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Search results; Over 1,000 homes in Kissimmee

Guest favorite
Home in Kissimmee
5bdrm/pets ok/htd pool & jacuzzi/water park/game room
5 bedrooms, 9 beds, 4 private baths
Oct 24 – 29
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4.94 out of 5 average rating, 34 reviews
Villa in Kissimmee
Spacious villa w/pool & spa & game room
5 bedrooms, 7 beds
Dec 27 – Jan 1
5.0 out of 5 average rating, 4 reviews
Home in Davenport
Magical Florida Stay | Pool & Harry Potter
3 bedrooms, 6 beds
Aug 31 – Sep 5
New place to stay
Top guest favorite
Townhouse in Kissimmee
Disney Theme Rooms | Private Pool | Storey Lake
4 bedrooms, 6 beds
Nov 2 – 7
5.0 out of 5 average rating, 39 reviews
Superhost
Home in Kissimmee
9BR Pixar Theater Game Room | Pool Spa | Sleeps 27
9 bedrooms, 19 beds
Aug 12 – 17
New place to stay
Superhost
Home in Kissimmee
2026 Luxry Themed 06 Bedrooms At Solara Resort
6 bedrooms, 8 beds
Sep 14 – 19
Guest favorite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds
Aug 22 – 27
5.0 out of 5 average rating, 12 reviews
Home in Kissimmee
Kings Castle Retreat
5 bedrooms, 9 beds
Aug 16 – 21
New place to stay
Superhost
Townhouse in Kissimmee
SUPER Cozy & Fun Villa w/ Pool & BBQ | Near Disney
4 bedrooms, 8 beds
Aug 30 – Sep 4
5.0 out of 5 average rating, 3 reviews
Home in Kissimmee
Premium house, 4 bedrooms, sleeps 10, Kissimme
4 bedrooms, 8 beds
Aug 24 – 29
New place to stay
Home in Kissimmee
Golden Haven | 5BR | Pool | 12 Min to Disney
5 bedrooms, 7 beds
Aug 16 – 21
5.0 out of 5 average rating, 4 reviews
Villa in Kissimmee
Cumbrian Dream 4 Bedroom Pool Home near Disney
4 bedrooms, 6 beds
Aug 25 – 30
Top guest favorite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds
Aug 16 – 21
5.0 out of 5 average rating, 16 reviews
Top guest favorite
Home in Kissimmee
Home, Private Pool, 10 min to Disney, 3 BR/2 Baths
3 bedrooms, 5 beds
Sep 28 – Oct 3
4.98 out of 5 average rating, 40 reviews
Home in Davenport
Highlands Reserve Retreat | Pool + Spa Near Disney
4 bedrooms, 5 beds
Oct 2 – 7
New place to stay
Home in Davenport
Upstay Contemporary Retreat w Pool, BBQ & Backyard
5 bedrooms, 7 beds
Oct 5 – 10
5.0 out of 5 average rating, 3 reviews
Guest favorite
Home in Kissimmee
Amazing Home Near Parks w/ Pool & Spa
4 bedrooms, 5 beds
Oct 21 – 26
5.0 out of 5 average rating, 5 reviews
Guest favorite
Home in Kissimmee
ECR409 - Home 10 minutes from Disney @Encore
4 bedrooms, 5 beds
Oct 17 – 22
5.0 out of 5 average rating, 11 reviews
Townhouse in Davenport
Solterra resort townhouse w/ private pool
4 bedrooms, 5 beds
Oct 10 – 15
New place to stay