Newest Timeshare Rentals in Kissimmee

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,987 ($284/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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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Mar 22–29, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$2,205 ($315/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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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jul 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,205 ($315/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
$2,205 ($315/night)

Westgate Vacation Villas

Kissimmee, Florida

Jul 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 10
$1,987 ($284/night)

Westgate Vacation Villas

Kissimmee, Florida

Jun 28 – Jul 5, 2026 (7 nights)
2 bed/2 bath, sleeps 10
$2,750 ($393/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Mar 1–8, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,063 ($295/night)

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Westgate Vacation Villas

Kissimmee, Florida

Nov 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,750 ($393/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,824 ($260/night)

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Westgate Town Center

Kissimmee, Florida

May 23–30, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,205 ($315/night)

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Club Wyndham Reunion

Kissimmee, Florida

Mar 7–14, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$1,931 ($276/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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Westgate Town Center

Kissimmee, Florida

Dec 18–25, 2026 (7 nights)
4 bed/4 bath, sleeps 16
$2,257 ($322/night)

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Westgate Town Center

Kissimmee, Florida

Dec 18–25, 2026 (7 nights)
4 bed/4 bath, sleeps 16
$2,257 ($322/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Mar 28 – Apr 6, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$2,478 ($275/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
$1,878 ($268/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
$2,314 ($331/night)

Westgate Town Center

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,329 ($190/night)

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Westgate Town Center

Kissimmee, Florida

Jul 24–31, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,283 ($183/night)

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Westgate Town Center

Kissimmee, Florida

Jul 25 – Aug 1, 2026 (7 nights)
4 bed/4 bath, sleeps 16
$2,257 ($322/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Feb 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,204 ($315/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Apr 5–11, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,878 ($313/night)

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Vacation Village at Parkway

Kissimmee, Florida

Mar 15–22, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,330 ($190/night)

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Westgate Towers

Kissimmee, Florida

Jul 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

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Westgate Town Center

Kissimmee, Florida

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

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Westgate Vacation Villas

Kissimmee, Florida

Apr 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 10
$2,804 ($401/night)

Westgate Vacation Villas

Kissimmee, Florida

May 3–10, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,110 ($159/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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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 - North Village

Kissimmee, Florida

Mar 4–9, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$938 ($188/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

Jul 5–11, 2026 (6 nights)
2 bed/2 bath, sleeps 6
$1,605 ($268/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 - 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 - North Village

Kissimmee, Florida

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

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WorldMark Orlando – Reunion

Kissimmee, Florida

Jul 3–6, 2026 (3 nights)
3 bed/3 bath, sleeps 8
$1,769 ($590/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Mar 30 – Apr 6, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,765 ($252/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
$1,110 ($278/night)

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Westgate Town Center

Kissimmee, Florida

Jul 17–24, 2026 (7 nights)
4 bed/4 bath, sleeps 16
$2,257 ($322/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
$555 ($278/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

Mar 20–27, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$2,314 ($331/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
3 bed/3 bath, sleeps 11
$1,932 ($276/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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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)
4 bed/4 bath, sleeps 16
$2,257 ($322/night)