Bargain Timeshare Rentals in Kissimmee

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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
$1,542 ($220/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 27, 2026 – Jan 2, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,326 ($221/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 28 – Sep 3, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,330 ($222/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 22 – Sep 1, 2026 (10 nights)
2 bed/2 bath, sleeps 8
$2,205 ($220/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Sep 18–20, 2026 (2 nights)
3 bed/3 bath, sleeps 12
$455 ($228/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
$1,550 ($221/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
$1,550 ($221/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Jun 26 – Jul 3, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 18–24, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,330 ($222/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Jul 5–11, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,330 ($222/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 28 – Nov 1, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$888 ($222/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Apr 23–30, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,550 ($221/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Aug 8–15, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 9–17, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$1,769 ($221/night)

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Westgate Vacation Villas

Kissimmee, Florida

May 16–23, 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 - River Island

Kissimmee, Florida

Dec 19–26, 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

Oct 9–16, 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

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

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Westgate Vacation Villas

Kissimmee, Florida

Jun 27 – Jul 4, 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 - East Village

Kissimmee, Florida

May 16–23, 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

Dec 19–26, 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 - East Village

Kissimmee, Florida

Sep 18–20, 2026 (2 nights)
3 bed/3 bath, sleeps 12
$455 ($228/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 4–8, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$888 ($222/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 21–25, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$888 ($222/night)

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Oct 9–16, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 16–22, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,339 ($223/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 21–31, 2026 (10 nights)
2 bed/2 bath, sleeps 8
$2,222 ($222/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 16–20, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$897 ($224/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 4–8, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$897 ($224/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 20, 2026 – Jan 3, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$3,112 ($222/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 18–23, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,128 ($226/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 7–14, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,581 ($226/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 18–21, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$679 ($226/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 3–7, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$906 ($226/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 22–29, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,581 ($226/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 12–18, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,365 ($228/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 25–31, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,365 ($228/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 19–25, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,365 ($228/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 26 – Aug 1, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,365 ($228/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 6–17, 2027 (11 nights)
2 bed/2 bath, sleeps 8
$2,493 ($227/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 8–13, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,145 ($229/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,612 ($230/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 23–30, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,612 ($230/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,612 ($230/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,612 ($230/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,612 ($230/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 5–11, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,383 ($230/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 8–15, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,612 ($230/night)