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, (8138)
" I love this resort, always clean and friendly!"
The price is €244
includes taxes & fees
22 Nov - 23 Nov
Lake Buena Vista Resort Village & Spa
The View Studio Suites and Event Venue
3.5 star property
8.6 out of 10, Excellent, (565)
"The room was clean and i like that the carpet has been replaced with the wood floor. Breakfast was good. Front desk personnel were friendly and helpful. I will be back. Thanks, Doug"
The price is €87
includes taxes & fees
24 Nov - 25 Nov
The View Studio Suites and Event Venue
Floridays Resort Orlando
3.5 star property
8.6 out of 10, Excellent, (11066)
"Love the pool area and outside bar. The rooms could use a little tlc but overall very clean and love the bedrooms and kitchen!"
The price is €181
includes taxes & fees
2 Dec - 3 Dec
Floridays Resort Orlando
Florida Hotel & Conference Center in the Florida Mall
3.5 star property
9.0 out of 10, Wonderful, (1606)
"Very nice clean the tv could use a upgrade "
The price is €203
includes taxes & fees
24 Nov - 25 Nov
Florida Hotel & Conference Center in the Florida Mall
The Point Hotel & Suites
3.5 star property
8.0 out of 10, Very good, (3097)
"The people next to us were not pleasant..breakfast was quite a joke for what was paid and the lady running it was really rude. "
The price is €109
includes taxes & fees
4 Dec - 5 Dec
The Point Hotel & Suites
WorldQuest Orlando Resort
4.0 star property
8.4 out of 10, Very good, (3868)
"Everything was perfect "
The price is €269
includes taxes & fees
24 Nov - 25 Nov
WorldQuest Orlando Resort
Orlando Lakefront Tiny House Community
3.0 star property
9.4 out of 10, Exceptional, (221)
"The location was beautiful. Loved the outside bed and being able to use the kayaks free of charge. Would be nice to have a few more in case our whole group wanted to go out. (6 of us) I did not ask as there may have been more if we asked. Overall, it was very nice and I would definitely stay again. Communication was great. Never had to wait for anything. However, the dryer did not work, and the one bedroom door did not close properly or lock. (not the king bedroom) Also, it would have been...
The price is €151
includes taxes & fees
4 Dec - 5 Dec
Orlando Lakefront Tiny House Community
Sonder at The Point
4.0 star property
8.4 out of 10, Very good, (582)
"Had a great stay! Everything was clean and comfortable! "
The price is €125
includes taxes & fees
26 Nov - 27 Nov
Sonder at The Point
Parc Corniche Condominium Suite Hotel
3.0 star property
8.0 out of 10, Very good, (2095)
"Booked a 2 bedroom condo. The location was great for our trip. They allowed us to do an early check in which was a bonus. We basically shower and sleep with our condo so luckily we don’t mind the outdated living room furniture/kitchen appliances. The place was a great price compared to other condos in the area that are more updated. "
The price is €146
includes taxes & fees
12 Dec - 13 Dec
Parc Corniche Condominium Suite Hotel
Sonder Wellborn
4.0 star property
8.4 out of 10, Very good, (177)
"We had a great week at the Wellborn! The stay was lovely and there’s lots to do within walking distance."
The price is €109
includes taxes & fees
16 Dec - 17 Dec
Sonder Wellborn
Modern Luxury Villa with Everything
9.8 out of 10, Exceptional, (346)
"Great property with plenty of amenities. We really enjoyed the game room every night. The outdoor area out back was great in the evenings and mornings. The screen kept all the bugs away. This property lists multiple suites but I think this is a bit inaccurate and could have causes a problem since we were traveling as a company with coworkers. One bedroom is a proper master suite with a private bath. Another bedroom has a semi private bathroom that also serves as the bathroom for the first...
Modern Luxury Villa with Everything
Sonder Vista Cay
3.5 star property
9.0 out of 10, Wonderful, (146)
"Liked everything the apartments were very nice apart from when I got stuck in the lift for a while. But it is a very nice place. I would definitely stay again. "
The price is €164
includes taxes & fees
11 Dec - 12 Dec
Sonder Vista Cay
Quiet Oasis in Lovely Neighborhood
9.8 out of 10, Exceptional, (113)
"Bunker and his wife were super sweet and hospitable and the property was wonderful. Spare blankets/towels/coffee, you name it. Would definitely stay again or recommend to someone considering a visit!"
The price is €182
includes taxes & fees
9 Dec - 10 Dec
Quiet Oasis in Lovely Neighborhood
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
Lakeview Luxury Villa with Everything
9.8 out of 10, Exceptional, (292)
"Property good. Great base to explore parks. Good community pool on site. Would be good if property was cleaned part way through stay as part of the package. Extra towels changed over and a drying rack for washing. "
Lakeview Luxury Villa with Everything
Calypso Cay Vacation Villas
3.5 star property
7.8 out of 10, Good, (1300)
"Only thing is front desk is hard to reach and rude over the phone can’t speak for all workers "
The price is €125
includes taxes & fees
2 Dec - 3 Dec
Calypso Cay Vacation Villas
staySky Suites - I Drive Orlando
3.0 star property
7.8 out of 10, Good, (1191)
"My husband and I stayed here for EDCO. staySky Suites is a no-frills hotel with a lot of space including full kitchen. Pool area was nice. Very basic and modest accommodations, we would definitely stay here again."
The price is €100
includes taxes & fees
4 Dec - 5 Dec
staySky Suites - I Drive Orlando
Blue Tree Resort at Lake Buena Vista
3.0 star property
8.6 out of 10, Excellent, (1645)
"2nd time around for us and enjoyed our stay once again"
Blue Tree Resort at Lake Buena Vista
Ultimate Lakeview Villa with Everything!
9.8 out of 10, Exceptional, (311)
"Fantastic stay in an amazing villa with our family. The kids and adults all loved it so spacious and very centrally located. The pool was great. Would recommend. "
Ultimate Lakeview Villa with Everything!
Caribbean Villa
9.0 out of 10, Wonderful, (19)
"Stayed for a weekend get away. Very quiet and relaxing. Garrett was very friendly and the place is very clean. Would stay again."
The price is €238
includes taxes & fees
4 Dec - 5 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

DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
8.4 out of 10, Very good, (6319)
"Nice staff and amenities for the price"
The price is €84
includes taxes & fees
1 Dec - 2 Dec
DoubleTree by Hilton at the Entrance to Universal Orlando
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (3084)
"Beautiful property, but loud at night. "
The price is €217
includes taxes & fees
16 Dec - 17 Dec
Hyatt Regency Orlando International Airport
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
3.5 star property
7.2 out of 10, Good, (1465)
"Very spacious, nice waterpark. Very friendly staff and great customer service. Will definitely come back here."
The price is €135
includes taxes & fees
24 Nov - 25 Nov
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
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 Kraft Azalea Gardens and Alfond Swimming Pool 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.