Winter Park Holiday Rentals

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Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sept - 13 Sept

Our top choices for Winter Park holiday rentals

Exterior

Hilton Vacation Club Grand Beach Orlando

Hilton Vacation Club Grand Beach Orlando
3.0 star property
Orlando
9.4 out of 10, Exceptional, (1,517 reviews)
"Great resort!!"
United States
Nathaniel
The price is S$180
includes taxes & fees
31 May - 1 Jun
Hilton Vacation Club Grand Beach Orlando
4 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)

Marriott's Grande Vista

Marriott's Grande Vista
4.0 star property
Orlando
9.0 out of 10, Wonderful, (4,363 reviews)
"Amazing stay!"
United States
Lilyanne
The price is S$182
includes taxes & fees
1 Jun - 2 Jun
Marriott's Grande Vista
Waterslide

The Cabins at Disney's Fort Wilderness Resort

The Cabins at Disney's Fort Wilderness Resort
4.5 star property
Bay Lake
9.2 out of 10, Wonderful, (566 reviews)
"This is one of my favorite Disney properties. The cabins are amazing!!"
United States
Mike
The Cabins at Disney's Fort Wilderness Resort
Room

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
4.0 star property
Kirkman North
The price is S$545
includes taxes & fees
1 Jun - 2 Jun
Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
2 outdoor pools, pool umbrellas, pool loungers

Marriott's Royal Palms

Marriott's Royal Palms
4.0 star property
Orlando
9.4 out of 10, Exceptional, (297 reviews)
"Great location for conference at Marriott world center Orlando "
United States
James
The price is S$244
includes taxes & fees
31 May - 1 Jun
Marriott's Royal 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.
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Top Winter Park Hotel Reviews

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

4/10 Poor
"Disappointing Food Ruined an Otherwise Nice Stay. I hope management improves the kitchen standards and food quality control."
Fozlay 2-night trip
Posted less than an hour ago
Universal's Cabana Bay Beach 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 58 holiday rentals for your stay in Winter Park.

What can I see and do in Winter Park?

Cultural attractions include Morse Museum of American Art and Casa Feliz Historic Home Museum, whereas Lake Virginia and Mead Garden 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.