Bargain Timeshare Rentals in Kissimmee

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Aug 15–22, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,330 ($190/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Jun 28 – Jul 5, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,330 ($190/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Jun 28 – Jul 5, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,330 ($190/night)

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Westgate Town Center

Kissimmee, Florida

Oct 30 – Nov 6, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,330 ($190/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Aug 15–22, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,330 ($190/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Aug 23–30, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,330 ($190/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Jul 3–10, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,330 ($190/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 30 – Sep 3, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$764 ($191/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 7–11, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$764 ($191/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 1–5, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$764 ($191/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 1–5, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$764 ($191/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 13–17, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$764 ($191/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 11–15, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$764 ($191/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Aug 15–22, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,348 ($193/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 19–30, 2026 (11 nights)
2 bed/2 bath, sleeps 8
$2,118 ($193/night)

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Westgate Towers

Kissimmee, Florida

Sep 25 – Oct 2, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,354 ($193/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Jul 3–10, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,358 ($194/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jul 3–10, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,358 ($194/night)

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Westgate Town Center

Kissimmee, Florida

Nov 28 – Dec 5, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,358 ($194/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 3–11, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$1,550 ($194/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Jul 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,358 ($194/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Jul 3–10, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,358 ($194/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 12–17, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$972 ($194/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 13–18, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$972 ($194/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 31 – Feb 7, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,365 ($195/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 20–27, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,365 ($195/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 21–28, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,365 ($195/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 27–31, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$790 ($198/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 28, 2026 – Jan 2, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$990 ($198/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Oct 10–17, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,385 ($198/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,387 ($198/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 28, 2026 – Jan 5, 2027 (8 nights)
2 bed/2 bath, sleeps 8
$1,585 ($198/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 6–13, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,392 ($199/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 9–14, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$999 ($200/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 12–16, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$799 ($200/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 5–19, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$2,772 ($198/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 26–30, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$799 ($200/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 3–7, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$799 ($200/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 10–15, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,003 ($201/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 18–24, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,207 ($201/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 11–17, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,207 ($201/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 22–28, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,207 ($201/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 8–11, 2027 (3 nights)
2 bed/2 bath, sleeps 8
$604 ($201/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 25–28, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$604 ($201/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 25–31, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,207 ($201/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 31 – Aug 3, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$638 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 11–17, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,216 ($203/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 14–20, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,216 ($203/night)