Bargain Timeshare Rentals in Kissimmee

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 16–23, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,926 ($275/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

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Westgate Town Center

Kissimmee, Florida

Nov 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Mar 5–12, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

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Westgate Town Center

Kissimmee, Florida

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Mar 13–20, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Mar 13–20, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Mar 13–20, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

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Vacation Village at Parkway

Kissimmee, Florida

Dec 25, 2026 – Jan 1, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Nov 25–29, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,110 ($278/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
$1,932 ($276/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Nov 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

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Vacation Village at Parkway

Kissimmee, Florida

Mar 26 – Apr 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/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
$1,932 ($276/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
$1,932 ($276/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Nov 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/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
$1,932 ($276/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Nov 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Nov 21–28, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,932 ($276/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
$1,932 ($276/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Mar 13–20, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Mar 13–20, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Nov 23–26, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$832 ($278/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Nov 25–30, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,385 ($277/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Nov 24–29, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,385 ($277/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 30, 2026 – Jan 5, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,664 ($277/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 5–19, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$3,857 ($276/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 6–20, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$3,857 ($276/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 13–19, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,682 ($280/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 3–9, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,682 ($280/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 20–26, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,682 ($280/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 8–14, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,682 ($280/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 18–24, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,682 ($280/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 28 – Apr 3, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,682 ($280/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 21–27, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,682 ($280/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 14–20, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,682 ($280/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 27 – Apr 2, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,682 ($280/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 7–14, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,965 ($281/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jun 26 – Jul 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,965 ($281/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 8–15, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,965 ($281/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jun 12–19, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,965 ($281/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 6–13, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,965 ($281/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 12–19, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,965 ($281/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 29 – Feb 7, 2027 (9 nights)
2 bed/2 bath, sleeps 8
$2,523 ($280/night)