Bargain Timeshare Rentals in Kissimmee

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 29, 2026 – Jan 4, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,238 ($206/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 5–11, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,251 ($208/night)

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Westgate Vacation Villas

Kissimmee, Florida

Sep 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

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Westgate Vacation Villas

Kissimmee, Florida

Sep 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

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Westgate Vacation Villas

Kissimmee, Florida

Oct 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

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Westgate Vacation Villas

Kissimmee, Florida

Aug 8–15, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

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Westgate Vacation Villas

Kissimmee, Florida

Oct 2–9, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/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 Vacation Villas

Kissimmee, Florida

Aug 30 – Sep 6, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

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Westgate Vacation Villas

Kissimmee, Florida

Jul 10–17, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

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Westgate Vacation Villas

Kissimmee, Florida

Sep 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

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Westgate Vacation Villas

Kissimmee, Florida

Sep 25 – Oct 2, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

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Westgate Vacation Villas

Kissimmee, Florida

Jul 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

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Westgate Vacation Villas

Kissimmee, Florida

Sep 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,459 ($208/night)

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Westgate Vacation Villas

Kissimmee, Florida

Oct 3–10, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

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Westgate Vacation Villas

Kissimmee, Florida

Sep 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

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Westgate Vacation Villas

Kissimmee, Florida

Aug 7–14, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

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Westgate Vacation Villas

Kissimmee, Florida

Sep 27 – Oct 4, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

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Westgate Vacation Villas

Kissimmee, Florida

Sep 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

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Westgate Vacation Villas

Kissimmee, Florida

Aug 28 – Sep 4, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

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Westgate Vacation Villas

Kissimmee, Florida

Sep 25 – Oct 2, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

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Westgate Vacation Villas

Kissimmee, Florida

Oct 2–9, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

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Westgate Vacation Villas

Kissimmee, Florida

Aug 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

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Westgate Vacation Villas

Kissimmee, Florida

Jul 10–17, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

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Westgate Vacation Villas

Kissimmee, Florida

Oct 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

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Westgate Vacation Villas

Kissimmee, Florida

Oct 2–9, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Aug 29 – Sep 3, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$1,054 ($211/night)

Westgate Town Center

Kissimmee, Florida

Aug 16–23, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,473 ($210/night)

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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

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 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

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

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

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

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

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

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

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

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

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

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

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