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    Stays/Destinations/United States/Florida/Kissimmee, FL

    Vacation rentals in Kissimmee, FL

    9 independently run vacation rentals in Kissimmee, FL, run by 1 local host. Book direct on each host's own site, with no guest service fees.

    Stays
    9
    Local hosts
    1
    Sleeps
    8 to 16
    Pet-friendly
    2

    Search live availability in Kissimmee

    5BR Pool Villa

    5BR Pool Villa

    Kissimmee, FL

    A whimsical retreat for young dreamers.

    sleeps 14

    At a glance: Sleeps 14. No pets.

    Book direct on bookwithhaven.com

    4BR Pool Villa

    4BR Pool Villa

    Kissimmee, FL

    A whimsical retreat for family adventures.

    sleeps 11

    At a glance: Sleeps 11. Pets welcome.

    Book direct on bookwithhaven.com

    Storey Lake Oasis

    Storey Lake Oasis

    Kissimmee, FL

    "Serenity by the water, magic just moments away."

    sleeps 11

    At a glance: Sleeps 11. No pets.

    Book direct on bookwithhaven.com

    Luxury 6BR Getaway

    Luxury 6BR Getaway

    Kissimmee, FL

    Endless play, just moments from magic.

    sleeps 16

    At a glance: Sleeps 16. No pets.

    Book direct on bookwithhaven.com

    Neon Nights Disney Escape

    Neon Nights Disney Escape

    Kissimmee, FL

    A sanctuary for playful evenings.

    sleeps 8

    At a glance: Sleeps 8. No pets.

    Book direct on bookwithhaven.com

    Private Pool & Spa

    Private Pool & Spa

    Kissimmee, FL

    Your magical Disney basecamp awaits.

    sleeps 16

    At a glance: Sleeps 16. Pets welcome.

    Book direct on bookwithhaven.com

    Luxury 5BR Retreat

    Luxury 5BR Retreat

    Kissimmee, FL

    Where play meets enchantment.

    sleeps 14

    At a glance: Sleeps 14. No pets.

    Book direct on bookwithhaven.com

    7BR Luxe Retreat Near Disney

    7BR Luxe Retreat Near Disney

    Kissimmee, FL

    Where joy and tranquility meet.

    sleeps 16

    At a glance: Sleeps 16. No pets.

    Book direct on bookwithhaven.com

    Whispering Oaks

    Whispering Oaks

    Kissimmee, Florida

    Private Pool Villa Near Disney with Free Pool Heat

    sleeps 8

    At a glance: Sleeps 8. No pets.

    Book direct on whisperingoaksvilla.com

    Local hosts

    Independent hosts with more than one stay here run their own booking sites. Each links to the host's site, where every home they manage is listed.

    • Badgerland Vacation Homes8 stays here

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    Questions about Kissimmee, FL

    How many vacation rentals in Kissimmee, FL are on Haven?
    9 stays are listed in Kissimmee, FL, run by 1 independent host.
    Do I pay a service fee to book a vacation rental in Kissimmee, FL?
    No. Every stay here is booked or requested on the host’s own website, which charges no guest service fee. You pay the host’s nightly rate, their cleaning fee and the local taxes.
    Are there pet-friendly vacation rentals in Kissimmee, FL?
    Yes. 2 of the 9 stays in Kissimmee, FL list pets as welcome. Each listing names its pet fee and limits.
    Are there vacation rentals in Kissimmee, FL for large groups?
    Yes. The largest stay in Kissimmee, FL sleeps 16. Capacities here run from 8 to 16 guests.
    How do I book direct in Kissimmee, FL?
    Open any stay below. Its page is the host’s own site: pick your dates, see the full price with taxes, and book there. Haven adds nothing to the price.

    Updated November 6, 2026. Listings and counts come from each host's live site.

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