Newest Timeshare Rentals in Kissimmee

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

May 16–23, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,834 ($262/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Apr 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,877 ($268/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Apr 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,659 ($237/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Apr 4–11, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$2,858 ($408/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,769 ($253/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,769 ($253/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Apr 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,423 ($346/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Mar 1–8, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,878 ($268/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Jan 31 – Feb 7, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,824 ($260/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Feb 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,878 ($268/night)

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Westgate Town Center

Kissimmee, Florida

May 15–22, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,204 ($315/night)

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Westgate Vacation Villas

Kissimmee, Florida

May 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 10
$832 ($119/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jul 1–6, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$2,750 ($550/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Feb 8–15, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

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Westgate Vacation Villas

Kissimmee, Florida

Jun 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,459 ($208/night)

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Westgate Town Center

Kissimmee, Florida

Jun 28 – Jul 5, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,862 ($266/night)

Westgate Town Center

Kissimmee, Florida

Jul 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,987 ($284/night)

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Westgate Vacation Villas

Kissimmee, Florida

Feb 15–22, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

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Westgate Vacation Villas

Kissimmee, Florida

Feb 28 – Mar 7, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,220 ($174/night)

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Westgate Town Center

Kissimmee, Florida

Apr 3–10, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,856 ($265/night)

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Aqua Sol, a Hilton Vacation Club

Kissimmee, Florida

Feb 2–9, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,027 ($147/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Feb 14–21, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,932 ($276/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Apr 6–11, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,660 ($332/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 27 – Mar 2, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$777 ($259/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Apr 17–24, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,085 ($298/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Feb 28 – Mar 7, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,987 ($284/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Feb 1–8, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,742 ($249/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Mar 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jan 24–31, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Feb 14–21, 2026 (7 nights)
1 bed/1 bath, sleeps 5
$1,495 ($214/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Feb 15–22, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,605 ($229/night)

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Westgate Vacation Villas

Kissimmee, Florida

Mar 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 10
$1,495 ($214/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Apr 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,314 ($331/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jul 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,150 ($307/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jul 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,150 ($307/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Mar 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Mar 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Feb 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,605 ($229/night)

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Westgate Town Center

Kissimmee, Florida

May 29 – Jun 5, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,536 ($219/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

May 3–10, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,204 ($172/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Mar 7–14, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,987 ($284/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Mar 7–14, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,385 ($198/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Apr 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,877 ($268/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,769 ($253/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Apr 1–8, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,423 ($346/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Feb 1–8, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jan 3–10, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$971 ($139/night)