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Search results; Over 1,000 places in Winter Park

Guest favourite
Home in Winter Park
Cozy Winter Park Home
4 beds
1–6 Apr
5.0 out of 5 average rating, 26 reviews
Guest favourite
Home in Winter Park
Tiny Home - 3 MI to Downtown & Winter Park
2 queen beds
14–19 Apr
4.95 out of 5 average rating, 61 reviews
Guest favourite
Home in Winter Park
Guest Suite in Winter Park/Orlando
1 queen bed
13–18 Apr
4.9 out of 5 average rating, 122 reviews
Superhost
Home in Winter Park
𝕊𝕝𝕖𝕖𝕡𝕤 𝟠| 𝕎𝕚𝕟𝕥𝕖𝕣 ℙ𝕒𝕣𝕜|ᴏʀʟᴀɴᴅᴏ
4 beds
1–6 Apr
4.89 out of 5 average rating, 63 reviews
Guest favourite
Home in Winter Park
Comfy 3 Bedrooms - 2 Bathrooms home with pool.
4 beds
3–8 Apr
4.87 out of 5 average rating, 100 reviews
Home in Winter Park
Updated 3/2 home in Winter Park!
3 beds
8–13 Apr
New place to stay
Guest favourite
Home in Winter Park
Winter Park Citrus Escape
6 beds
13–18 Apr
4.94 out of 5 average rating, 33 reviews
Guest favourite
Flat in Winter Park
The Lake House
2 beds
28 Apr – 3 May
4.89 out of 5 average rating, 28 reviews
Guest favourite
Flat in Winter Park
Get a Little Glam in a Retro Palm Beach-Style Boudoir
1 queen bed
21–26 Apr
4.95 out of 5 average rating, 280 reviews
Guest favourite
Home in Winter Park
Stylish newly updated home in Winter Park
4 beds
8–13 Apr
5.0 out of 5 average rating, 48 reviews
Superhost
Apartment in Winter Park
Lovely Winter Park Home close to Hospitals !
2 beds
26 Apr – 1 May
4.8 out of 5 average rating, 55 reviews
Guest favourite
Bungalow in Winter Park
Cozy 2/2 Bungalow - Downtown Winterpark/Orlando
2 queen beds
14–19 Apr
4.98 out of 5 average rating, 224 reviews
Guest favourite
Home in Winter Park
Modern 4 Bed Home in Winter Park (FullSail/UCF)
4 queen beds
1–6 Apr
4.86 out of 5 average rating, 97 reviews
Guest favourite
Home in Winter Park
Funky Remodeled Otown Bungalow Sleeps8
7 beds
7–12 Apr
4.95 out of 5 average rating, 19 reviews
Guest favourite
Bungalow in Winter Park
Charming Farmhouse Bungalow
3 queen beds
5–10 Jun
4.87 out of 5 average rating, 63 reviews
Guest favourite
Home in Winter Park
Relax on a private lake in Winter Park!
2 beds
15–20 Apr
4.97 out of 5 average rating, 103 reviews
Guest favourite
Home in Winter Park
Modern, Quiet & Cozy - Entire house /Winter park
2 beds
14–19 Apr
4.93 out of 5 average rating, 102 reviews
Guest favourite
Home in Maitland
Orlando Tropical Oasis
6–11 Apr
5.0 out of 5 average rating, 10 reviews