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Winter Park
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Search results; Over 1,000 places in Winter Park
Over 1,000 places in Winter Park
Guest favorite
Guest favorite
Guesthouse in Winter Park
WELCOME HOME IN WINTER PARK
1 queen bed
1 queen bed
Apr 20 – 25
Apr 20 – 25
G$23,339 GYD
G$20,081 GYD
night
G$20,081 GYD per night, originally G$23,339 GYD
4.82 out of 5 average rating, 234 reviews
4.82 (234)
Home in Winter Park
Updated 3/2 home in Winter Park!
3 beds
3 beds
Apr 21 – 26
Apr 21 – 26
G$40,043 GYD
G$33,066 GYD
night
G$33,066 GYD per night, originally G$40,043 GYD
4.75 out of 5 average rating, 4 reviews
4.75 (4)
Guest favorite
Guest favorite
Apartment in Winter Park
The Lake House
2 beds
2 beds
May 25 – 30
May 25 – 30
G$19,372 GYD
night
G$19,372 GYD per night
4.88 out of 5 average rating, 32 reviews
4.88 (32)
Guest suite in Winter Park
Balfour Palms
1 king bed
1 king bed
Apr 22 – 27
Apr 22 – 27
G$21,476 GYD
G$18,468 GYD
night
G$18,468 GYD per night, originally G$21,476 GYD
4.8 out of 5 average rating, 157 reviews
4.8 (157)
Guest favorite
Guest favorite
Condo in Winter Park
Greatest Location in Winter Park! (2)
2 beds
2 beds
Apr 28 – May 3
Apr 28 – May 3
G$65,100 GYD
night
G$65,100 GYD per night
4.98 out of 5 average rating, 40 reviews
4.98 (40)
Guest favorite
Guest favorite
Tiny home in Winter Park
Comfy Tiny Home @WP. Large Private Deck+Queen bed
2 beds
2 beds
May 1 – 6
May 1 – 6
G$26,403 GYD
night
G$26,403 GYD per night
4.89 out of 5 average rating, 19 reviews
4.89 (19)
Superhost
Superhost
Home in Winter Park
ꜱʟᴇᴇᴘꜱ 4, ᴡɪɴᴛᴇʀ ᴘᴀʀᴋ & ᴅᴏᴡɴᴛᴏᴡɴ
2 beds
2 beds
Apr 22 – 27
Apr 22 – 27
G$32,929 GYD
G$27,373 GYD
night
G$27,373 GYD per night, originally G$32,929 GYD
4.9 out of 5 average rating, 41 reviews
4.9 (41)
Guest favorite
Guest favorite
Bungalow in College Park
Cozy 2/2 Bungalow - Downtown Winterpark/Orlando
2 queen beds
2 queen beds
May 3 – 8
May 3 – 8
G$30,864 GYD
night
G$30,864 GYD per night
4.98 out of 5 average rating, 231 reviews
4.98 (231)
Superhost
Superhost
Home in Winter Park
Mills House @WP. Sleeps 11 Renovated. Queen beds
6 beds
6 beds
May 13 – 18
May 13 – 18
G$46,443 GYD
G$32,270 GYD
night
G$32,270 GYD per night, originally G$46,443 GYD
4.83 out of 5 average rating, 93 reviews
4.83 (93)
Guest favorite
Guest favorite
Home in Winter Park
Funky Remodeled Otown Bungalow Sleeps8
7 beds
7 beds
Apr 22 – 27
Apr 22 – 27
G$36,659 GYD
G$32,482 GYD
night
G$32,482 GYD per night, originally G$36,659 GYD
4.96 out of 5 average rating, 24 reviews
4.96 (24)
Villa in Winter Park
Balfour Villa
Apr 22 – 27
Apr 22 – 27
G$47,025 GYD
G$37,834 GYD
night
G$37,834 GYD per night, originally G$47,025 GYD
4.75 out of 5 average rating, 75 reviews
4.75 (75)
Guest favorite
Guest favorite
Cottage in Winter Park
Winter Park Pearl 6 min drive to historic Park Ave
2 beds
2 beds
May 7 – 12
May 7 – 12
G$44,078 GYD
G$35,096 GYD
night
G$35,096 GYD per night, originally G$44,078 GYD
4.95 out of 5 average rating, 341 reviews
4.95 (341)
Guest favorite
Guest favorite
Home in Winter Park
NEW! ☀Bungalow+Patio+FirePit! Close to Everything!
2 beds
2 beds
May 3 – 8
May 3 – 8
G$39,237 GYD
night
G$39,237 GYD per night
4.8 out of 5 average rating, 40 reviews
4.8 (40)
Guest favorite
Guest favorite
Home in Winter Park
Relax on a private lake in Winter Park!
2 beds
2 beds
Apr 19 – 24
Apr 19 – 24
G$67,393 GYD
night
G$67,393 GYD per night
4.97 out of 5 average rating, 104 reviews
4.97 (104)
Guest favorite
Guest favorite
Home in Winter Park
Modern, Quiet & Cozy - Entire house /Winter park
2 beds
2 beds
Apr 28 – May 3
Apr 28 – May 3
G$36,424 GYD
G$30,015 GYD
night
G$30,015 GYD per night, originally G$36,424 GYD
4.93 out of 5 average rating, 107 reviews
4.93 (107)
Guest favorite
Guest favorite
Home in Winter Park
Modern 4 Bed Home in Winter Park (FullSail/UCF)
4 queen beds
4 queen beds
Apr 19 – 24
Apr 19 – 24
G$73,888 GYD
G$50,618 GYD
night
G$50,618 GYD per night, originally G$73,888 GYD
4.85 out of 5 average rating, 101 reviews
4.85 (101)
Home in Winter Park
3 BR minutes walk to Park Avenue
May 5 – 10
May 5 – 10
G$50,082 GYD
night
G$50,082 GYD per night
4.82 out of 5 average rating, 44 reviews
4.82 (44)
Guest favorite
Guest favorite
Home in Winter Park
Newly Renovated 2 Bed/2Bath, Fully Furnished Home
2 beds
2 beds
Apr 21 – 27
Apr 21 – 27
G$42,196 GYD
G$35,302 GYD
night
G$35,302 GYD per night, originally G$42,196 GYD
5.0 out of 5 average rating, 11 reviews
5.0 (11)
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