Bargain Timeshare Rentals in Kissimmee

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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

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

Aug 4–9, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,180 ($236/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Jun 27 – Jul 4, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,654 ($236/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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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 - River Island

Kissimmee, Florida

Mar 13–20, 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 - 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 - North Village

Kissimmee, Florida

Jun 28 – Jul 5, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

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 - 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 20–27, 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 - North Village

Kissimmee, Florida

Nov 21–28, 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

Jul 3–10, 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 8–15, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,673 ($239/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 6–13, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,673 ($239/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 2–9, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,673 ($239/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 1–8, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,673 ($239/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 18–26, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$1,943 ($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

Aug 19–24, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,224 ($245/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 11–15, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$986 ($246/night)

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Vacation Village at Parkway

Kissimmee, Florida

Sep 26 – Oct 3, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,725 ($246/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,730 ($247/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 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

Sep 9–14, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,246 ($249/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 20–23, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$755 ($252/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 1–8, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,756 ($251/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 31 – Feb 7, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,765 ($252/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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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 20–27, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,765 ($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

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

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 3–7, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,012 ($253/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 21–28, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,765 ($252/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Nov 22–29, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$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

Jul 3–10, 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 - East Village

Kissimmee, Florida

Jun 28 – Jul 5, 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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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Jun 28 – Jul 5, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,769 ($253/night)