Bargain Timeshare Rentals
Looking for an exceptional vacation deal? Timeshare rentals by owner are almost always lower than resort rack rates. These postings represent some of the best bargains available, giving deal-hunters the chance to lock in serious savings on their next getaway!
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,974 ($282/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
- $1,986 ($284/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($284/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jun 10–19, 2027 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,554 ($284/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 5–10, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,436 ($287/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,436 ($287/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,004 ($286/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Mar 27 – Apr 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,009 ($287/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,022 ($289/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 1–7, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,743 ($290/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 10–20, 2027 (10 nights)
- 2 bed/2 bath, sleeps 8
- $2,890 ($289/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 24–28, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,172 ($293/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 28 – Jun 1, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,172 ($293/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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Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 21 – Apr 3, 2027 (13 nights)
- 2 bed/2 bath, sleeps 8
- $3,775 ($290/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 30, 2026 – Jan 4, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,466 ($293/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 20–26, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,758 ($293/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 30, 2026 – Jan 2, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $884 ($295/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 21–24, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $884 ($295/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,046 ($292/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jun 12–16, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,189 ($297/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 10–16, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,778 ($296/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 27–31, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,189 ($297/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–23, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,778 ($296/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,070 ($296/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Mar 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,085 ($298/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
- $2,085 ($298/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 27 – Apr 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($303/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($303/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($303/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($303/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 29 – Apr 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($303/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($303/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($303/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($303/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($303/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 20 – Apr 3, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $4,211 ($301/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($303/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($303/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,076 ($297/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jun 26 – Jul 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($303/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($303/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,076 ($297/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($303/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jun 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($303/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 1–11, 2027 (10 nights)
- 2 bed/2 bath, sleeps 8
- $3,016 ($302/night)
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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)