Holiday Rentals in Winter Park

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Holiday Rentals in Winter Park

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very good, (8213)
"Property was clean and quiet Lack of access to elevators or other options to get in Property when we had to park on the back side of Property due to lack of parking spaces(and my wife is handicapped)so if definitely posed a challenge trying to get into the building "
The price is €240
includes taxes & fees
23 Dec - 24 Dec
Lake Buena Vista Resort Village & Spa

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very good, (638)
"Had a pleasant stay. Customer service was top notch and the breakfast was table service and included with your stay. Very nice surprise. Spacious rooms and large bed. Very nice decor inside. Quiet and neat. Would recommend staying here and is on our list of visit again. Thank you. "
The price is €83
includes taxes & fees
12 Jan - 13 Jan 2025
The View Studio Suites and Event Venue

Floridays Resort Orlando

3.5 star property
8.6 out of 10, Excellent, (11118)
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The price is €227
includes taxes & fees
22 Dec - 23 Dec
Floridays Resort Orlando

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.0 out of 10, Wonderful, (1634)
"Nice stay"
The price is €196
includes taxes & fees
23 Dec - 24 Dec
Florida Hotel & Conference Center in the Florida Mall

The Point Hotel & Suites

3.5 star property
8.0 out of 10, Very good, (3115)
"Definitely coming back "
The price is €134
includes taxes & fees
8 Jan - 9 Jan 2025
The Point Hotel & Suites

Sonder at The Point

4.0 star property
8.4 out of 10, Very good, (599)
"Location fantastic. Property perfect size. Disney 20mins in car. Universal 30min walk . Great shopping nearby . The prime outlets , Florida mall , the Millenia. "
The price is €110
includes taxes & fees
15 Jan - 16 Jan 2025
Sonder at The Point

WorldQuest Orlando Resort

4.0 star property
8.4 out of 10, Very good, (3880)
"Excellent option to stay in Orlando and visit the Disney´s parks."
The price is €239
includes taxes & fees
5 Jan - 6 Jan 2025
WorldQuest Orlando Resort

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (234)
"Spectacularly quaint and friendly as F**K. Wish this community existed everywhere we traveled! Bravo!"
The price is €155
includes taxes & fees
23 Dec - 24 Dec
Orlando Lakefront Tiny House Community

Parc Corniche Condominium Suite Hotel

3.0 star property
8.0 out of 10, Very good, (2102)
"I was asked if I wanted to upgrade to a newer improved room. The only issue is it wasn’t and the TV in the second room didn’t work. I asked on the morning of our last day for someone to fix it and to bring us towels and sheets at 8:30 in the morning it was never done so at 9:30 at night when I got back I had to ask again for those supplies"
The price is €151
includes taxes & fees
15 Jan - 16 Jan 2025
Parc Corniche Condominium Suite Hotel

Sonder Wellborn

4.0 star property
8.4 out of 10, Very good, (190)
"I really enjoyed my stay! I would return!"
The price is €115
includes taxes & fees
26 Dec - 27 Dec
Sonder Wellborn

Sonder Vista Cay

3.5 star property
9.0 out of 10, Wonderful, (155)
"This was an incredible place to stay. Very clean, very roomy and all of the beds were comfortable. Drawbacks are that the bar closes too early at the pool and the rest was amazing."
The price is €481
includes taxes & fees
28 Dec - 29 Dec
Sonder Vista Cay

Blue Heron Beach Resort

3.5 star property
8.4 out of 10, Very good, (2906)
"Great place to stay at very clean spaces. Only thing is I wish the toaster and the coffee maker worked besides that I have no complaints. Definitely will stay again."
Blue Heron Beach Resort

Modern Luxury Villa with Everything

9.8 out of 10, Exceptional, (350)
"Property was as advertised. Very clean and comfortable for our large family! The kids loved the pool and game room. The beds were very comfortable. As others have mentioned there are minor “ lived in” things about the house, this actually made me more comfortable because we all know littles can be hard on stuff. The adults were able to relax. I would 100 recommend!"
Modern Luxury Villa with Everything

Quiet Oasis in Lovely Neighborhood

9.8 out of 10, Exceptional, (118)
"The host was very accomodating and gave many great recommendations gor food and tourism. "
The price is €191
includes taxes & fees
22 Dec - 23 Dec
Quiet Oasis in Lovely Neighborhood

Vacation Villas 2, a Ramada by Wyndham

3.5 star property
8.6 out of 10, Excellent, (1245)
"Good property, got us in at last minute as replacement. Convenient. Shower heads need to be cleaned, Orlando water is horrible. Coffee maker needs instructions."
Vacation Villas 2, a Ramada by Wyndham

Blue Tree Resort at Lake Buena Vista

3.0 star property
8.6 out of 10, Excellent, (1651)
"2nd time around for us and enjoyed our stay once again"
Blue Tree Resort at Lake Buena Vista

Lakeview Luxury Villa with Everything

9.8 out of 10, Exceptional, (297)
"We absolutely love staying in the Luxury homes offered by David (DHV)! This was our second time staying and it is truly a luxury vacation. You will not be disappointed if you stay in one of his homes."
Lakeview Luxury Villa with Everything

Vista Cay Resort by Millenium at Universal Blvd

3.5 star property
8.6 out of 10, Excellent, (1520)
"All good as expected, nice area, Publix on the corner and new units."
Vista Cay Resort by Millenium at Universal Blvd

Bluegreen Vacations Orlando's Sunshine Resort

3.5 star property
9.2 out of 10, Wonderful, (216)
"I like that the resort is near International Drive and near shopping and dining facilities. I don't like the location of the Check-In and Check-out location being on the back side of the building."
Bluegreen Vacations Orlando's Sunshine Resort

Caribbean Villa

9.0 out of 10, Wonderful, (19)
"Convenient location, and a very positive experience at the property itself. Communication with the property manager was excellent. "
The price is €225
includes taxes & fees
23 Dec - 24 Dec
Caribbean Villa
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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Other types of properties in Winter Park you may be interested in

Hyatt Regency Orlando International Airport

4.0 star property
9.4 out of 10, Exceptional, (3103)
"Easy check in, great for short over nights "
The price is €204
includes taxes & fees
1 Jan - 2 Jan 2025
Hyatt Regency Orlando International Airport

Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel

3.5 star property
7.2 out of 10, Good, (1620)
"Overall experience was nice the only thing was this facility don’t have free breakfast "
The price is €133
includes taxes & fees
24 Dec - 25 Dec
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel

DoubleTree by Hilton at the Entrance to Universal Orlando

4.0 star property
8.4 out of 10, Very good, (6373)
"Excellent "
The price is €91
includes taxes & fees
5 Jan - 6 Jan 2025
DoubleTree by Hilton at the Entrance to Universal Orlando
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.

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. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals are there in Winter Park?

Expedia has 62 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 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.