Bargain Timeshare Rentals in Kissimmee

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,581 ($226/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 14–21, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,581 ($226/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 21–28, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,581 ($226/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 2–9, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,581 ($226/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 2–16, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$3,138 ($224/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 15–21, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,365 ($228/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 6–15, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$2,048 ($228/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Jul 20–24, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$916 ($229/night)

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Westgate Vacation Villas

Kissimmee, Florida

Jul 26 – Aug 2, 2026 (7 nights)
2 bed/2 bath, sleeps 10
$1,605 ($229/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Mar 21–28, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,605 ($229/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 14–21, 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

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 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 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

Dec 4–18, 2026 (14 nights)
2 bed/2 bath, sleeps 8
$3,199 ($229/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 26, 2026 – Jan 9, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$3,217 ($230/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jul 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,627 ($232/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

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

Aug 19–23, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$941 ($235/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 15–22, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,647 ($235/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

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

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 24–29, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,185 ($237/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 8–13, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,185 ($237/night)

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Westgate Town Center

Kissimmee, Florida

Jul 25 – Aug 1, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,659 ($237/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 25, 2027 – Jan 1, 2028 (7 nights)
3 bed/3 bath, sleeps 12
$1,660 ($237/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Mar 13–20, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

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Vacation Village at Parkway

Kissimmee, Florida

Sep 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Mar 6–13, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jul 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

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Westgate Vacation Villas

Kissimmee, Florida

Aug 7–14, 2026 (7 nights)
2 bed/2 bath, sleeps 10
$1,660 ($237/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Mar 20–27, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Nov 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,673 ($239/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 8–15, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,673 ($239/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Jul 3–6, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$722 ($240/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 29 – Feb 7, 2027 (9 nights)
2 bed/2 bath, sleeps 8
$2,157 ($240/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 27–30, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$728 ($243/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 16–22, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,462 ($244/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 11–17, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,462 ($244/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 18–26, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$1,943 ($243/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jul 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,704 ($243/night)