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!
Red Quill Village photos Exterior
62
Red Quill Village
1 Red Quill Way, Winter Park
from US$  425
Pines Inn photos Exterior
25
Pines Inn
115 Country Rd 716, Winter Park
Byers View photos Exterior
17
Byers View
Byers View, Winter Park
Sundance West photos Exterior
29
Sundance West
5 Sundance Court, Winter Park
Fraser Crossing And Founders Pointe photos Exterior
70
Fraser Crossing And Founders Pointe
670 Winter Park Drive, Winter Park
from US$  242
The Viking Lodge And Ski Shop photos Exterior
7.8
Very goodBased onreviews
36
The Viking Lodge And Ski Shop
78966 Main Street, Winter Park
from US$  67
Hi Country Haus photos Exterior
7.2
Very goodBased onreviews
75
Hi Country Haus
78415 U S Hwy 40, Winter Park
from US$  307
Hideaway Village photos Exterior
59
Hideaway Village
78415 Us Highway 40, Winter Park
from US$  201
Rogers Home At Beaver Village photos Exterior
26
Rogers Home At Beaver Village
50 Village Dr , Winter Park
from US$  372
Iron Horse Resort 3094 Condo photos Exterior
30
Iron Horse Resort 3094 Condo
, Winter Park
from US$  354

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.
Iron Horse Resort 5064 Condo photos Exterior
25
Iron Horse Resort 5064 Condo
, Winter Park
from US$  262
Dreamcatcher South 190 5 Bedroom Townhouse By Redawning photos Exterior
27
Dreamcatcher South 190 5 Bedroom Townhouse By Redawning
190 Dreamcatcher S Winter Park, Winter Park
Timber Lake Way 491 3 Bedroom House photos Exterior
39
Timber Lake Way 491 3 Bedroom House
491 Timber Lake Way, Winter Park
Winter Park Place 15 Condo photos Exterior
25
Winter Park Place 15 Condo
, Winter Park
from US$  636
Red Quill Village 206 Condo photos Exterior
24
Red Quill Village 206 Condo
, Winter Park
from US$  674
Hideaway Village - Lenado 4 Home photos Exterior
14
Hideaway Village - Lenado 4 Home
, Winter Park
from US$  221
Hi Country Haus 21-15 Condo photos Exterior
39
Hi Country Haus 21-15 Condo
, Winter Park
from US$  169
Snowblaze Condominiums C14 photos Exterior
39
Snowblaze Condominiums C14
, Winter Park
from US$  437
Dreamcatcher 9A Home photos Exterior
32
Dreamcatcher 9A Home
, Winter Park
from US$  825
Timber Lake Way 491 Home photos Exterior
28
Timber Lake Way 491 Home
, Winter Park
from US$  606

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!
Snowblaze Condominiums C11 photos Exterior
26
Snowblaze Condominiums C11
, Winter Park
from US$  372
D4084 Iron Horse Condo photos Exterior
28
D4084 Iron Horse Condo
, Winter Park
from US$  277
A11 Snowblaze Athletic Club Condo photos Exterior
28
A11 Snowblaze Athletic Club Condo
, Winter Park
from US$  253
4368 Founders Pointe Cozy Wp Village Condo photos Exterior
31
4368 Founders Pointe Cozy Wp Village Condo
, Winter Park
from US$  368
E209 Snowblaze Athletic Club Condo photos Exterior
34
E209 Snowblaze Athletic Club Condo
, Winter Park
from US$  160
Vista At Timber Run Unit 12 Condo photos Exterior
19
Vista At Timber Run Unit 12 Condo
, Winter Park
from US$  166
Dreamcatcher 7B Rental Home photos Exterior
34
Dreamcatcher 7B Rental Home
, Winter Park
from US$  571
Ponderosa Penthouse Condo photos Exterior
31
Ponderosa Penthouse Condo
, Winter Park
from US$  554
Timber Run Vista 2 Condo photos Exterior
29
Timber Run Vista 2 Condo
, Winter Park
from US$  134
Ponderosa Trail Penthouse P3 photos Exterior
18
Ponderosa Trail Penthouse P3
147 Forest Trail P3, Winter Park
from US$  414
SHOW ALL 142 VACATION RENTALS IN Winter Park

GUEST REVIEWS

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Opera Hotel

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Clayton Lodge