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Search results; Over 1,000 homes in Kissimmee

Superhost
Apartment in Kissimmee
Orlando Fantasy World
2 bedrooms, 4 beds, 2 bathrooms
25–31 Dec
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Home in Kissimmee
Oversized Spa | Arcade Room | Kids Bedrooms | 030
6 bedrooms, 10 beds
5–10 Jul
4.83 out of 5 average rating, 6 reviews
Superhost
Home in Kissimmee
7851 Luxury 5BR Home w/ Private Pool Near Disney
5 bedrooms, 7 beds
27 Sept – 2 Oct
New place to stay
Home in Kissimmee
Orlando Dream Escape | Piscina Privada | Disney
3 bedrooms, 4 beds
13–18 Jul
5.0 out of 5 average rating, 3 reviews
Home in Kissimmee
Disney 15 Min! 4 BR Themed Home With Private Pool
4 bedrooms, 5 beds
3–8 Jul
New place to stay
Superhost
Home in Kissimmee
2026 Themed NEW 08 Bedrooms At Solara Resort
8 bedrooms, 11 beds
30 Nov – 5 Dec
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
5 BD/ 4 BA Sleeps 16! Cumbrian Lakes (4645CL)
5 bedrooms, 11 beds
27 Jul – 1 Aug
4.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
Ultimate Privacy, Pool & Spa, Theater, Near Disney
5 bedrooms, 6 beds
5–10 Jul
New place to stay
Home in Kissimmee
Disney Theme 7 Bedroom Home, Pool, Spa, Game Room
7 bedrooms, 12 beds
13–18 Jul
New place to stay
Guest favourite
Home in Clermont
Beautiful 5BR Themed Villa w/ Pool at Windsor Cay
5 bedrooms, 7 beds
28 Nov – 3 Dec
5.0 out of 5 average rating, 13 reviews
Townhouse in Davenport
Windsor IsIand | 5 Br 14ppl | Pool, WATER PARK
5 bedrooms, 8 beds
1–6 Jul
New place to stay
Apartment in Kissimmee
Frozen-Themed Studio with Pool
2 queen beds
1–6 Jul
New place to stay
Superhost
Home in Davenport
3 Epic Theme Rooms • Sleeps 19 • Pool/Spa • Disney
7 bedrooms, 14 beds
5–10 Jul
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds
15–20 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Kissimmee
New! Dickie's Dream Reunion
5 bedrooms, 9 beds
25–30 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Kissimmee
Aurora Lux| Heated Pool| Games Room| Mini Golf|BBQ
4 bedrooms, 6 beds
9–14 Aug
5.0 out of 5 average rating, 8 reviews
Home in Four Corners
Windsor Island Retreat | 4BR with Pool and BBQ
4 bedrooms, 7 beds
26–31 Jul
4.75 out of 5 average rating, 4 reviews
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds
5–10 Jul
5.0 out of 5 average rating, 6 reviews
Superhost
Apartment in Kissimmee
406 - Toy Story & Safari Dream Condo
3 bedrooms, 4 beds
3–8 Jul
New place to stay