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Kissimmee vacation rentals

We found 31,502 vacation rentals — enter your dates for availability

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July 2024

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August 2024

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Find the best place to stay - Kissimmee

Image of Modern Luxury Villa with Everything

Modern Luxury Villa with Everything

Sleeps 19 · 8 bedrooms · 5 bathrooms

Image of Stylish retreat with a private, heated pool, central AC, & garage game room

Stylish retreat with a private, heated pool, central AC, & garage game room

Sleeps 8 · 4 bedrooms · 3+ bathrooms

Communal Water Park with Heated Jacuzzis and Waterfall Features.

Luxurious Orlando Kissimmee Mansion for Work Remote or Family Gatherings

Sleeps 16 · 5 bedrooms · 5 bathrooms

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