Winter Park Holiday Rentals

March 2025

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April 2025

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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, (8483)
"Very nice and quiet "
The price is AU$286
includes taxes & fees
3 Apr - 4 Apr
Lake Buena Vista Resort Village & Spa

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.2 out of 10, Wonderful, (1844)
"After a very exhausting couple of days of my trip, it was a delight that they allowed me to have a very early check in, so I could take a nap in the middle of the day, much needed. The room was cold and crispy clean. Especially thankfull to Aliya for arraging all of that with me over the phone before leaving at the end of her shift. Definetly my place to stay when going to Orlando. "
The price is AU$352
includes taxes & fees
11 Apr - 12 Apr
Florida Hotel & Conference Center in the Florida Mall

Floridays Resort Orlando

3.5 star property
8.6 out of 10, Excellent, (11287)
"Stay here everytime in Orlando. If u catch the pricing right it is an amazing stay for the cost"
The price is AU$364
includes taxes & fees
1 Apr - 2 Apr
Floridays Resort Orlando

The View Studio Suites and Event Venue

3.0 star property
8.4 out of 10, Very good, (980)
"Nice place to stay! "
The price is AU$153
includes taxes & fees
1 Apr - 2 Apr
The View Studio Suites and Event Venue

WorldQuest Orlando Resort

4.0 star property
8.4 out of 10, Very good, (3944)
"Everything was great… but could use more parking. "
The price is AU$405
includes taxes & fees
2 Apr - 3 Apr
WorldQuest Orlando Resort

Blue Tree Resort at Lake Buena Vista

3.0 star property
8.6 out of 10, Excellent, (1684)
"Overall a great experience. The place is great for the price."
Blue Tree Resort at Lake Buena Vista

Sonder Vista Cay

3.5 star property
9.0 out of 10, Wonderful, (183)
"We really enjoyed our stay at Sonder. The unit was beautiful and was very spacious. It was perfect for our large family. It was also close to many theme parks and activities. We plan on staying again for our next trip. "
The price is AU$276
includes taxes & fees
1 Apr - 2 Apr
Sonder Vista Cay

Sonder at The Point

4.0 star property
8.4 out of 10, Very good, (685)
"We enjoyed this property. We did not have to interact with any staff. We were sent all instructions 3 days before and had no issues with codes or communication. The construction around property was difficult to maneuver around but in time that will pass. Room was spacious and clean. Would absolutely stay there again."
The price is AU$164
includes taxes & fees
24 Apr - 25 Apr
Sonder at The Point

The Point Hotel & Suites

3.5 star property
8.0 out of 10, Very good, (3166)
"Comfortable, great size room for 2 people, safe area, everything near by"
The price is AU$249
includes taxes & fees
1 Apr - 2 Apr
The Point Hotel & Suites

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (281)
"Very nice home away from home with a beautiful view"
The price is AU$241
includes taxes & fees
14 Apr - 15 Apr
Orlando Lakefront Tiny House Community

Sonder Wellborn

4.0 star property
8.4 out of 10, Very good, (244)
"Perfectly and beautifully nestled into a safe spot within the heart of Orlando. The hotel was fashionably furnished and offered a gorgeous well-lit and jungle-like backyard. This was such a unique and precious find. Parking was more than available, and there were several nearby restaurants, coffee shops, bars, and more. "
The price is AU$163
includes taxes & fees
23 Apr - 24 Apr
Sonder Wellborn

Parc Corniche Condominium Suite Hotel

3.0 star property
8.0 out of 10, Very good, (2123)
"Stayed there many times "
The price is AU$239
includes taxes & fees
3 Apr - 4 Apr
Parc Corniche Condominium Suite Hotel

Blue Heron Beach Resort

3.5 star property
8.4 out of 10, Very good, (2921)
"Everything was great, EXCEPT the place had a terrible chemical smell..... almost as if they had sprayed our room for bugs before we got there? I'm not sure but the smell was horrid.... "
Blue Heron Beach Resort

staySky Suites - I Drive Orlando

3.0 star property
7.8 out of 10, Good, (1207)
"Great Location"
The price is AU$152
includes taxes & fees
30 Mar - 31 Mar
staySky Suites - I Drive Orlando

