Bargain Timeshare Rentals in Kissimmee

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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 - River Island

Kissimmee, Florida

Jun 28 – Jul 5, 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 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 23–31, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$1,769 ($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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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

May 16–23, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/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

Nov 1–5, 2026 (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

Jan 24–31, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,581 ($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

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

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

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

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

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 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,612 ($230/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,612 ($230/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 8–15, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,612 ($230/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,612 ($230/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 10–17, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,612 ($230/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 7–14, 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 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 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 21–28, 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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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Nov 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,627 ($232/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 6–13, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,629 ($233/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 1–5, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$937 ($234/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 19, 2026 – Jan 2, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$3,247 ($232/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 3–8, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,172 ($234/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 4–9, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,172 ($234/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 21–26, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,172 ($234/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jun 19–22, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$706 ($235/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 10–13, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$706 ($235/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 24–27, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$706 ($235/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 11–16, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,180 ($236/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 4–9, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,180 ($236/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jun 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,654 ($236/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 6–11, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,185 ($237/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 12–22, 2027 (10 nights)
2 bed/2 bath, sleeps 8
$2,353 ($235/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 22–27, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,185 ($237/night)

Westgate Vacation Villas

Kissimmee, Florida

Jun 28 – Jul 5, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

Westgate Town Center

Kissimmee, Florida

Jul 11–18, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,660 ($237/night)