Search Holiday Rentals in Winter Park

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
30 Nov - 1 Dec
Tomorrow
1 Dec - 2 Dec
Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec

Top Holiday Rentals in Winter Park

Terrace/patio
The Point by Edge

Aparthotel in Florida Center

4.0 star property
8.4 out of 10, Very good, (819)
"Great accommodations!"
United States
Champayne
The price is 1.687.097 ₫
2.224.251 ₫ total
includes taxes & fees
14 Dec - 15 Dec
The Point by Edge
Reception
Florida Hotel & Conference Center in the Florida Mall

Aparthotel in Orlando

3.5 star property
9.2 out of 10, Wonderful, (2278)
"Clean fresh smelling room, real friendly staff, great atmosphere. Always love staying here"
United States
Alexander
Florida Hotel & Conference Center in the Florida Mall
2 outdoor pools, a heated pool, open 7:00 AM to 11:00 PM, pool umbrellas
Floridays Resort Orlando

Condo resort in International Drive District

3.5 star property
8.6 out of 10, Excellent, (11591)
"Staff was wonderful "
United States
Dana
Floridays Resort Orlando
Lobby sitting area
The View Studio Suites and Event Venue

Aparthotel in Orlando

3.0 star property
8.4 out of 10, Very good, (1422)
"Nice breakfast, friendly staff, great location "
United States
Yessica
The price is 1.779.637 ₫
2.002.093 ₫ total
includes taxes & fees
2 Dec - 3 Dec
The View Studio Suites and Event Venue
Outdoor pool, pool umbrellas, pool loungers
WorldQuest Orlando Resort

Aparthotel in Orlando

4.0 star property
8.4 out of 10, Very good, (4019)
"Very attentive staff and clean rooms. "
United States
Diana-Patricia
WorldQuest Orlando Resort
The Club House | Individually decorated, individually furnished, laptop workspace
Orlando Lakefront Tiny House Community

Cottage in Orlando

3.0 star property
9.4 out of 10, Exceptional, (331)
"We enjoyed our stay."
United States
Ardeeh
The price is 2.028.787 ₫
4.210.328 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Orlando Lakefront Tiny House Community
Outdoor pool
The Point Hotel & Suites

Aparthotel in Florida Center

3.5 star property
8.0 out of 10, Very good, (3292)
"Great place to stay "
United States
Kevaughn
The price is 3.532.910 ₫
4.277.722 ₫ total
includes taxes & fees
3 Dec - 4 Dec
The Point Hotel & Suites
Apartment, 2 Bedrooms | Private kitchen | Toaster
Century Millenia

Apartment in Florida Center

3.0 star property
9.0 out of 10, Wonderful, (101)
" Kitchen was fully equipped, staff was available and informative, clean, and parking was available. "
United States
Elizabeth
Century Millenia
Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, pool loungers
Marriott's Sabal Palms

Holiday Home in Orlando

4.0 star property
9.6 out of 10, Exceptional, (202)
"Easy check in, pool was awesome "
United States
Lisa
The price is 7.883.135 ₫
8.868.528 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Marriott's Sabal Palms
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Park Hotel Reviews

CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 

10/10 Excellent
"Nice clear resort "
Fareed 6-night trip
Posted 1 day ago
CoCo Key Hotel and Water Resort 

Frequently asked questions

Can I find holiday rentals in Winter Park?

Yes, there are holiday rentals in Winter Park close to Kraft Azalea Gardens, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Winter Park. Make sure you have time to check out the university setting and gardens during your trip.

How many holiday rentals are there in Winter Park?

Expedia has 33 holiday rentals for your stay in Winter Park.

What can I see and do in Winter Park?

Cultural attractions include Casa Feliz Historic Home Museum and Morse Museum of American Art, whereas Kraft Azalea Gardens and Lake Virginia are a couple of picturesque spots to enjoy the outdoors. Universal Studios Florida and Universal Orlando Resort are other popular places to visit in the area.

What are holiday rentals like in Winter Park?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winter Park. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for families.