price is NZ$4,239
NZ$4,239
NZ$606 per night
includes taxes & fees
Image gallery for Summer Kitchen, Pvt Pool & Themed Bedrooms, on Int. Drive near Universal Studios
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Summer Kitchen, Pvt Pool & Themed Bedrooms, on Int. Drive near Universal Studios
Orlando, FL
6% off
Price is NZ$6,369
NZ$6,369
NZ$910 per night
includes taxes & fees
Image gallery for King bd / Charming 2 story cottage w/ Private Yard
1010 out of 10 rating
Exceptional
(14 reviews)
King bd / Charming 2 story cottage w/ Private Yard
Orlando, FL
11% off
Price is NZ$4,650
NZ$4,650
NZ$664 per night
includes taxes & fees
Image gallery for Orlando Happy Guest House by Universal Studios
1010 out of 10 rating
Exceptional
(8 reviews)
Orlando Happy Guest House by Universal Studios
Orlando, FL
8% off
Price is NZ$2,022
NZ$2,022
NZ$289 per night
includes taxes & fees
Image gallery for Relaxing four bed room getaway built for long stays
9.49.4 out of 10 rating
Exceptional
(13 reviews)
Relaxing four bed room getaway built for long stays
Orlando, FL
7% off
Price is NZ$2,714
NZ$2,714
NZ$388 per night
includes taxes & fees
Image gallery for Tranquility Oasis Corporate Housing, Vacation Stay
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Tranquility Oasis Corporate Housing, Vacation Stay
Orlando, FL
7% off
Price is NZ$1,966
NZ$1,966
NZ$281 per night
includes taxes & fees
Image gallery for Vista Cay Resort Executive 3BR Condo Near Occc, Sea World, Universal, Int'l Dr.
1010 out of 10 rating
Exceptional
(72 reviews)
Vista Cay Resort Executive 3BR Condo Near Occc, Sea World, Universal, Int'l Dr.
Orlando, FL
8% off
Price is NZ$3,840
NZ$3,840
NZ$549 per night
includes taxes & fees
Image gallery for Orlando Vacation Condo - 3bed/2bath
9.69.6 out of 10 rating
Exceptional
(20 reviews)
Orlando Vacation Condo - 3bed/2bath
Orlando, FL
8% off
Price is NZ$2,736
NZ$2,736
NZ$391 per night
includes taxes & fees
Image gallery for This is an ideal home for families and convention travelers visiting Orlando
1010 out of 10 rating
Exceptional
(91 reviews)
This is an ideal home for families and convention travelers visiting Orlando
Orlando, FL
8% off
Price is NZ$4,239
NZ$4,239
NZ$606 per night
includes taxes & fees
Image gallery for The comfort & luxury of this unit makes it the ideal stay in Orlando!
1010 out of 10 rating
Exceptional
(59 reviews)
The comfort & luxury of this unit makes it the ideal stay in Orlando!
Orlando, FL
8% off
Price is NZ$4,239
NZ$4,239
NZ$606 per night
includes taxes & fees
Image gallery for 3Bedroom Townhouse Vista Cay, Next to OC Convention Center, Close to Attractions
9.49.4 out of 10 rating
Exceptional
(53 reviews)
3Bedroom Townhouse Vista Cay, Next to OC Convention Center, Close to Attractions
Orlando, FL
8% off
Price is NZ$3,582
NZ$3,582
NZ$512 per night
includes taxes & fees
Image gallery for Disney Condo-Beautiful Lake views from XL Balcony
9.69.6 out of 10 rating
Exceptional
(29 reviews)
Disney Condo-Beautiful Lake views from XL Balcony
Orlando, FL
7% off
Price is NZ$1,918
NZ$1,918
NZ$274 per night
includes taxes & fees
Image gallery for #LakeBeachKayaksHotTub
1010 out of 10 rating
Exceptional
(11 reviews)
#LakeBeachKayaksHotTub
Orlando, FL
8% off
Price is NZ$5,713
NZ$5,713
NZ$816 per night
includes taxes & fees
Image gallery for Newly renovated Condo close to main attractions. 8 minutes from Epic Universe !
