Winter Park Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Aug 9 - Aug 10
Tomorrow
Aug 10 - Aug 11
Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24

Vacation Rentals in Winter Park

The View Studio Suites and Event Venue
Lobby sitting area

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very Good, (1235)
"Very easily accessible and near by plenty of attractions "
The price is ₩104,991
₩118,116 total
includes taxes & fees
Aug 10 - Aug 11
The View Studio Suites and Event Venue
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, (9058)
"It was our second time staying here and will be back. Always an enjoyable 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, (11461)
"Always come to this place to my orlando vacation, great spot"
The price is ₩196,164
₩275,394 total
includes taxes & fees
Aug 13 - Aug 14
Floridays Resort Orlando
Florida Hotel & Conference Center in the Florida Mall
Reception

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.2 out of 10, Wonderful, (2086)
"Great location"
The price is ₩179,406
₩237,774 total
includes taxes & fees
Aug 10 - Aug 11
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, (3244)
"Enjoyed my time here! "
The price is ₩105,963
₩135,181 total
includes taxes & fees
Aug 11 - Aug 12
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, (759)
"My stay at this place was great. I would stay here again "
The price is ₩87,743
₩113,988 total
includes taxes & fees
Aug 24 - Aug 25
The Point by Edge
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, (233)
"Great place love the stay "
The price is ₩110,963
₩124,834 total
includes taxes & fees
Sep 1 - Sep 2
Sonder by Marriott Bonvoy Vista Cay Apartments
Parc Corniche Condominium Suite Hotel
Exterior

Parc Corniche Condominium Suite Hotel

3.0 star property
8.0 out of 10, Very Good, (2158)
"This is a great place to stay with a family has all the basic needs for a family there "
The price is ₩106,963
₩190,650 total
includes taxes & fees
Aug 13 - Aug 14
Parc Corniche Condominium Suite Hotel
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, (1775)
"Very nice resort would stay again."
Blue Tree Resort at Lake Buena Vista
Blue Heron Beach Resort
Front of property

Blue Heron Beach Resort

3.5 star property
8.4 out of 10, Very Good, (2955)
"I. Loved to stay"
Blue Heron Beach Resort
WorldQuest Orlando Resort
Outdoor pool, pool umbrellas, sun loungers

WorldQuest Orlando Resort

4.0 star property
8.4 out of 10, Very Good, (3996)
"Staff was nice and helpful "
The price is ₩203,177
₩400,434 total
includes taxes & fees
Aug 10 - Aug 11
WorldQuest Orlando Resort
Orlando Lakefront Tiny House Community
The Club House | 2 bedrooms, individually decorated, individually furnished

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (327)
"We enjoyed our stay."
The price is ₩89,992
₩202,795 total
includes taxes & fees
Sep 8 - Sep 9
Orlando Lakefront Tiny House Community
staySky Suites - I Drive Orlando
Outdoor pool, sun loungers

staySky Suites - I Drive Orlando

3.0 star property
7.8 out of 10, Good, (1227)
"Great location! "
The price is ₩105,060
₩127,503 total
includes taxes & fees
Aug 10 - Aug 11
staySky Suites - I Drive Orlando
Century Millenia
Apartment, 2 Bedrooms | Private kitchen | Toaster

Century Millenia

3.0 star property
9.0 out of 10, Wonderful, (72)
"The apartment was perfect for me and my family plenty of space and very clean "
The price is ₩152,331
₩275,530 total
includes taxes & fees
Aug 14 - Aug 15
Century Millenia
Enchanted Dreams
Full-size fridge, microwave, oven, stovetop

Enchanted Dreams

2.5 star property
10.0 out of 10, Exceptional, (1)
"Clean, comfortable home. Everything was excellent from the security to amenities. I will book again, share with friends and family. "
The price is ₩62,495
₩165,508 total
includes taxes & fees
Aug 10 - Aug 11
Enchanted Dreams
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, (290)
"Definitely be back to this facility!"
The price is ₩122,767
₩138,113 total
includes taxes & fees
Aug 25 - Aug 26
Wellborn Hotel Downtown, Sonder by Marriott Bonvoy
Vista Cay Resort by Millenium at Universal Blvd
2 outdoor pools, pool umbrellas, sun loungers

Vista Cay Resort by Millenium at Universal Blvd

3.5 star property
8.6 out of 10, Excellent, (1545)
"Very nice property "
Vista Cay Resort by Millenium at Universal Blvd
Marriott's Sabal Palms
Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, sun loungers

Marriott's Sabal Palms

4.0 star property
9.6 out of 10, Exceptional, (198)
"Condo was fantastic "
The price is ₩254,145
₩285,913 total
includes taxes & fees
Sep 1 - Sep 2
Marriott's Sabal Palms
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
9.0 out of 10, Wonderful, (19)
"Amazing resort. "
Premium Condos near Universal Studios
Marriott's Imperial Palm Villas
Outdoor pool, a heated pool, pool umbrellas, sun loungers

Marriott's Imperial Palm Villas

4.0 star property
9.2 out of 10, Wonderful, (57)
"Well run property, loved the 2 or three bedroom layout, with a lounge, dining and kitchen area. "
The price is ₩298,586
₩335,909 total
includes taxes & fees
Sep 1 - Sep 2
Marriott's Imperial Palm Villas
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Park Hotel Reviews

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"Great stay "
T'kayah 4-night trip
Posted 10 hours ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Frequently asked questions

Can I find vacation rentals in Winter Park?

Yes, we offer vacation rentals in Winter Park close to Kraft Azalea Gardens, or you can choose 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's the top vacation rental that Winter Park has to offer?

Marriott's Sabal Palms: Visitors like this Winter Park vacation home rental. It is located near the airport and has an outdoor pool, a balcony, and a barbecue grill 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 a hot tub.

How many vacation rentals are there in Winter Park?

Expedia has 69 vacation 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 vacation rentals like in Winter Park?

Vacation rentals are privately owned accommodations you can stay in for several days or more in Winter Park. Vacation rentals offer extras such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a small group gathering.