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- Nov 25–28, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $604 ($201/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 22–28, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,207 ($201/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 7–12, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,008 ($202/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 31 – Aug 3, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $638 ($213/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 14–20, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,216 ($203/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–21, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $813 ($203/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Jul 9–12, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $610 ($204/night)
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Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Jul 3–6, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $610 ($204/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Aug 8–16, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,625 ($203/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,427 ($204/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,427 ($204/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,431 ($204/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 13–22, 2027 (9 nights)
- 2 bed/2 bath, sleeps 8
- $1,839 ($204/night)
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Westgate Vacation Villas
Kissimmee, Florida- Aug 30 – Sep 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,434 ($205/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Jul 25 – Aug 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,440 ($206/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,440 ($206/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Jul 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,440 ($206/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,440 ($206/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
- $1,440 ($206/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
- $1,440 ($206/night)
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Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Jun 21–28, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,440 ($206/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 29, 2026 – Jan 4, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,238 ($206/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 5–11, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,251 ($208/night)
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Westgate Vacation Villas
Kissimmee, Florida- Jul 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
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Westgate Vacation Villas
Kissimmee, Florida- Aug 28 – Sep 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
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Westgate Vacation Villas
Kissimmee, Florida- Sep 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
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Westgate Vacation Villas
Kissimmee, Florida- Oct 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
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Westgate Vacation Villas
Kissimmee, Florida- Oct 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
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Westgate Vacation Villas
Kissimmee, Florida- Sep 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
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Westgate Vacation Villas
Kissimmee, Florida- Oct 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
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Westgate Vacation Villas
Kissimmee, Florida- Aug 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
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Westgate Vacation Villas
Kissimmee, Florida- Oct 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
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Westgate Vacation Villas
Kissimmee, Florida- Jun 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,459 ($208/night)
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Westgate Vacation Villas
Kissimmee, Florida- Sep 27 – Oct 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
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Westgate Vacation Villas
Kissimmee, Florida- Sep 25 – Oct 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
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Westgate Vacation Villas
Kissimmee, Florida- Aug 30 – Sep 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
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Westgate Vacation Villas
Kissimmee, Florida- Jul 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
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Westgate Vacation Villas
Kissimmee, Florida- Oct 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
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Westgate Vacation Villas
Kissimmee, Florida- Sep 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
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Westgate Vacation Villas
Kissimmee, Florida- Sep 25 – Oct 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
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Westgate Vacation Villas
Kissimmee, Florida- Sep 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,459 ($208/night)
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Westgate Vacation Villas
Kissimmee, Florida- Sep 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
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Westgate Vacation Villas
Kissimmee, Florida- Aug 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
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Westgate Vacation Villas
Kissimmee, Florida- Aug 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
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Westgate Vacation Villas
Kissimmee, Florida- Jul 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
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Westgate Vacation Villas
Kissimmee, Florida- Oct 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
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Westgate Vacation Villas
Kissimmee, Florida- Sep 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
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Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Aug 29 – Sep 3, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,054 ($211/night)