9.89.8 out of 10 rating
Exceptional
(36 reviews)
Newly renovated Condo close to main attractions. 8 minutes from Epic Universe !
Orlando, FL
8% off
Price is NZ$2,356
NZ$2,356
NZ$337 per night
includes taxes & fees
Image gallery for Lakefront Artist's Studio- Isolate in Luxury!
9.69.6 out of 10 rating
Exceptional
(56 reviews)
Lakefront Artist's Studio- Isolate in Luxury!
Orlando, FL
8% off
Price is NZ$2,164
NZ$2,164
NZ$309 per night
includes taxes & fees
Image gallery for PAY LATER!! Luxurious, Relaxing, Renovated, Gorgeous, LakeView, Disney 1 Mile
9.49.4 out of 10 rating
Exceptional
(238 reviews)
PAY LATER!! Luxurious, Relaxing, Renovated, Gorgeous, LakeView, Disney 1 Mile
Orlando, FL
7% off
Price is NZ$1,887
NZ$1,887
NZ$270 per night
includes taxes & fees
Image gallery for *Travel Themed Property with Backyard Oasis*
9.89.8 out of 10 rating
Exceptional
(25 reviews)
*Travel Themed Property with Backyard Oasis*
Maitland, Florida
12% off
Price is NZ$5,471
NZ$5,471
NZ$782 per night
includes taxes & fees
Image gallery for There's space for everyone in this gorgeous 3-Story Townhome near the theme park
9.89.8 out of 10 rating
Exceptional
(97 reviews)
There's space for everyone in this gorgeous 3-Story Townhome near the theme park
Orlando, FL
8% off
Price is NZ$4,239
NZ$4,239
NZ$606 per night
includes taxes & fees
Image gallery for This Charming House with an outdoor pool, 3 bedrooms, 2 full baths.
1010 out of 10 rating
Exceptional
(6 reviews)
This Charming House with an outdoor pool, 3 bedrooms, 2 full baths.
Longwood, FL
8% off
Price is NZ$3,325
NZ$3,325
NZ$475 per night
includes taxes & fees
Image gallery for Luxurious resort-style home with a Heated Pool on .34 acres!
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Luxurious resort-style home with a Heated Pool on .34 acres!
Apopka, FL
5% off
Price is NZ$5,112
NZ$5,112
NZ$730 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Winter Park Station
Showing deals for: 13 Aug - 16 Aug
Charming Winter Park Fully Furnished & Pet Friendly Farmhouse Bungalow
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
88 reviews(88 reviews)
The current price is NZ$1,049
NZ$1,049
for 3 nights, 1 home
NZ$350 per night
includes taxes & fees
Family Friendly home with Fenced in Backyard to enjoy with kids & pets
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
140 reviews(140 reviews)
The current price is NZ$1,252
NZ$1,252
for 3 nights, 1 home
NZ$417 per night
includes taxes & fees
Cozy home close to everything
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
The current price is NZ$1,135
NZ$1,135
for 3 nights, 1 villa
NZ$378 per night
includes taxes & fees
Renovated Peaceful Luxury Walk to Mall Park Publix
Sleeps 4 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
The current price is NZ$759
NZ$759
for 3 nights, 1 home
NZ$253 per night
includes taxes & fees
A comfortable home close to the city, yet tucked away from the noise.
Sleeps 7 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
The current price is NZ$1,196
NZ$1,196
for 3 nights, 1 home
NZ$399 per night
includes taxes & fees
LOVE NEST--NEWLY RENOVATED Sleeps 7--CLOSE TO DOWNTOWN, AIRPORT & ATTRACTIONS
Sleeps 7 · 4 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
7 reviews(7 reviews)
The current price is NZ$1,626
NZ$1,626
for 3 nights, 1 home
NZ$542 per night
includes taxes & fees
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value