Bargain Timeshare Rentals in Kissimmee

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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 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 7–14, 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

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

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

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 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 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

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 11–18, 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

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 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

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

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 31 – Nov 5, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,048 ($210/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 7–12, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,048 ($210/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 20–25, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,048 ($210/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jun 19–23, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$839 ($210/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 10–14, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$839 ($210/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 23–27, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$839 ($210/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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Vacation Village at Parkway

Kissimmee, Florida

May 8–15, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,473 ($210/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 27 – Aug 1, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,057 ($211/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 6–11, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,057 ($211/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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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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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

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

Nov 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,488 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 2–9, 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 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 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 16–23, 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

Dec 23–26, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$639 ($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

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

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 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 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,488 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 15–22, 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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Vacation Village at Parkway

Kissimmee, Florida

Jun 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,495 ($214/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Jun 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,495 ($214/night)