Winter Park Holiday Rentals

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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

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, (9209)
"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, (11536)
"The hotel was ok."
The price is S$271
includes taxes & fees
7 Oct - 8 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, (1297)
"We had a great stay! "
The price is S$104
includes taxes & fees
7 Oct - 8 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)
"Great location"
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, (1798)
"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, (3279)
"shopping near by. Neighborhood very nice"
The price is S$168
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, (788)
"Gorgeous room and friendly staff."
The price is S$114
includes taxes & fees
7 Oct - 8 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 S$177
includes taxes & fees
8 Oct - 9 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 S$153
includes taxes & fees
28 Oct - 29 Oct
Sonder by Marriott Bonvoy Vista Cay Apartments
Century Millenia
Private kitchen

Century Millenia

3.0 star property
9.0 out of 10, Wonderful, (89)
"Perfect stay for family or any vacation"
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, (4007)
"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, (311)
"The staff was great, the room was really nice and comfortable, the ambiance was great "
The price is S$134
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 S$323
includes taxes & fees
28 Oct - 29 Oct
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 S$119
includes taxes & fees
8 Oct - 9 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 S$199
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 S$173
includes taxes & fees
7 Oct - 8 Oct
Enchanted Fantasy
Enchanted Dreams
Full-sized fridge, microwave, oven, stovetop

Enchanted Dreams

3.5 star property
8.0 out of 10, Very good, (4)
"Clean, comfortable home. Everything was excellent from the security to amenities. I will book again, share with friends and family. "
The price is S$188
includes taxes & fees
7 Oct - 8 Oct
Enchanted Dreams
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

CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 

10/10 Excellent
"The rooms very clean and comfortable the staff are kind and helpful Family friendly environment shops near by my son loved the water park overall an excellent experience I would go back again "
metiki Sophia 4-night trip
Posted 2 days 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.

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.