Search results; Over 1,000 places in Winter Park

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Guest favorite
Room in Winter Park
Stay with Emily
Stones-Throw of Disney - NO secret cleaning fee!
Jul 30 – Aug 4
R5,263 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 41 reviews
Superhost
Room in Orlando
Stay with JamieTeacher,
Downtown Orlando Room 2
Jul 3 – 8
R4,769 ZAR for 5 nights
for 5 nights
4.71 out of 5 average rating, 551 reviews
Top guest favorite
Guesthouse in Orlando
tinyhouse on the edge of orlando + winter park
Free cancellation
Jul 30 – Aug 4
R9,280 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 41 reviews
Top guest favorite
Home in Winter Park
Stylish newly updated home in Winter Park
Free cancellation
Jul 12 – 17
R18,352 ZAR for 5 nights
for 5 nights
4.99 out of 5 average rating, 133 reviews
Top guest favorite
Home in Winter Park
The Winter Park Experience
Free cancellation
Jul 1 – 6
R24,166 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 40 reviews
Guest favorite
Home in Winter Park
New built Private Studio Orlando/Winter Park area
Free cancellation
Jul 7 – 12
R6,960 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 20 reviews
Guest favorite
Home in Orlando
City Charmer
Free cancellation
Jul 12 – 17
R13,061 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 80 reviews
Guest favorite
Apartment in Winter Park
The Lake House
2 beds
Jul 10 – 15
R9,516 ZAR for 5 nights
for 5 nights
4.9 out of 5 average rating, 143 reviews
Guest favorite
Guest suite in Casselberry
Comfortable and quiet place
Free cancellation
Jul 17 – 22
R6,659 ZAR for 5 nights
for 5 nights
4.88 out of 5 average rating, 51 reviews
Top guest favorite
Tiny home in Orlando
Tiny House Shed in Downtown
Free cancellation
Jul 8 – 13
R9,989 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 706 reviews
Guest favorite
Apartment in Winter Park
Apt F -Modern Elegance in the Heart of Winter Park
2 queen beds
Jul 18 – 23
R13,061 ZAR for 5 nights
for 5 nights
4.91 out of 5 average rating, 141 reviews
Top guest favorite
Home in Orlando
Stylish & Cozy King Bed Retreat @ Baldwin Park
Free cancellation
Jul 20 – 25
R17,056 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 18 reviews
Top guest favorite
Room in Orlando
Stay with RezaHosting for 8 years,
Orlando Oasis
Jul 1 – 6
R6,552 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 117 reviews
Guest suite in Orlando
Guest Apt near Baldwin Park. Kitchenette Laundry
Free cancellation
Jul 5 – 10
R9,430 ZAR for 5 nights
for 5 nights
4.84 out of 5 average rating, 87 reviews
Guest favorite
Room in Winter Park
Stay with JenniferReal estate,
Orlando Room Close to Full Sail, UCF, & Rollins
Jul 1 – 6
R5,263 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 86 reviews
Guest favorite
Home in Winter Park
Charming home @wp. Patio +Gazebo. close to highwys
6 beds
Jul 1 – 6
R15,174 ZAR for 5 nights
for 5 nights
4.89 out of 5 average rating, 87 reviews
Guest favorite
Place to stay in Orlando
Orlando Beautiful
1 queen bed
Jul 1 – 6
R5,310 ZAR for 5 nights
for 5 nights
4.97 out of 5 average rating, 119 reviews
Bungalow in Winter Park
Charming Farmhouse Bungalow
3 queen beds
Jul 4 – 9
R14,650 ZAR for 5 nights
for 5 nights
4.81 out of 5 average rating, 91 reviews