Search results; Over 1,000 places in Winter Springs

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Guest favourite
Private room in Winter Springs
Country Living in the City
6 guests3 bedrooms4 beds1 private bathroom
8–13 May
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8–13 May
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€ 144 per night

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Top guest favourite
Room in Winter Springs
Stay with Cindy
Room With Pool & Private Entrance
8–13 Jun
€ 74 per night
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Townhouse in Casselberry
Cozy Central Florida Townhome
3 beds
19–24 May
€ 180 per night
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Guest suite in Casselberry
2B/2B Close to Orlando/Winter Park/Winter Springs
3 beds
19–24 Jun
€ 123 per night
4.98 out of 5 average rating, 48 reviews
Top guest favourite
Home in Casselberry
Blue Villa | 8 PPL | Heated Pool | BBQ | Top Area
Free cancellation
8–13 Jun
€ 290 per night
4.95 out of 5 average rating, 19 reviews
Guest favourite
Guest suite in Casselberry
Comfortable and quiet place
Free cancellation
29 May – 3 Jun
€ 72 per night
4.86 out of 5 average rating, 44 reviews
Home in Casselberry
The Ol’ Florida House - Quiet 3/2 with fenced yard
Free cancellation
2–7 Jun
€ 173 per night
5.0 out of 5 average rating, 3 reviews
Home in Winter Springs
Cozy Home Near Disney- Pool | Hot Tub | Ping Pong
6 beds
20–25 May
€ 331 per night
New place to stay
Guest favourite
Guest suite in Casselberry
Orlando, spacious, quiet, centrally located, suite
2 beds
31 May – 5 Jun
€ 98 per night
4.91 out of 5 average rating, 87 reviews
Guest favourite
Home in Winter Springs
Just like home-specious 4 bedroom
Free cancellation
30 Jul – 4 Aug
€ 270 per night
4.94 out of 5 average rating, 36 reviews
Guest favourite
Home in Winter Springs
Spacious 4 bedroom single story home
Free cancellation
26 Jul – 2 Aug
€ 317 per night
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Lake Mary
Cozy, Stylish & Charming Home
4 beds
11–16 May
€ 210 per night
4.97 out of 5 average rating, 86 reviews
Top guest favourite
Guest suite in Oviedo
Oviedo Oasis:2/1 attached Guest Suite;Private Pool
Free cancellation
21–26 Jun
€ 128 per night
4.92 out of 5 average rating, 399 reviews
Superhost
Home in Lake Mary
Gated community XL pool Home 2500sq/f
Free cancellation
19–24 May
€ 335 per night
4.89 out of 5 average rating, 254 reviews
Guest favourite
Room in Longwood
Stay with MarthaMedical assistant,
Private room
18–23 May
€ 47 per night
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Room in Casselberry
Stay with RodneyReal estate broker,
Farmhouse Escape with Private Bath Clean & Cozy
15–20 May
€ 75 per night
4.97 out of 5 average rating, 35 reviews
Guest favourite
Guest house in Sanford
Private Courtyard Cottage on Canal
1 king bed
7–12 May
€ 101 per night
4.95 out of 5 average rating, 234 reviews
Superhost
Loft in Oviedo
New Cozy Apartment Studio
1 queen bed
10–15 May
€ 132 per night
4.89 out of 5 average rating, 9 reviews
Guest favourite
Room in Longwood
Stay with Alicia And TimHosting for 7 years,
More For Your Money
7–12 May
€ 63 per night
4.93 out of 5 average rating, 221 reviews