Winter Park Holiday Rentals

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Check prices for these dates

In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan

Holiday Rentals in Winter Park

Lake Buena Vista Resort Village & Spa
2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very good, (9219)
"Amazing stay "
Lake Buena Vista Resort Village & Spa
Floridays Resort Orlando
2 outdoor pools, a heated pool, open 7:00 AM to 11:00 PM, pool umbrellas

Floridays Resort Orlando

3.5 star property
8.6 out of 10, Excellent, (11537)
"Beautiful place "
The price is HK$1,184
HK$1,639 total
includes taxes & fees
12 Oct - 13 Oct
Floridays Resort Orlando
The View Studio Suites and Event Venue
Lobby sitting area

The View Studio Suites and Event Venue

3.0 star property
8.4 out of 10, Very good, (1301)
"We had a great stay! "
The price is HK$497
HK$560 total
includes taxes & fees
12 Oct - 13 Oct
The View Studio Suites and Event Venue
Florida Hotel & Conference Center in the Florida Mall
Reception

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.2 out of 10, Wonderful, (2154)
"The room was very clean and the front desk staff was very courteous."
Florida Hotel & Conference Center in the Florida Mall
Blue Tree Resort at Lake Buena Vista
Outdoor spa tub

Blue Tree Resort at Lake Buena Vista

3.0 star property
8.6 out of 10, Excellent, (1800)
"The staff were a great help and friendly and the room was very clean and organized well. The resort was beautiful my kids and I loved it and will be visiting again."
Blue Tree Resort at Lake Buena Vista
The Point Hotel & Suites
Outdoor pool

The Point Hotel & Suites

3.5 star property
8.0 out of 10, Very good, (3281)
"Perfect location to nearby theme parks. The room was clean and staff were so helpful. Will definitely stay again!"
The price is HK$820
HK$1,012 total
includes taxes & fees
4 Nov - 5 Nov
The Point Hotel & Suites
The Point by Edge
Terrace/patio

The Point by Edge

4.0 star property
8.4 out of 10, Very good, (789)
"Gorgeous room and friendly staff."
The price is HK$473
HK$628 total
includes taxes & fees
21 Oct - 22 Oct
The Point by Edge
Vista Cay Resort by Millenium at Universal Blvd
2 outdoor pools, pool umbrellas, pool loungers

Vista Cay Resort by Millenium at Universal Blvd

3.5 star property
8.6 out of 10, Excellent, (1556)
"Enjoy my stay always "
Vista Cay Resort by Millenium at Universal Blvd
Parc Corniche Condominium Suite Hotel
Exterior

Parc Corniche Condominium Suite Hotel

3.0 star property
8.0 out of 10, Very good, (2169)
"Is close to Seaworld and Aquatica, good option to stay in this hotel "
The price is HK$599
HK$1,068 total
includes taxes & fees
12 Oct - 13 Oct
Parc Corniche Condominium Suite Hotel
Sonder by Marriott Bonvoy Vista Cay Apartments
Outdoor pool

Sonder by Marriott Bonvoy Vista Cay Apartments

3.5 star property
9.0 out of 10, Wonderful, (248)
"I love this property it was clean and the pool was fabulous. The concierge was helpful and friendly i definitely will be staying there again"
The price is HK$754
HK$848 total
includes taxes & fees
26 Oct - 27 Oct
Sonder by Marriott Bonvoy Vista Cay Apartments
Century Millenia
Private kitchen

Century Millenia

3.0 star property
9.0 out of 10, Wonderful, (91)
"The property was clean and a good condition "
Century Millenia
WorldQuest Orlando Resort
Outdoor pool, pool umbrellas, pool loungers

WorldQuest Orlando Resort

4.0 star property
8.4 out of 10, Very good, (4008)
"Always love staying here with my family and friends for over 10 years now great location for Disney parks and easy to get groceries and dining options. Close to Vinland shopping as well."
WorldQuest Orlando Resort
Wellborn Hotel Downtown, Sonder by Marriott Bonvoy
Property amenity

Wellborn Hotel Downtown, Sonder by Marriott Bonvoy

4.0 star property
8.2 out of 10, Very good, (313)
"The staff was great, the room was really nice and comfortable, the ambiance was great "
The price is HK$688
HK$774 total
includes taxes & fees
28 Oct - 29 Oct
Wellborn Hotel Downtown, Sonder by Marriott Bonvoy
Marriott's Sabal Palms
Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, pool loungers

Marriott's Sabal Palms

4.0 star property
9.6 out of 10, Exceptional, (202)
"Easy check in, pool was awesome "
The price is HK$1,736
HK$1,953 total
includes taxes & fees
31 Oct - 1 Nov
Marriott's Sabal Palms
Blue Heron Beach Resort
Front of property

Blue Heron Beach Resort

3.5 star property
8.4 out of 10, Very good, (2963)
"Very clean room and nice pool, is a perfect resort easy location of disney and sea word ,epcot, universal ,island of adventure very nice i like this resort"
Blue Heron Beach Resort
staySky Suites - I Drive Orlando
Outdoor pool, pool loungers

staySky Suites - I Drive Orlando

3.0 star property
7.8 out of 10, Good, (1231)
"Excellent option for those visiting the park "
The price is HK$593
HK$720 total
includes taxes & fees
15 Oct - 16 Oct
staySky Suites - I Drive Orlando
Premium Condos near Universal Studios
Indoor pool, 2 outdoor pools, open 8:00 AM to 8:00 PM, pool umbrellas

Premium Condos near Universal Studios

3.5 star property
9.2 out of 10, Wonderful, (21)
"The condo was amazing. Comfortable, clean and quiet with no issues. Property management was great. Communication was very good and helpful. I would give it a 10 plus. Would definitely come back "
The price is HK$608
HK$1,201 total
includes taxes & fees
13 Oct - 14 Oct
Premium Condos near Universal Studios
Orlando's Sunshine Resort
BBQ/picnic Area

Orlando's Sunshine Resort

3.5 star property
9.2 out of 10, Wonderful, (233)
"great location "
Orlando's Sunshine Resort
Enchanted Fantasy
Terrace/patio

Enchanted Fantasy

3.5 star property
The price is HK$455
HK$1,047 total
includes taxes & fees
10 Oct - 11 Oct
Enchanted Fantasy
Modern Luxury Villa with Everything
TV, table football, stereo

Modern Luxury Villa with Everything

9.8 out of 10, Exceptional, (441)
"It was a great stay. The house was clean and close to everything."
Modern Luxury Villa with Everything
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

10/10 Excellent
"Everything was great"
raquiel 7-night trip
Posted 1 day ago
Universal's Cabana Bay Beach Resort

Find out more about Winter Park

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.