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- 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- Dec 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $946 ($189/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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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Aug 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($190/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Aug 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($190/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Jun 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($190/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Aug 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($190/night)
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Westgate Town Center
Kissimmee, Florida- Oct 30 – Nov 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($190/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 1–5, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $764 ($191/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 16–20, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $764 ($191/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 6–17, 2027 (11 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($193/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Oct 26 – Nov 6, 2026 (11 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($193/night)
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Westgate Towers
Kissimmee, Florida- Sep 25 – Oct 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,354 ($193/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 20–23, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $582 ($194/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jun 17–22, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $972 ($194/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 1–6, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $972 ($194/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 10–15, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $972 ($194/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 5–8, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $586 ($195/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 17–20, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $586 ($195/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 10–17, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 28, 2026 – Jan 2, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $990 ($198/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 16–20, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $799 ($200/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 24–28, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $799 ($200/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 4–7, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $599 ($200/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Oct 19–28, 2026 (9 nights)
- 2 bed/2 bath, sleeps 8
- $1,804 ($200/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Oct 24–30, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,207 ($201/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 1–7, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,207 ($201/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jun 20–23, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $604 ($201/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 8–11, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $604 ($201/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 23–29, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,207 ($201/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,427 ($204/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 7–14, 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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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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Vacation Village at Parkway
Kissimmee, Florida- May 29 – Jun 5, 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 - West Village
Kissimmee, Florida- May 30 – Jun 6, 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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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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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- 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- 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 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- 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- 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 18–25, 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 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)