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Search results; Over 1,000 homes in Windermere

Superhost
Home in Windermere
Water Front Haven
3 bedrooms, 3 beds, 2 private bathrooms
6–11 Aug
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4.93 out of 5 average rating, 27 reviews
Top guest favourite
Flat in Windermere
Relaxing 2BR Lakeview Retreat Close to Attractions
2 bedrooms, 3 beds, 1 bathroom
19–24 Oct
4.99 out of 5 average rating, 116 reviews
Top guest favourite
Home in Orlando
4BR/2BA Private POOL Home Close to Universal/Parks
4 bedrooms, 5 beds, 2 bathrooms
21–26 Aug
4.93 out of 5 average rating, 119 reviews
Guest favourite
Home in Orlando
Harmony | Heated Pool | 10 min Universal & Epic.
3 bedrooms, 5 beds, 2 bathrooms
14–19 Aug
5.0 out of 5 average rating, 103 reviews
Superhost
Flat in Orlando
New luxury 3BD in Vista Cay · 5 min Epic Universe
3 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
New place to stay
Top guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms, 4 beds, 2 bathrooms
5–10 Aug
4.91 out of 5 average rating, 93 reviews
Superhost
Townhouse in Orlando
New Vista Cay Home | Universal & Convention
3 bedrooms, 4 beds, 3.5 bathrooms
2–7 Aug
New place to stay
Home in Four Corners
The Epic Escape Mansion 9Br near Disney/Universal
9 bedrooms, 20 beds, 5 bathrooms
9–14 Aug
New place to stay
Superhost
Home in Kissimmee
The Most Fun House, Tons of Room and a Huge Pool!
12 bedrooms, 24 beds, 15 bathrooms
5–10 Aug
New place to stay
Home in Davenport
Upstay Contemporary Retreat w Pool, BBQ & Backyard
5 bedrooms, 7 beds, 4 bathrooms
16–21 Aug
New place to stay
Superhost
Home in Four Corners
2026 Themed 07 Bedrooms At Windsor Cay
7 bedrooms, 8 single beds, 5 bathrooms
28 Aug – 2 Sept
Superhost
Flat in Orlando
Stunning 4 BD/ 2 BA Vista Cay (5048-402 SL)
4 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 3 reviews
Home in Ocoee
Serenity Retreat
2 bedrooms, 2 beds, 2 bathrooms
10–15 Aug
New place to stay
Guest favourite
Home in Clermont
5 BD/ 5.5 BA/ Windsor Cay (15839 CC)
5 bedrooms, 7 beds, 5.5 bathrooms
19–24 Aug
5.0 out of 5 average rating, 20 reviews
Flat in Kissimmee
Vacation Condo with pool-20 Min from Disney
3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
New place to stay
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 11 reviews
Home in Kissimmee
Stylish Disney Retreat | 15 Mins to Disney
3 bedrooms, 4 beds, 3 bathrooms
9–14 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Orlando
New 1 Bedroom Suite with full kitchen, Bathroom #1
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Home in Orlando
Sleeps 6 | Car Rental | Prime DTO Location
3 bedrooms, 3 beds, 1 bathroom
11–16 Aug
4.99 out of 5 average rating, 80 reviews