Modern Luxury Villa with Everything

9.8 out of 10, Exceptional, (388)
"Perfect floor plan for our group! Think they need to add better pictures to the listing, not doing enough for themselves:) There was two washers! A huge “conference table” area upstairs, which we used for all the laundry. Bathrooms were huge! I would definitely bring your own towels, bath and pool. But again, 2 washers if you don’t mind doing laundry. I loved the lock on the slider to the pool and the screen fence that stopped the kids too! "
Modern Luxury Villa with Everything

Lakeview Luxury Villa with Everything

9.8 out of 10, Exceptional, (337)
"Sounds good and looks good on paper but1. You Pay Extra for Pool/Spa Heating! a lot extra!2. The property was ill decorated and had many issues from leaking ceilings to broken shower heads and lights falling their housing, to name but a few of the many many issues encountered3. I could go on complaining about minor issues but I will end with.....My personal advice, with hindsight, isStay in Disney Hotel for the period you wish to visit Disney and then find a cheap place to lay your weary head...
Lakeview Luxury Villa with Everything

Century Millenia

3.0 star property
8.8 out of 10, Excellent, (52)
"We enjoyed our stay at this quiet and beautiful place! There is a big pool, weight room, and lots of parking in a gated lot. The team was great and quick to respond to any inquiries. One thing to note though, I don’t think there are any elevators so keep that in mind for folks who can’t walk stairs. "
Century Millenia

Vista Cay Resort by Millenium at Universal Blvd

3.5 star property
8.6 out of 10, Excellent, (1532)
"Great space, nicely furnished "
Vista Cay Resort by Millenium at Universal Blvd

Bluegreen Vacations Orlando's Sunshine Resort

3.5 star property
9.2 out of 10, Wonderful, (221)
"It was really nice because there are 2 bedrooms (one with 2 queens and one with a king bed). The room with the queens had a full bathroom across a small hallway and the king room had a nice en-suite with an additional jacuzzi tub along with the shower. The kitchen and living room had everything we needed. It’s close to a phenomenal amusement park called Fun Spot plus it’s across the street from a grocery store. Also really close to Universal Studios. Overall, very happy - thanks for the great...
Bluegreen Vacations Orlando's Sunshine Resort

Ultimate Lakeview Villa with Everything!

9.4 out of 10, Exceptional, (104)
"We had a wonderful stay! The house was exactly as it was described and had everything we needed for our big family get together. We loved the access to the clubhouse. Easy check in, great location and excellent communication with the property manager. Would definitely recommend! "
Ultimate Lakeview 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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Other types of properties in Winter Park you may be interested in

Holiday Inn Resort Orlando Suites - Waterpark by IHG

3.5 star property
7.2 out of 10, Good, (2411)
"A lot of great things to do. Unfortunately elevator was broken, took a long time to get bags in"
The price is AU$221
includes taxes & fees
1 Apr - 2 Apr
Holiday Inn Resort Orlando Suites - Waterpark by IHG

DoubleTree by Hilton Hotel Orlando at SeaWorld

4.0 star property
7.2 out of 10, Good, (7345)
"I love it"
The price is AU$205
includes taxes & fees
20 Apr - 21 Apr
DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton at the Entrance to Universal Orlando

4.0 star property
8.4 out of 10, Very good, (7110)
"My grandson really enjoyed his 7th birthday. The closing of the pool time was perfect (11pm) cause he was able to swim after we came back from Universal. The hotel had plenty of food choices with short walks to other restaurants"
The price is AU$196
includes taxes & fees
13 Apr - 14 Apr
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 66 holiday rentals for your stay in Winter Park.

What can I see and do in Winter Park?

Cultural attractions include Albin Polasek Museum and Sculpture Gardens and Morse Museum of American Art, 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.