
Winter Park Station holiday lettings
We found 6,683 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:25 Jul - 1 Aug
Image gallery for Lakefront Home Where You Can Retreat And Relax

9.89.8 out of 10 rating
Exceptional
(18 reviews)
Lakefront Home Where You Can Retreat And Relax
Longwood, FL
7% off
Price is £1,423
£1,423
£203 per night
includes taxes & fees
Image gallery for Summer Kitchen, Pvt Pool & Themed Bedrooms, on Int. Drive near Universal Studios

9.69.6 out of 10 rating
Exceptional
(10 reviews)
Summer Kitchen, Pvt Pool & Themed Bedrooms, on Int. Drive near Universal Studios
Orlando, FL
6% off
Price is £3,849
£3,849
£550 per night
includes taxes & fees
Image gallery for Vista Cay resort Orlando~Newly renovated~3/3.5 Townhouse~sleeps 10!

9.49.4 out of 10 rating
Exceptional
(110 reviews)
Vista Cay resort Orlando~Newly renovated~3/3.5 Townhouse~sleeps 10!
Orlando, FL
7% off
Price is £1,194
£1,194
£171 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
(71 reviews)
Vista Cay Resort Executive 3BR Condo Near Occc, Sea World, Universal, Int'l Dr.
Orlando, FL
7% off
Price is £1,794
£1,794
£256 per night
includes taxes & fees
Image gallery for Vista Cay Resort, 3 Bedroom Standard Apartment near Universal, Convention Center

9.69.6 out of 10 rating
Exceptional
(70 reviews)
Vista Cay Resort, 3 Bedroom Standard Apartment near Universal, Convention Center
Orlando, FL
7% off
Price is £1,520
£1,520
£217 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
7% off
Price is £1,640
£1,640
£234 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
7% off
Price is £1,888
£1,888
£270 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
(12 reviews)
Relaxing four bed room getaway built for long stays
Orlando, FL
7% off
Price is £1,358
£1,358
£194 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
(89 reviews)
This is an ideal home for families and convention travelers visiting Orlando
Orlando, FL
7% off
Price is £1,888
£1,888
£270 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
(113 reviews)
Resort Like Private Pool Waterfront Retreat 4/2 Home in Orlando Weekly discounts
Orlando, FL
7% off
Price is £1,379
£1,379
£197 per night
includes taxes & fees
Image gallery for Orlando Happy Guest House by Universal Studios

1010 out of 10 rating
Exceptional
(7 reviews)
Orlando Happy Guest House by Universal Studios
Orlando, FL
8% off
Price is £922
£922
£132 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
(96 reviews)
There's space for everyone in this gorgeous 3-Story Townhome near the theme park
Orlando, FL
7% off
Price is £1,888
£1,888
£270 per night
includes taxes & fees
Image gallery for Special Discount Spacious 3BR in Vista Cay Isles near Universal & Disney World

9.49.4 out of 10 rating
Exceptional
(36 reviews)
Special Discount Spacious 3BR in Vista Cay Isles near Universal & Disney World
Orlando, FL
7% off
Price is £1,651
£1,651
£236 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 £2,298
£2,298
£328 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
7% off
Price is £1,262
£1,262
£180 per night
includes taxes & fees
Image gallery for Luxury 3-Bed Condo in Storey Lake Resort - 3131

9.49.4 out of 10 rating
Exceptional
(12 reviews)
Luxury 3-Bed Condo in Storey Lake Resort - 3131
Kissimmee, FL
6% off
Price is £1,297
£1,297
£185 per night
includes taxes & fees
Image gallery for Lake Lucy Waterfront Home with BBQ & Jon Boat

9.89.8 out of 10 rating
Exceptional
(7 reviews)
Lake Lucy Waterfront Home with BBQ & Jon Boat
Orlando, FL
15% off
Price is £1,270
£1,270
£181 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 £933
£933
£133 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
7% off
Price is £1,888
£1,888
£270 per night
includes taxes & fees
Image gallery for Orlando Convention Center / Universal 3BR/3.5BA Vista Cay Town Home & Garage

9.69.6 out of 10 rating
Exceptional
(96 reviews)
Orlando Convention Center / Universal 3BR/3.5BA Vista Cay Town Home & Garage
Orlando, FL
7% off
Price is £1,374
£1,374
£196 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
(35 reviews)
Newly renovated Condo close to main attractions. 8 minutes from Epic Universe !
Orlando, FL
8% off
Price is £1,078
£1,078
£154 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
(237 reviews)
PAY LATER!! Luxurious, Relaxing, Renovated, Gorgeous, LakeView, Disney 1 Mile
Orlando, FL
7% off
Price is £856
£856
£122 per night
includes taxes & fees
Image gallery for Shadow Bay Luxe Home with a Private Screened Pool near Universal Studios.

1010 out of 10 rating
Exceptional
(7 reviews)
Shadow Bay Luxe Home with a Private Screened Pool near Universal Studios.
Orlando, FL
6% off
Price is £2,820
£2,820
£403 per night
includes taxes & fees
Image gallery for VISTA CAY RESORT, 2 BEDROOM STANDARD APARTMENT NEAR UNIVERSAL, CONVENTION CENTER

9.89.8 out of 10 rating
Exceptional
(67 reviews)
VISTA CAY RESORT, 2 BEDROOM STANDARD APARTMENT NEAR UNIVERSAL, CONVENTION CENTER
Orlando, FL
7% off
Price is £1,408
£1,408
£201 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
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)
Gorgeous Private Pool/Spa, Gated Resort, near Disney, Amenities for all
Sleeps 15 · 6 bedrooms · 5+ bathrooms
9.29.2 out of 10
Wonderfulwonderful
56 reviews(56 reviews)
THE BEST LOCATION IN ORLANDO LAKEFRONT VILLA
Sleeps 5 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
62 reviews(62 reviews)
Walk to Epic Universe and OCCC from this Condo
Sleeps 9 · 3 bedrooms · 2 bathrooms
⛲️Walk to Lake Eola & restaurants
Sleeps 4 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
16 reviews(16 reviews)
Pet-Friendly, Close to Orlando Premium Outlets
Sleeps 8 · 2 bedrooms · 1 bathroom
Top rated rentals - Winter Park Station
Lovely stay
1010 out of 10
Exceptionalexceptional
51 reviews(51 reviews)
Amazing villa and location
1010 out of 10
Exceptionalexceptional
41 reviews(41 reviews)
- 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, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value