Bargain Timeshare Rentals in Kissimmee

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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
$1,330 ($222/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 4–8, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$888 ($222/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 18–24, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,330 ($222/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 1–5, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$897 ($224/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 16–20, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$897 ($224/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 26–31, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,128 ($226/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 22–29, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,581 ($226/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 24–31, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,581 ($226/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 18–21, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$679 ($226/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 2–8, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,365 ($228/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 26 – Aug 1, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,365 ($228/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 25–31, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,365 ($228/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 27 – Aug 2, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,365 ($228/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,612 ($230/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 5–11, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,383 ($230/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,612 ($230/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 7–14, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,612 ($230/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,612 ($230/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 8–15, 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)
2 bed/2 bath, sleeps 8
$1,612 ($230/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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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

Dec 1–5, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$937 ($234/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 21–26, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,172 ($234/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 4–9, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,172 ($234/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jun 19–22, 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)
1 bed/1 bath, sleeps 4
$706 ($235/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 24–27, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$706 ($235/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 11–16, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,180 ($236/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 - River Island

Kissimmee, Florida

Jun 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,654 ($236/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 6–11, 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 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

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Westgate Town Center

Kissimmee, Florida

May 23–30, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,660 ($237/night)

Westgate Vacation Villas

Kissimmee, Florida

Jun 28 – Jul 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 - North Village

Kissimmee, Florida

Jul 18–25, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,660 ($237/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Jun 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

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Silver Lake Resort

Kissimmee, Florida

Jun 14–21, 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

Jul 3–10, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Nov 22–29, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,660 ($237/night)

Westgate Town Center

Kissimmee, Florida

Jul 11–18, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$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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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

Jul 24–31, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,673 ($239/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 18–21, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$719 ($240/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

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