filters

Search results; Over 1,000 homes in Kissimmee

Top guest favorite
Condo in Kissimmee
Heavenly Bliss - 3 bed 2 bath condo near Disney!
3 bedrooms, 4 beds, 2 private baths
Sep 29 – Oct 4
,
4.98 out of 5 average rating, 181 reviews
Guest favorite
Home in Kissimmee
2026 NEW 06 Bedrooms at Solara Resort/Private Pool
6 bedrooms, 9 beds, 4.5 baths
Oct 4 – 9
5.0 out of 5 average rating, 16 reviews
Guest favorite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 baths
Aug 22 – 27
5.0 out of 5 average rating, 12 reviews
Top guest favorite
Home in Davenport
Pool Spa + Outdoor Entertainment | Golf Retreat
4 bedrooms, 6 beds, 5 baths
Aug 16 – 21
5.0 out of 5 average rating, 6 reviews
Villa in Kissimmee
Spacious villa w/pool & spa & game room
5 bedrooms, 7 beds, 5 baths
Dec 27 – Jan 1
5.0 out of 5 average rating, 4 reviews
Superhost
Townhouse in Kissimmee
SUPER Cozy & Fun Villa w/ Pool & BBQ | Near Disney
4 bedrooms, 8 beds, 3.5 baths
Aug 30 – Sep 4
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
9BR Pixar Theater Game Room | Pool Spa | Sleeps 27
9 bedrooms, 19 beds, 5 baths
Aug 12 – 17
New place to stay
Top guest favorite
Home in Davenport
Home Away from Home + 2 suites
5 bedrooms, 6 beds, 3 baths
Aug 18 – 23
5.0 out of 5 average rating, 9 reviews
Top guest favorite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds, 4 baths
Aug 16 – 21
5.0 out of 5 average rating, 16 reviews
Home in Davenport
Highlands Reserve Retreat | Pool + Spa Near Disney
4 bedrooms, 5 beds, 2 baths
Oct 2 – 7
New place to stay
Villa in Kissimmee
Cumbrian Dream 4 Bedroom Pool Home near Disney
4 bedrooms, 6 beds, 3 baths
Aug 25 – 30
Home in Kissimmee
4BR Villa | Private Pool • Minutes to Disney
4 bedrooms, 5 beds, 2 baths
Aug 12 – 17
New place to stay
Guest favorite
Home in Kissimmee
Amazing Home Near Parks w/ Pool & Spa
4 bedrooms, 5 beds, 4 baths
Oct 24 – 29
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Davenport
A Magical Villa at Watersong
5 bedrooms, 7 beds, 4 baths
Aug 23 – 28
5.0 out of 5 average rating, 4 reviews
Home in Kissimmee
4BR Kissimmee home with private pool
4 bedrooms, 5 beds, 2 baths
Aug 23 – 28
New place to stay
Townhouse in Kissimmee
Magical Family Retreat 4B, 3.5B, Spa, 4M Disney!
4 bedrooms, 8 beds, 3.5 baths
Aug 28 – Sep 2
New place to stay
Guest favorite
Home in Kissimmee
NEW! Disney-Themed Escape | Private Pool | Villans
8 bedrooms, 13 beds, 6 baths
Aug 18 – 23
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Four Corners
2026 Themed 07 Bedrooms At Windsor Cay
7 bedrooms, 8 single beds, 5 baths
Nov 28 – Dec 3
Superhost
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Lucaya Village (8-101)
4 bedrooms, 7 beds, 3 baths
Aug 30 – Sep 4