Bargain Timeshare Rentals in Kissimmee

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 25 – Aug 1, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,673 ($239/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 16–30, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$3,321 ($237/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 1–7, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,436 ($239/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 24–31, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,673 ($239/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 23 – Aug 1, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$2,161 ($240/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 11–19, 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 - West Village

Kissimmee, Florida

Jun 18–23, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,220 ($244/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 19–23, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$977 ($244/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 16–20, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$977 ($244/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 17–20, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$737 ($246/night)

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Vacation Village at Parkway

Kissimmee, Florida

May 23–30, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,714 ($245/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 1–5, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$986 ($246/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 16–20, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$986 ($246/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 28 – Dec 5, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,730 ($247/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 25 – Aug 4, 2026 (10 nights)
2 bed/2 bath, sleeps 8
$2,467 ($247/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jul 5–11, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,488 ($248/night)

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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

Aug 3–7, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$995 ($249/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

Aug 29 – Sep 3, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,260 ($252/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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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 27–31, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,012 ($253/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 28 – Sep 1, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,012 ($253/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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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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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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Club Wyndham Cypress Palms

Kissimmee, Florida

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

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Nov 8–15, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,780 ($254/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 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

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

Jul 10–15, 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

Nov 18–21, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$786 ($262/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

Dec 11–16, 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

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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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
$1,856 ($265/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Jun 20–27, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,859 ($266/night)

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Westgate Town Center

Kissimmee, Florida

Oct 4–11, 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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Westgate Town Center

Kissimmee, Florida

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