Winter Park Vacation Rental Getaways
Featured Properties
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Winter Park
Condo
0 BR/ 1 BA
Sleeps 4
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Winter Park
Condo
4 BR/ 5 BA
Sleeps 13
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Winter Park
Condo
3 BR/ 3 BA
Sleeps 8
| Sort by: | Type | BR/BA/Sleeps | Price |
|---|---|---|---|
Beautifully renovated 1 BR condo at Hi Country Haus in do...Winter ParkThis recently remodeled unit, in Winter Park's Hi Country Haus development, is the perfect choice fo... |
Condo | 1 / 1 / 4 |
$85 -
$240
|
Walk to the slopes from this Founders Point 1 BR w/full k...Winter ParkFounders Point is a newly constructed luxury condominium complex located at the base of Winter Park.... |
Condo | 1 / 1 / 4 |
* Online booking available
$175 -
$175
|
Enjoy Million Dollar Living At This Amazing Townhome at W...Winter ParkDescription: Enjoy the seclusion and quiet of this beautiful mountain home, while being located just... |
Condo | 4 / 5 / 14 |
$375 -
$1350
|
Walk to the slopes from this Founders Point one bedroom.Winter ParkFounders Point is a newly constructed luxury condominium complex located at the base of Winter Park.... |
Condo | 1 / 1 / 4 |
* Online booking available
$175 -
$175
|
Hop out of bed and onto the lifts from this remodelled Ze...Winter ParkDescription: In this Zephyr Mountain Lodge condo, you’re just a hop-skip-and-jump from the lifts and... |
Condo | 1 / 1 / 4 |
$95 -
$395
|
Ski-In/Ski-Out Stop Messing About! Gorgeous 1 bed condo ...Winter ParkDescription: Jump on the lift in minutes from this comfortable one bedroom condo. With all of the am... |
Condo | 1 / 1 / 5 |
$95 -
$395
|
Great downtown Winter Park condo close to shops, shuttle ...Winter ParkDescription: Located in the center of downtown Winter Park, you’re just a short 100 yard walk to res... |
Condo | 2 / 2 / 6 |
$130 -
$360
|
Walk to the slopes from this Founders Point two BR with A...Winter ParkThis top floor unit with cathedral ceilings offers spectacular views of the base area and ski mounta... |
Condo | 2 / 2 / 6 |
* Online booking available
$335 -
$335
|
Only TRUE ski in/ski out in Winter Park; step off your po...Winter ParkDescription: Stay here, and be spoiled by the luxury of skiing from your private back porch straight... |
Condo | 1 / 1 / 4 |
$100 -
$425
|
Upgraded Ski in Ski out two BR at the full service Iron H...Winter ParkA remodeled ground floor unit. This unit also has granite counter tops and is located in J building.... |
Condo | 2 / 3 / 9 |
* Online booking available
$400 -
$400
|
2 bedroom/ 2 bathroom CondominiumWinter Park2 bedroom/ 2 bathroom Condominium Unit Description: Each of our two bedroom/two bathroom condominiu... |
Condo | 2 / 2 / 6 |
* Online booking available
$109 -
$343
|
Nicest one BR at the Iron Horse Resort boasts a recent ta...Winter ParkOur ski-in, ski-out Winter Park condo is one of the largest one-bedroom layouts in the Iron Horse Re... |
Condo | 1 / 1 / 6 |
* Online booking available
$275 -
$275
|
A Rocky Mountain Dream Getaway, Perfect for Large GroupsWinter ParkDescription: Beautiful private home stands in a quiet neighborhood , surrounded by pristine forest.... |
Home | 5 / 5 / 17 |
$460 -
$1275
|
Ski in Ski out slopeside building two BR at the Zypher Mo...Winter ParkThis unit is 40 ft to the elevator. One of the shortest walks to the snow and skiing!!!!! It has s... |
Condo | 2 / 2 / 10 |
* Online booking available
$400 -
$400
|
Modern townhome in quiet downtown Winter Park setting. J...Winter ParkDescription: This rare end-unit town home is surrounded by open space. Enjoy the amenities such as t... |
Condo | 3 / 3 / 8 |
$230 -
$635
|
Walk to the slopes from this Fraser Crossing two bedroom.Winter ParkThis unit has Great slopeside and village views from the balcony. Fraser crossing is a newly constr... |
Condo | 2 / 2 / 6 |
* Online booking available
$335 -
$335
|
Larger, family friendly, 2 BR Zephyr Condo In The Heart O...Winter ParkDescription: This updated ski-in/ski-out condo faces the slopes and is right next to the lifts. Extr... |
Condo | 2 / 2 / 8 |
$190 -
$725
|
Luxurious & convenient mtn getaway condo, just 1/3 mile f...Winter ParkDescription: You’ll feel spoiled with a brand new high-end kitchen, flat screen TV, and spacious liv... |
Condo | 2 / 2 / 6 |
$150 -
$415
|
Very nice 3 BR / 3 BA condo at the new property in the he...Winter ParkVery nice 3 bedroom / 3 bathroom condo at the new property in the heart of Winter Park.Located acros... |
Condo | 3 / 3 / 6 |
* Online booking available
$300 -
$300
|
First-class accommodation & easy access to all that Winte...Winter ParkDescription: This pet friendly one bedroom allows you to relax and enjoy your mountain getaway. Loc... |
Condo | 1 / 1 / 4 |
$95 -
$395
|
Relax in sheer luxury in this Lakota townhome that sits o...Winter ParkLakota 502 is situated just across the highway from Winter Park Ski Resort in an exclusive neighborh... |
Condo | 3 / 3 / 10 |
$280 -
$775
|
Hop, skip & a jump to the lifts from this modern condo at...Winter ParkDescription: This 1,200 square foot condo offers extra sleeping room, cozy mountain décor, and conve... |
Condo | 2 / 2 / 8 |
$170 -
$655
|
Perfectly located studio at WP Resort. Walks out to huge...Winter ParkDescription: Perfect studio for families and couples! You’ll love the flat screen TV, large bathroom... |
Condo | 0 / 1 / 4 |
$80 -
$330
|
Crestview 501Winter ParkCrestview Place 501: A 1,452 sq ft Condominium located in downtown Winter Park offers gorgeous panor... |
Condo | 2 / 3 / 10 |
* Online booking available
$159 -
$398
|
Sundance West 5Winter ParkSundance West #5 is a beautifully decorated 2,200 sq ft, 2 level duplex that is a great place to bri... |
Home | 3 / 3 / 10 |
* Online booking available
$149 -
$479
|
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