Bargain Timeshare Rentals in Kissimmee

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 5–9, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$995 ($249/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 27–31, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$995 ($249/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 21–27, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,488 ($248/night)

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Westgate Vacation Villas

Kissimmee, Florida

May 2–9, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,742 ($249/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 6–17, 2027 (11 nights)
2 bed/2 bath, sleeps 8
$2,733 ($248/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 7–12, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,260 ($252/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
$1,764 ($252/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 1–8, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,765 ($252/night)

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Mystic Dunes Resort & Golf Club

Kissimmee, Florida

Nov 22–28, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,516 ($253/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Nov 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,769 ($253/night)

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Westgate Town Center

Kissimmee, Florida

Apr 24 – May 1, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,769 ($253/night)

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Westgate Vacation Villas

Kissimmee, Florida

May 24–31, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,769 ($253/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
$1,769 ($253/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 11–20, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$2,275 ($253/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Jul 3–7, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,021 ($255/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 24 – Aug 2, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$2,283 ($254/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 10–19, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$2,283 ($254/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 17–29, 2026 (12 nights)
2 bed/2 bath, sleeps 8
$3,042 ($254/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 6–13, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,795 ($256/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,795 ($256/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 2–9, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,795 ($256/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 1–8, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,795 ($256/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 15–22, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,795 ($256/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 30 – Dec 7, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,804 ($258/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Aug 15–22, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,818 ($260/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 18–22, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,043 ($261/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 29 – Aug 3, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,304 ($261/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 31 – Aug 5, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,304 ($261/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jul 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,824 ($260/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 24–30, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,568 ($261/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 23–29, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,568 ($261/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 22–28, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,568 ($261/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 8–14, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,568 ($261/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 4–12, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$2,087 ($261/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 23–28, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,312 ($262/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

May 22–26, 2026 (4 nights)
3 bed/3 bath, sleeps 12
$1,054 ($264/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 3–13, 2026 (10 nights)
2 bed/2 bath, sleeps 8
$2,615 ($261/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Aug 16–21, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,324 ($265/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Aug 8–16, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$2,118 ($265/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
$1,856 ($265/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 4–13, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$2,379 ($264/night)

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Westgate Town Center

Kissimmee, Florida

Jul 17–24, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,862 ($266/night)

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Westgate Town Center

Kissimmee, Florida

Jul 10–17, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,862 ($266/night)

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Westgate Town Center

Kissimmee, Florida

Jun 28 – Jul 5, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,862 ($266/night)

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Westgate Town Center

Kissimmee, Florida

Aug 21–28, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,862 ($266/night)

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Westgate Town Center

Kissimmee, Florida

Jul 17–24, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,862 ($266/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 10–14, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,070 ($268/night)

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Westgate Vacation Villas

Kissimmee, Florida

Jul 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 10
$1,878 ($268/night)