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Search results; Over 1,000 homes in Casselberry

Guest favourite
Home in Casselberry
Villa with Guest House & Pool-Patio
5 bedrooms, 6 beds, 2 private bathrooms
27 Jul – 1 Aug
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4.93 out of 5 average rating, 136 reviews
Top guest favourite
Home in Longwood
The Lakefront Brantley House
3 bedrooms, 3 beds, 2.5 bathrooms
22–29 Jul
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Home in Winter Park
Modern 2BR Near Park Ave Perfect for Groups
2 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Home in Longwood
Central Florida Pool Home
3 bedrooms, 2 beds, 2 bathrooms
31 Jul – 5 Aug
4.96 out of 5 average rating, 53 reviews
Guest favourite
Home in Sanford
Spacious-Cozy&Bright 4BR Home
4 bedrooms, 4 beds, 2 bathrooms
21–26 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Sanford
Bright & Cozy 3BR Retreat with Timeless Charm
3 bedrooms, 3 beds, 2 bathrooms
20–25 Jul
5.0 out of 5 average rating, 16 reviews
Superhost
Home in Orlando
Relax & Recharge • Orlando 4BR with Pool
4 bedrooms, 4 beds, 2.5 bathrooms
15–20 Aug
Superhost
Flat in Winter Park
The Grove
1 bedroom, 1 queen bed, 1 bathroom
8–13 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms, 4 beds, 2 bathrooms
27 Jul – 1 Aug
4.91 out of 5 average rating, 93 reviews
Guest favourite
Flat in Oviedo
Modern Retreat w/ Pool, Bowling Alley & Grill
1 bedroom, 1 bed, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Room in Casselberry
Farmhouse Escape with Private Bath Clean & Cozy
1 queen bed, 1 bathroom
21–26 Jul
4.95 out of 5 average rating, 43 reviews
Home in Winter Park
Luxury Designer Home • Downtown,Universal & Disney
4 bedrooms, 4 beds, 3.5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 3 reviews
Home in Orlando
Hidden Oasis House - Pool, Gameroom in DT Orlando!
3 bedrooms, 5 beds, 2 bathrooms
26–31 Jul
Guest favourite
Home in Sanford
Sunny In Sanford w/Heated Pool
5 bedrooms, 9 beds, 2 bathrooms
26–31 Jul
4.92 out of 5 average rating, 12 reviews
Superhost
Home in Kissimmee
5 BD/ 4 BA/ Terra Verde (4669 GB)
5 bedrooms, 7 beds, 4 bathrooms
30 Jul – 4 Aug
Guest favourite
Room in Winter Springs
Quiet Top Floor Room + Private Bath
1 bed, 1 bathroom
22–27 Jul
4.86 out of 5 average rating, 7 reviews
Guest favourite
Home in Orlando
Sleeps 6 | Car Rental | Prime DTO Location
3 bedrooms, 3 beds, 1 bathroom
2–7 Aug
4.99 out of 5 average rating, 78 reviews
Top guest favourite
Home in Longwood
The Tiki Palm | Screened Pool +Arcade + Mini Golf
4 bedrooms, 7 beds, 2 bathrooms
7–12 Aug
5.0 out of 5 average rating, 16 reviews
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds, 4.5 bathrooms
19–24 Dec
New place to stay