Search Holiday Rentals in Winter Park

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Check prices for these dates

Tonight
31 Oct - 1 Nov
Tomorrow
1 Nov - 2 Nov
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Top Holiday Rentals in Winter Park

Lobby sitting area
The View Studio Suites and Event Venue
The View Studio Suites and Event Venue
3.0 star property
8.4 out of 10, Very good, (1340)
"great breakfast，big room"
United States
jie
The price is ฿2,182
฿2,455 total
includes taxes & fees
1 Dec - 2 Dec
The View Studio Suites and Event Venue
Exterior
The Blue Aztec
The Blue Aztec
3.0 star property
9.6 out of 10, Exceptional, (13)
"Great property thats within 1 block of local businesses. We loved taking the walk into town every night. Great communication with the host. If you are looking for a whole house feel in the size of an apartment this is it. Much better Alternative than a hotel room by far. "
United States
Jason
The Blue Aztec
Exterior
Totally 80's
Totally 80's
3.0 star property
9.4 out of 10, Exceptional, (3)
"Very good "
United States
Magdiel
The price is ฿1,941
฿4,348 total
includes taxes & fees
2 Nov - 3 Nov
Totally 80's
Terrace/patio
The Front Porch
The Front Porch
3.0 star property
10.0 out of 10, Exceptional, (2)
"What a great space. 2 big bedrooms, and a great front porch apace with a hammock to watch the sunrise. Quite street just blocks from the center of downtown Sanford. I've used their properties 8-10 tines and ive never been disappointed. "
United States
Patrick
The Front Porch
Terrace/patio
The Point by Edge
The Point by Edge
4.0 star property
8.4 out of 10, Very good, (802)
"Nice room, easy check in process."
United States
Christopher
The price is ฿2,593
฿3,317 total
includes taxes & fees
19 Nov - 20 Nov
The Point by Edge
Terrace/patio
Enchanted Fantasy
Enchanted Fantasy
3.5 star property
2.0 out of 10, (1)
"I left briefly after I arrived because there was people there & she did not try to work with me it was very frustrating while trying to get in contact with her she kept picking up & hanging up on my face even multiple attempts of Expedia contacting her I didn’t want a full refund because I understand her policy but she didn’t try to work with me for a solution. "
United States
george
The price is ฿1,940
฿4,403 total
includes taxes & fees
11 Nov - 12 Nov
Enchanted Fantasy
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

DoubleTree by Hilton Orlando Airport

DoubleTree by Hilton Orlando Airport

10/10 Excellent
"Great"
Christopher 1-night trip
Posted 2 days ago
DoubleTree by Hilton Orlando Airport

Find out more about Winter Park

Search for holiday rentals in Winter Park on Expedia! You can easily find your home rentals, villas, holiday apartments in Winter Park using one of the methods below:

  • View our selection of featured holiday rentals in Winter Park
  • Use the map to find apartments and other holiday homes in the Winter Park neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winter Park while they last

Look no further and take a look at our great range of rental properties in Winter Park!

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 64 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.