Search Holiday Rentals in Winter Park

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Top Holiday Rentals in Winter Park

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very good, (8882)
"Great place!"
Lake Buena Vista Resort Village & Spa

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very good, (1145)
"Nice staff, nice room, excellent breakfast. "
The price is ₹6,944
₹7,812 total
includes taxes & fees
6 Jul - 7 Jul
The View Studio Suites and Event Venue

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.2 out of 10, Wonderful, (2005)
"Great place to stay."
Florida Hotel & Conference Center in the Florida Mall

Floridays Resort Orlando

3.5 star property
8.6 out of 10, Excellent, (11409)
"Great weekend getaway. "
Floridays Resort Orlando

The Point Hotel & Suites

3.5 star property
8.0 out of 10, Very good, (3209)
"Nice place to stay"
The Point Hotel & Suites

Parc Corniche Condominium Suite Hotel

3.0 star property
8.0 out of 10, Very good, (2146)
"Location was great. "
The price is ₹7,608
₹12,888 total
includes taxes & fees
1 Jul - 2 Jul
Parc Corniche Condominium Suite Hotel

Blue Tree Resort at Lake Buena Vista

3.0 star property
8.6 out of 10, Excellent, (1737)
"Clean and safe, nice property and nice people to work there "
Blue Tree Resort at Lake Buena Vista

staySky Suites - I Drive Orlando

3.0 star property
7.8 out of 10, Good, (1220)
"Great location! "
staySky Suites - I Drive Orlando

Blue Heron Beach Resort

3.5 star property
8.4 out of 10, Very good, (2940)
"Loved the proximity to wdw"
Blue Heron Beach Resort

WorldQuest Orlando Resort

4.0 star property
8.4 out of 10, Very good, (3975)
"We got a lot forn the price"
WorldQuest Orlando Resort

Wellborn Hotel Downtown, Sonder by Marriott Bonvoy

4.0 star property
8.2 out of 10, Very good, (279)
"Every room was unique and I could choose the one I thought was the best for me. "
The price is ₹8,647
₹9,728 total
includes taxes & fees
19 Jul - 20 Jul
Wellborn Hotel Downtown, Sonder by Marriott Bonvoy

Century Millenia

3.0 star property
8.8 out of 10, Excellent, (66)
"Great property for our Disney trip"
Century Millenia

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (318)
"We enjoyed our stay, I loved the the view of the lake from the main bedroom ,it’s a beautiful and relaxing place."
The price is ₹6,314
₹13,355 total
includes taxes & fees
3 Jul - 4 Jul
Orlando Lakefront Tiny House Community

Sonder by Marriott Bonvoy Vista Cay Apartments

3.5 star property
9.0 out of 10, Wonderful, (215)
"Nice , quiet property, perfect for families. "
The price is ₹9,446
₹10,627 total
includes taxes & fees
13 Jul - 14 Jul
Sonder by Marriott Bonvoy Vista Cay Apartments

Westgate Blue Tree

3.5 star property
The price is ₹17,411
₹23,862 total
includes taxes & fees
31 Jul - 1 Aug
Westgate Blue Tree

Orlando's Sunshine Resort

3.5 star property
9.2 out of 10, Wonderful, (227)
"Nice property. We really enjoyed our stay."
Orlando's Sunshine Resort

Seven Dwarfs Resort -Close to Disney

3.5 star property
7.0 out of 10, Good, (2)
"The unit was really nice and clean. The only drawback was that over the 7 days that we stayed we saw and killed 3 cockroaches. "
Seven Dwarfs Resort -Close to Disney

Vista Cay Resort by Millenium at Universal Blvd

3.5 star property
8.6 out of 10, Excellent, (1541)
"Very nice property "
Vista Cay Resort by Millenium at Universal Blvd

Marriott's Sabal Palms

4.0 star property
9.6 out of 10, Exceptional, (192)
"Great stay with the family "
The price is ₹19,064
₹21,447 total
includes taxes & fees
20 Jul - 21 Jul
Marriott's Sabal Palms

Marriott's Imperial Palm Villas

4.0 star property
9.2 out of 10, Wonderful, (55)
"Well run property, loved the 2 or three bedroom layout, with a lounge, dining and kitchen area. "
The price is ₹25,903
₹29,141 total
includes taxes & fees
28 Jul - 29 Jul
Marriott's Imperial Palm Villas
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.
Save an average of 15% on thousands of hotels when you're signed in

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.

What are some of the best holiday rentals that Winter Park has to offer?

Marriott's Sabal Palms: This holiday home rental outside of Winter Park is located near the airport, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with an outdoor tennis court and 1 hot tub.

How many holiday rentals are there in Winter Park?

Expedia has 66 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 Albin Polasek Museum and Sculpture Gardens, 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.