Theme Park Timeshare Resorts in Kissimmee

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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
$2,750 ($393/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 10–17, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$684 ($98/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 10–17, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,765 ($252/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 10–17, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,365 ($195/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 10–17, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,612 ($230/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 10–17, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$932 ($133/night)

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Silver Lake Resort

Kissimmee, Florida

Nov 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$998 ($143/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 10–13, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$706 ($235/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 10–13, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$932 ($311/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

May 16–23, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,054 ($151/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 23–28, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$679 ($136/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 23–28, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,176 ($235/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 23–28, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$503 ($101/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 23–28, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$946 ($189/night)

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Westgate Vacation Villas

Kissimmee, Florida

Mar 13–20, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,314 ($331/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 16–30, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$1,273 ($91/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

Jan 16–30, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$3,016 ($215/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 16–30, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$2,589 ($185/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 16–30, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$1,765 ($126/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,042 ($292/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 22, 2026 – Jan 3, 2027 (12 nights)
2 bed/2 bath, sleeps 8
$3,256 ($271/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,612 ($230/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 4–11, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$839 ($120/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,211 ($173/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 11–16, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$946 ($189/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 11–16, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$679 ($136/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)

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Apr 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,641 ($377/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 23–30, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,673 ($239/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 23–30, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,238 ($177/night)

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

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

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Jun 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

Westgate Town Center

Kissimmee, Florida

Aug 16–23, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,473 ($210/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 11–18, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,026 ($147/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,948 ($278/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,488 ($213/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 16–23, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,238 ($177/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 16–23, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,673 ($239/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 14–22, 2026 (8 nights)
1 bed/1 bath, sleeps 4
$1,370 ($171/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 14–22, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$1,856 ($232/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 25 – Aug 1, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,238 ($177/night)

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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

Jul 16–20, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,119 ($280/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 16–20, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$839 ($210/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 24–29, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$679 ($136/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 24–29, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$946 ($189/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 24–29, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$503 ($101/night)