Bargain Timeshare Rentals in Kissimmee

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,476 ($211/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,476 ($211/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 17–20, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$638 ($213/night)

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Westgate Vacation Villas

Kissimmee, Florida

Jan 1–8, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$1,486 ($212/night)

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Westgate Vacation Villas

Kissimmee, Florida

Feb 6–13, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$1,486 ($212/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,488 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 20–23, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$639 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 1–8, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,488 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 28 – Nov 4, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,488 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,488 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 17–24, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,488 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 6–9, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$639 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 25 – Nov 1, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,488 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 1–8, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,488 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 24–31, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,488 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 23–30, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,488 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 26, 2026 – Jan 1, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,277 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 12–18, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,277 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 19–25, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,277 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,488 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 23–30, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,488 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,488 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 7–13, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,277 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,488 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 10–17, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,488 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 13–19, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,277 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 3–10, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,488 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 7–14, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,488 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,488 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 20–26, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,277 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 14–21, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,497 ($214/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 28, 2026 – Jan 9, 2027 (12 nights)
2 bed/2 bath, sleeps 8
$2,554 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 4–12, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$1,712 ($214/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 24–29, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,074 ($215/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 1–10, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$1,926 ($214/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 21 – Apr 3, 2027 (13 nights)
2 bed/2 bath, sleeps 8
$2,772 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 22 – Sep 2, 2026 (11 nights)
2 bed/2 bath, sleeps 8
$2,362 ($215/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 4–14, 2026 (10 nights)
2 bed/2 bath, sleeps 8
$2,157 ($216/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 21, 2026 – Jan 2, 2027 (12 nights)
2 bed/2 bath, sleeps 8
$2,584 ($215/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 4–17, 2026 (13 nights)
2 bed/2 bath, sleeps 8
$2,798 ($215/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 14–18, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$870 ($218/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Apr 5–9, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$870 ($218/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 29 – Apr 2, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$870 ($218/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 30, 2026 – Jan 4, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,088 ($218/night)

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Westgate Vacation Villas

Kissimmee, Florida

Jul 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,522 ($218/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 20–29, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$1,952 ($217/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,524 ($218/night)

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Westgate Town Center

Kissimmee, Florida

Oct 9–16, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,536 ($219/night)