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Search results; Over 1,000 homes in Windermere

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Cottage in Windermere
Fisherman’s Cottage ~ Downtown Windermere
1 bedroom, 2 beds, 1 private bathroom
1–6 Oct
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4.86 out of 5 average rating, 7 reviews
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Home in Gotha
Private Pool Retreat Mins to Universal & Disney
4 bedrooms, 6 beds, 2 bathrooms
28 Nov – 3 Dec
New place to stay
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Flat in Windermere
15 Min to Disney | Family 1BR w/ Balcony + Pool
1 bedroom, 3 beds, 1 bathroom
2–7 Nov
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Guest favourite
Home in Ocoee
Serenity Retreat
2 bedrooms, 2 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.92 out of 5 average rating, 98 reviews
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Superhost
Home in Kissimmee
9BR house sleeps 24 with spa and pool
9 bedrooms, 14 beds, 5 bathrooms
29 Oct – 3 Nov
New place to stay
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Top guest favourite
Home in Orlando
12BR Disney Luxury Retreat - Pool, Theater & Fun!
12 bedrooms, 21 beds, 11.5 bathrooms
13–18 Oct
4.98 out of 5 average rating, 58 reviews
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Home in Orlando
Luxury 2BR Home | Private Patio & Stylish Stay
2 bedrooms, 2 king beds, 1 bathroom
23–28 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Flat in Orlando
Luxe King En-Suite• Universal/Epic 6 mins• Getaway
2 bedrooms, 3 beds, 2 bathrooms
28 Oct – 2 Nov
5.0 out of 5 average rating, 7 reviews
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Guest favourite
Townhouse in Kissimmee
4 Bedrooms/ 3 Bathrooms/ Storey Lake (2457RT)
4 bedrooms, 6 beds, 3 bathrooms
25–30 Oct
5.0 out of 5 average rating, 37 reviews
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Top guest favourite
Flat in Orlando
Modern 2BR Escape | King Bed • Pets • Epic U10 min
2 bedrooms, 3 beds, 2 bathrooms
3–8 Oct
5.0 out of 5 average rating, 49 reviews
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Home in Orlando
Top Rated Family Resort Near Disney & Universal
2 bedrooms, 4 beds, 2 bathrooms
17–22 Oct
New place to stay
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Superhost
Home in Kissimmee
7 Bd/ 6 Ba/ Storey Lake (4585 Tb)
7 bedrooms, 10 beds, 6 bathrooms
1–6 Oct
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Superhost
Home in Kissimmee
7 Bd/ 6 Ba/ Storey Lake (4585 Tb)
7 bedrooms, 10 beds, 6 bathrooms
1–6 Oct
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Guest favourite
Home in Orlando
Harmony | Heated Pool | 10 min Universal & Epic.
3 bedrooms, 5 beds, 2 bathrooms
18–23 Oct
5.0 out of 5 average rating, 107 reviews
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Superhost
Home in Kissimmee
6 BD/ 6 BA/ Encore Resort at Reunion (480 Ld)
6 bedrooms, 7 beds, 6 bathrooms
3–8 Oct
New place to stay
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Superhost
Home in Kissimmee
The Happily Ever After Hideaway
3 bedrooms, 4 beds, 2 bathrooms
19–24 Oct
New place to stay
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Flat in Orlando
Studio for 3 Near Universal
1 bedroom, 2 beds, 1 bathroom
17–22 Nov
New place to stay
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Superhost
Home in Kissimmee
NEW 2026 Themed 9BR| Racing Simulator |Solara
9 bedrooms, 13 beds, 6.5 bathrooms
14–19 Dec
4.75 out of 5 average rating, 4 reviews