Winter Park vacation rentals

We've picked 189 great vacation rentals in Winter Park for you. If you wish to explore the city's popular places, stay near Fraser River Trail. Enter your dates and we will look for a short term vacation home, where you can relax after discovering Winter Park.
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Handpicked vacation rentals in Winter Park

An high-end apartment is a nice option during your vacation if you long for comfort and independence. Value-for-money apartments, condos, townhouses in Winter Park are all hand-picked and sorted for you on booked.net. Check out available accommodations and instantly book your best one!
The Viking Lodge And Ski Shop photos Exterior
7.8
Very goodBased onreviews
72
The Viking Lodge And Ski Shop
78966 Main Street, Winter Park
from US$  101
Hideaway Village photos Exterior
59
Hideaway Village
78415 Us Highway 40, Winter Park
from US$  281
Hi Country Haus photos Exterior
7.2
Very goodBased onreviews
75
Hi Country Haus
78415 U S Hwy 40, Winter Park
from US$  272
Fraser Crossing And Founders Pointe photos Exterior
69
Fraser Crossing And Founders Pointe
670 Winter Park Drive, Winter Park
from US$  172
Ski In Ski Out Luxury Condo #4475 - Free Activities Daily & Wifi, Pool Sized Hot Tub photos Exterior
14
Ski In Ski Out Luxury Condo #4475 - Free Activities Daily & Wifi, Pool Sized Hot Tub
670 Winter Park Drive, Winter Park
from US$  149
Divide View Townhome photos Exterior
28
Divide View Townhome
, Winter Park
from US$  144
Iron Horse Building D Unit 5054 photos Exterior
26
Iron Horse Building D Unit 5054
, Winter Park
from US$  216
Fraser Crossing Unit 3618 photos Exterior
24
Fraser Crossing Unit 3618
670 Winter Park Dr, Winter Park
from US$  200
Hi Country Haus Unit 705 photos Exterior
33
Hi Country Haus Unit 705
, Winter Park
from US$  208
Timber Run Vista Unit 207 photos Exterior
20
Timber Run Vista Unit 207
, Winter Park
from US$  195

Exclusive luxury places to stay in Winter Park

Staying in one of luxury vacation homes you will definitely like magical vibes of Winter Park. Not just another boring vacation, but a fantastic adventure awaits you. We will help you find the most splendid accommodation in Winter Park.
Downtown Luxury Villa #268 Near Resort With Rooftop Hot Tub - Free Activities Daily, Wifi & Shuttle photos Exterior
33
Downtown Luxury Villa #268 Near Resort With Rooftop Hot Tub - Free Activities Daily, Wifi & Shuttle
, Winter Park
from US$  322
D4084 Iron Horse Condo photos Exterior
10
D4084 Iron Horse Condo
, Winter Park
from US$  294
Iron Horse Building C Unit 1083 photos Exterior
28
Iron Horse Building C Unit 1083
, Winter Park
from US$  293
211 Sawyer photos Exterior
25
211 Sawyer
, Winter Park
from US$  270
Hi Country Haus - 1018 Condo photos Exterior
21
Hi Country Haus - 1018 Condo
432 High Country Dr., Winter Park
from US$  244
Hi Country Haus Unit 1515 photos Exterior
23
Hi Country Haus Unit 1515
, Winter Park
from US$  241
Iron Horse Building D Unit 4104 photos Exterior
35
Iron Horse Building D Unit 4104
, Winter Park
from US$  230
Iron Horse Building C Unit 1023 photos Exterior
38
Iron Horse Building C Unit 1023
, Winter Park
from US$  230
Ski Dream Studio photos Exterior
20
Ski Dream Studio
, Winter Park
from US$  209
Downtown Luxury Loft #14 Near Resort With Huge Hot Tub - Free Activities Daily, Wifi & Shuttle photos Exterior
24
Downtown Luxury Loft #14 Near Resort With Huge Hot Tub - Free Activities Daily, Wifi & Shuttle
, Winter Park
from US$  199

High graded cheap vacation homes in Winter Park

How about getting same value for less money? There are nice vacation rentals in Winter Park which won't cost a fortune. We scrutinize the available accommodation options in United States to make a list of the most suitable vacation rentals in Winter Park to meet your financial expectation. Go look through!
Downtown Luxury Loft #6 Near Resort With Huge Hot Tub - Free Activities Daily, Wifi & Shuttle photos Exterior
26
Downtown Luxury Loft #6 Near Resort With Huge Hot Tub - Free Activities Daily, Wifi & Shuttle
, Winter Park
from US$  199
Pine Tree Plaza photos Exterior
19
Pine Tree Plaza
, Winter Park
from US$  162
Great Mountain Escape photos Exterior
30
Great Mountain Escape
, Winter Park
from US$  157
Downtown Luxury Loft #18 Near Resort With Huge Hot Tub - Free Activities Daily, Wifi & Shuttle photos Exterior
26
Downtown Luxury Loft #18 Near Resort With Huge Hot Tub - Free Activities Daily, Wifi & Shuttle
, Winter Park
from US$  152
Hi Country Haus Unit 611 photos Exterior
24
Hi Country Haus Unit 611
, Winter Park
from US$  142
Braidwood Condominium photos Exterior
37
Braidwood Condominium
377 Lions Gate Dr, Winter Park
from US$  127
Hideaway Village Columbine 3 photos Exterior
19
Hideaway Village Columbine 3
, Winter Park
from US$  126
2 Bed 2 Bath Vacation Home In Winter Park photos Exterior
28
2 Bed 2 Bath Vacation Home In Winter Park
, Winter Park
from US$  118
Fit For A King photos Exterior
34
Fit For A King
, Winter Park
from US$  99
Iron Horse Studio photos Exterior
30
Iron Horse Studio
, Winter Park
from US$  95
SHOW ALL 282 VACATION RENTALS IN Winter Park

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