Bargain Timeshare Rentals in Kissimmee

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Westgate Town Center

Kissimmee, Florida

Feb 28 – Mar 7, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,495 ($214/night)

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Westgate Town Center

Kissimmee, Florida

Feb 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,495 ($214/night)

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Westgate Vacation Villas

Kissimmee, Florida

Mar 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 10
$1,495 ($214/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Apr 6–11, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,099 ($220/night)

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Westgate Town Center

Kissimmee, Florida

Aug 9–16, 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

May 29 – Jun 5, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,536 ($219/night)

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Westgate Town Center

Kissimmee, Florida

Jul 17–24, 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)

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Westgate Town Center

Kissimmee, Florida

Jul 17–24, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,536 ($219/night)

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Westgate Town Center

Kissimmee, Florida

May 31 – Jun 7, 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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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Mar 8–15, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,544 ($221/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jul 1–6, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,109 ($222/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Mar 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,549 ($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 - 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

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

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Westgate Town Center

Kissimmee, Florida

Apr 17–24, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,550 ($221/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Mar 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 27 – Mar 2, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$666 ($222/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Apr 5–11, 2026 (6 nights)
2 bed/2 bath, sleeps 6
$1,330 ($222/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)

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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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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 - West Village

Kissimmee, Florida

Mar 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Westgate Town Center

Kissimmee, Florida

Mar 14–21, 2026 (7 nights)
4 bed/4 bath, sleeps 16
$1,550 ($221/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Apr 5–11, 2026 (6 nights)
2 bed/2 bath, sleeps 6
$1,330 ($222/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Mar 22–27, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,110 ($222/night)

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Silver Lake Resort

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 - West Village

Kissimmee, Florida

Mar 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,565 ($224/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Apr 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,615 ($231/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 - West Village

Kissimmee, Florida

Mar 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,630 ($233/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Feb 20 – Mar 6, 2026 (14 nights)
2 bed/2 bath, sleeps 8
$3,240 ($231/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)

Westgate Town Center

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($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 - North Village

Kissimmee, Florida

Oct 10–17, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,660 ($237/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
$1,660 ($237/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
$1,660 ($237/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Mar 14–21, 2026 (7 nights)
2 bed/1.5 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 - West Village

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$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 - North Village

Kissimmee, Florida

Mar 14–21, 2026 (7 nights)
2 bed/1.5 bath, sleeps 8
$1,660 ($237/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
$1,687 ($241/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Mar 6–13, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,704 ($243/night)