Bargain Timeshare Rentals in Kissimmee

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Westgate Town Center

Kissimmee, Florida

Sep 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,536 ($219/night)

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Westgate Town Center

Kissimmee, Florida

Aug 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,536 ($219/night)

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Westgate Town Center

Kissimmee, Florida

Jul 10–17, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,536 ($219/night)

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Westgate Town Center

Kissimmee, Florida

Aug 23–30, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,536 ($219/night)

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Westgate Town Center

Kissimmee, Florida

Jul 31 – Aug 7, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,536 ($219/night)

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Sep 18–20, 2026 (2 nights)
3 bed/3 bath, sleeps 12
$455 ($228/night)

Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Jun 26 – Jul 3, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Mar 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Jul 3–10, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Apr 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Westgate Town Center

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Jul 3–10, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

May 16–23, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Silver Lake Resort

Kissimmee, Florida

Mar 15–22, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Sep 18–20, 2026 (2 nights)
3 bed/3 bath, sleeps 12
$455 ($228/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Oct 9–16, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Oct 10–17, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

Westgate Vacation Villas

Kissimmee, Florida

Jun 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Jun 7–14, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,605 ($229/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,605 ($229/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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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Apr 11–18, 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

Apr 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,632 ($233/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

May 20–25, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,172 ($234/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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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Mar 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,654 ($236/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Mar 29 – Apr 5, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,654 ($236/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Apr 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,659 ($237/night)

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Westgate Vacation Villas

Kissimmee, Florida

Jun 27 – Jul 4, 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 14–21, 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 - East Village

Kissimmee, Florida

Apr 1–8, 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 29 – Apr 5, 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

Jun 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 - River Island

Kissimmee, Florida

Jun 6–13, 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

Apr 10–17, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 11–18, 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 - West Village

Kissimmee, Florida

Jul 5–11, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,440 ($240/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,714 ($245/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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Westgate Town Center

Kissimmee, Florida

Mar 14–21, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,740 ($249/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jun 4–8, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$999 ($250/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Mar 15–22, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,742 ($249/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Apr 3–5, 2026 (2 nights)
3 bed/3 bath, sleeps 12
$505 ($252/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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Vacation Village at Parkway

Kissimmee, Florida

May 8–15, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,749 ($250/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,764 ($252/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Apr 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,764 ($252/night)