Search results; Over 1,000 places in Winter Park

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Superhost
Home in Winter Park
Citrus Oasis: 4BR Pool Home
8 guests4 bedrooms5 beds2 baths
Aug 4 – 9
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Aug 4 – 9
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R22,219 ZAR for 5 nights

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Guest favorite
Apartment in Winter Park
B - Modern Elegance! 3 blocks to Park Ave
2 beds
Jul 7 – 12
R13,789 ZAR for 5 nights
4.95 out of 5 average rating, 79 reviews
Guest favorite
Home in Winter Park
Cozy 2 Bedroom W/ Heated Pool - 3 Blocks, Park Ave
2 beds
Jul 8 – 13
R12,328 ZAR for 5 nights
5.0 out of 5 average rating, 19 reviews
Top guest favorite
Guesthouse in Orlando
Bungalow Near Epic Universe and Downtown Orlando!
Free cancellation
Jul 5 – 10
R11,597 ZAR for 5 nights
4.93 out of 5 average rating, 247 reviews
Top guest favorite
Home in Orlando
Colonialtown Bungalow
Free cancellation
Jul 11 – 16
R18,216 ZAR for 5 nights
4.94 out of 5 average rating, 87 reviews
Guest favorite
Room in Winter Park
Stay with AdamAerospace engineer,
Pura Vida Home 1
Nov 30 – Dec 5
R5,613 ZAR for 5 nights
4.93 out of 5 average rating, 300 reviews
Superhost
Home in Orlando
Cozy Orlando home walk to Dubsdread Golf Course
2 queen beds
Jul 12 – 17
R12,727 ZAR for 5 nights
4.74 out of 5 average rating, 31 reviews
Guest favorite
Home in Winter Park
New built Private Studio Orlando/Winter Park area
Free cancellation
Jul 7 – 12
R6,863 ZAR for 5 nights
4.95 out of 5 average rating, 21 reviews
Top guest favorite
Room in Winter Park
Stay with MyrianHosting for 8 years,
Winter Park, cozy small room.
Jul 4 – 9
R4,427 ZAR for 5 nights
4.88 out of 5 average rating, 280 reviews
Guest favorite
Guest suite in Orlando
Private guest unit W/Tropical Views! (Not shared)
Free cancellation
Jul 28 – Aug 2
R7,202 ZAR for 5 nights
4.92 out of 5 average rating, 172 reviews
Guest favorite
Loft in Orlando
Downtown (Ivanhoe Village) Loft Apartment
Free cancellation
Jul 30 – Aug 4
R9,850 ZAR for 5 nights
4.87 out of 5 average rating, 1245 reviews
Guest favorite
Home in Orlando
Cheerful, updated 4 BR 3B w/ large, lush back yard
5 beds
Jul 6 – 11
R21,711 ZAR for 5 nights
4.9 out of 5 average rating, 107 reviews
Guest favorite
Guest suite in Orlando
The Paradise Bird Cottage
1 queen bed
Jul 1 – 6
R9,913 ZAR for 5 nights
4.93 out of 5 average rating, 95 reviews
Superhost
Home in Winter Park
3 BR minutes walk to Park Avenue
Free cancellation
Jul 14 – 19
R18,428 ZAR for 5 nights
4.83 out of 5 average rating, 70 reviews
Guest favorite
Room in Orlando
Stay with JamieTeacher,
Downtown Orlando Cozy Suite
Aug 1 – 6
R4,660 ZAR for 5 nights
4.95 out of 5 average rating, 41 reviews
Guest favorite
Guesthouse in Orlando
8th Green Cottage - A relaxing oasis in the city
3 beds
Jul 1 – 6
R13,811 ZAR for 5 nights
4.9 out of 5 average rating, 177 reviews
Superhost
Home in Winter Park
Casa Winter Park
7 beds
Jul 6 – 11
R33,954 ZAR for 5 nights
5.0 out of 5 average rating, 7 reviews
Top guest favorite
Bungalow in Maitland
Maitland-Orlando Area, FL. Pool House Bungalow
Free cancellation
Jul 13 – 18
R10,591 ZAR for 5 nights
4.88 out of 5 average rating, 562 reviews
Guest favorite
Home in Fern Park
#213 Cozy Home+Studio Winter Park/Disney/Universal
Free cancellation
Aug 24 – 29
R17,369 ZAR for 5 nights
4.89 out of 5 average rating, 75 reviews