Bargain Timeshare Rentals in Kissimmee

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Silver Lake Resort

Kissimmee, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,123 ($303/night)

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Westgate Town Center

Kissimmee, Florida

Oct 17–24, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,123 ($303/night)

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Westgate Vacation Villas

Kissimmee, Florida

Mar 13–20, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,123 ($303/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Nov 21–28, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$2,123 ($303/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Apr 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,123 ($303/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,123 ($303/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 31, 2026 – Jan 4, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$1,220 ($305/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 11–17, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,826 ($304/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 13–21, 2027 (8 nights)
2 bed/2 bath, sleeps 8
$2,440 ($305/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jun 10–19, 2027 (9 nights)
2 bed/2 bath, sleeps 8
$2,750 ($306/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,154 ($308/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,161 ($309/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,161 ($309/night)

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Silver Lake Resort

Kissimmee, Florida

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$2,161 ($309/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 1–7, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,874 ($312/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 12–18, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,874 ($312/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 25 – Apr 3, 2027 (9 nights)
2 bed/2 bath, sleeps 8
$2,798 ($311/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 19–22, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$941 ($314/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 26 – Apr 1, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,874 ($312/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 19–25, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,874 ($312/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 21–27, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,874 ($312/night)

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Aug 29 – Sep 5, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$2,200 ($314/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Dec 19–27, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$2,510 ($314/night)

Westgate Vacation Villas

Kissimmee, Florida

Apr 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,204 ($315/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Jun 12–19, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,204 ($315/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Nov 21–28, 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 - West Village

Kissimmee, Florida

May 1–8, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,205 ($315/night)

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Westgate Town Center

Kissimmee, Florida

Dec 18–25, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,205 ($315/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Sep 3–10, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$2,205 ($315/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Nov 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,205 ($315/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 30, 2026 – Jan 3, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$1,268 ($317/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 21–26, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,605 ($321/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 18–26, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$2,554 ($319/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 26 – Mar 1, 2027 (3 nights)
2 bed/2 bath, sleeps 8
$972 ($324/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 14–17, 2027 (3 nights)
2 bed/2 bath, sleeps 8
$972 ($324/night)

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Westgate Town Center

Kissimmee, Florida

Oct 9–16, 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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Westgate Town Center

Kissimmee, Florida

Oct 4–11, 2026 (7 nights)
4 bed/4 bath, sleeps 16
$2,257 ($322/night)

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Westgate Town Center

Kissimmee, Florida

Oct 2–9, 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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Westgate Town Center

Kissimmee, Florida

Sep 20–27, 2026 (7 nights)
4 bed/4 bath, sleeps 16
$2,257 ($322/night)

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Westgate Town Center

Kissimmee, Florida

Oct 2–9, 2026 (7 nights)
4 bed/4 bath, sleeps 16
$2,257 ($322/night)

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Westgate Town Center

Kissimmee, Florida

Sep 27 – Oct 4, 2026 (7 nights)
4 bed/4 bath, sleeps 16
$2,257 ($322/night)

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Westgate Town Center

Kissimmee, Florida

Oct 9–16, 2026 (7 nights)
4 bed/4 bath, sleeps 16
$2,257 ($322/night)

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Westgate Town Center

Kissimmee, Florida

Oct 4–11, 2026 (7 nights)
4 bed/4 bath, sleeps 16
$2,257 ($322/night)

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Westgate Town Center

Kissimmee, Florida

Oct 9–16, 2026 (7 nights)
4 bed/4 bath, sleeps 16
$2,257 ($322/night)

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Westgate Town Center

Kissimmee, Florida

Sep 4–11, 2026 (7 nights)
4 bed/4 bath, sleeps 16
$2,257 ($322/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 1–11, 2027 (10 nights)
2 bed/2 bath, sleeps 8
$3,234 ($323/night)