Winter Park Holiday Rentals

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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, (8138)
" I love this resort, always clean and friendly!"
The price is S$348
includes taxes & fees
22 Nov - 23 Nov
Lake Buena Vista Resort Village & Spa
The View Studio Suites and Event Venue
Property entrance
The View Studio Suites and Event Venue
3.5 star property
8.6 out of 10, Excellent, (565)
"Muy lindo todo"
The price is S$124
includes taxes & fees
27 Nov - 28 Nov
The View Studio Suites and Event Venue
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, (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 S$256
includes taxes & fees
1 Dec - 2 Dec
Floridays Resort Orlando
Florida Hotel & Conference Center in the Florida Mall
Reception
Florida Hotel & Conference Center in the Florida Mall
3.5 star property
9.0 out of 10, Wonderful, (1606)
"Staff friendly, professional, and attentive. Rooms very clean and quiet. Service at restaurants/bar was exceptional. Looking forward to staying again soon!!!"
The price is S$288
includes taxes & fees
24 Nov - 25 Nov
Florida Hotel & Conference Center in the Florida Mall
The Point Hotel & Suites
Outdoor pool
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 S$165
includes taxes & fees
12 Dec - 13 Dec
The Point Hotel & Suites
WorldQuest Orlando Resort
Exterior
WorldQuest Orlando Resort
4.0 star property
8.4 out of 10, Very good, (3868)
"Everything was perfect "
The price is S$383
includes taxes & fees
22 Nov - 23 Nov
WorldQuest Orlando Resort
Orlando Lakefront Tiny House Community
Individually decorated, individually furnished, laptop workspace
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 S$216
includes taxes & fees
25 Nov - 26 Nov
Orlando Lakefront Tiny House Community
Sonder at The Point
Outdoor pool, pool umbrellas, pool loungers
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 S$175
includes taxes & fees
10 Dec - 11 Dec
Sonder at The Point
Parc Corniche Condominium Suite Hotel
Exterior
Parc Corniche Condominium Suite Hotel
3.0 star property
8.0 out of 10, Very good, (2095)
"Quietly, easy access for grocery shopping etc."
The price is S$207
includes taxes & fees
8 Dec - 9 Dec
Parc Corniche Condominium Suite Hotel
Sonder Wellborn
Terrace/patio
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 S$154
includes taxes & fees
16 Dec - 17 Dec
Sonder Wellborn
Sonder Vista Cay
Outdoor pool
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 S$260
includes taxes & fees
11 Dec - 12 Dec
Sonder Vista Cay
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, (1520)
"All good as expected, nice area, Publix on the corner and new units."
Vista Cay Resort by Millenium at Universal Blvd
Calypso Cay Vacation Villas
3 outdoor pools, pool umbrellas, pool loungers
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 S$177
includes taxes & fees
8 Dec - 9 Dec
Calypso Cay Vacation Villas
staySky Suites - I Drive Orlando
Outdoor pool, pool loungers
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 S$142
includes taxes & fees
4 Dec - 5 Dec
staySky Suites - I Drive Orlando
Blue Tree Resort at Lake Buena Vista
BBQ/picnic Area
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
Blue Heron Beach Resort
Lake view
Blue Heron Beach Resort
3.5 star property
8.4 out of 10, Very good, (2898)
"We love the location of the property. We have been coming back to Blue Heron every summer for the past nine years!"
Blue Heron Beach Resort
Vacation Villas 2, a Ramada by Wyndham
Outdoor pool, pool umbrellas, pool loungers
Vacation Villas 2, a Ramada by Wyndham
3.5 star property
8.6 out of 10, Excellent, (1238)
"Loved the room. The price and how quiet and comfortable everything was. "
Vacation Villas 2, a Ramada by Wyndham
Bluegreen Vacations Orlando's Sunshine Resort
BBQ/picnic Area
Bluegreen Vacations Orlando's Sunshine Resort
3.5 star property
9.2 out of 10, Wonderful, (213)
"Very close to the Parks. 5 minutes from Universal. The unit was clean and comfortable. We found several centipedes crawling on the floor in the unit, mostly in the entry way, most likely come under the door ."
Bluegreen Vacations Orlando's Sunshine Resort
Marriott's Sabal Palms
Outdoor pool, open 6:00 AM to 11:00 PM, pool umbrellas, pool loungers
Marriott's Sabal Palms
4.0 star property
9.6 out of 10, Exceptional, (183)
"The girl whose name was samantha made us feel very welcome to me and my service dog and gf"
The price is S$527
includes taxes & fees
25 Nov - 26 Nov
Marriott's Sabal Palms
Executive 3 Br Villa @Universal / Vista Cay/Conv.Center
2 outdoor pools
Executive 3 Br Villa @Universal / Vista Cay/Conv.Center
3.5 star property
9.0 out of 10, Wonderful, (40)
"What you see in this listing is exactly what you are getting; and then some! I can't overstate how enjoyable our stay was. The kitchen was well stocked with all the needed equipment you would need to make meals. The large bathroom has a soaking tub that was very relaxing to use. TVs in every bedroom and the living room. It really was a home away from home and gave us space to spread out and relax after a lot of driving and then walking at the parks. The pool is huge and amazing. My...
The price is S$821
includes taxes & fees
23 Nov - 24 Nov
Executive 3 Br Villa @Universal / Vista Cay/Conv.Center
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
Outdoor pool
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 S$120
includes taxes & fees
1 Dec - 2 Dec
DoubleTree by Hilton at the Entrance to Universal Orlando
Hyatt Regency Orlando International Airport
Meeting facility
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (3088)
"Beautiful property, but loud at night. "
The price is S$307
includes taxes & fees
25 Nov - 26 Nov
Hyatt Regency Orlando International Airport
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
Exterior
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
3.5 star property
7.2 out of 10, Good, (1465)
"Good value hotel close to disney. The shuttle service saves a lot of money from rideshare or car rental especially for disney only trips. Just beware of hotel people trying to offer time share products after checkin. "
The price is S$191
includes taxes & fees
27 Nov - 28 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.
Beautiful view of the beach with palm trees

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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.