Bargain Timeshare Rentals in Kissimmee

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Club Wyndham Cypress Palms

Kissimmee, Florida

Apr 21–24, 2027 (3 nights)
2 bed/2 bath, sleeps 8
$657 ($219/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 10–16, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,312 ($219/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 17–23, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,312 ($219/night)

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Westgate Town Center

Kissimmee, Florida

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

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Westgate Town Center

Kissimmee, Florida

Sep 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,536 ($219/night)

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Westgate Town Center

Kissimmee, Florida

Sep 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,536 ($219/night)

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Westgate Town Center

Kissimmee, Florida

Sep 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,536 ($219/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)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Nov 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,542 ($220/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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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Oct 31 – Nov 7, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 29 – Apr 5, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 18–22, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$888 ($222/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 20–27, 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 - 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

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

Jun 26 – Jul 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 - East 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

Nov 5–9, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$888 ($222/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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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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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 - 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

Mar 27 – Apr 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/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

Apr 6–13, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 13–20, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jun 12–19, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 20 – Apr 3, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$3,077 ($220/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 21–28, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 8–15, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Westgate Town Center

Kissimmee, Florida

Dec 25, 2026 – Jan 1, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,550 ($221/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

May 28 – Jun 1, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$888 ($222/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 6–13, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 6–10, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$900 ($225/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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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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Silver Lake Resort

Kissimmee, Florida

Dec 6–13, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 12–19, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Apr 4–11, 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 - West Village

Kissimmee, Florida

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

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 24–28, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$888 ($222/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 12–19, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 7–14, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 11–17, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,339 ($223/night)

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Westgate Town Center

Kissimmee, Florida

Feb 12–19, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$1,563 ($223/night)

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Westgate Town Center

Kissimmee, Florida

Feb 14–21, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$1,563 ($223/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 15–19, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$897 ($224/night)