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- Dec 16–22, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,462 ($244/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 19–24, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,224 ($245/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Jul 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,714 ($245/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 11–15, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $986 ($246/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 7–11, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $986 ($246/night)
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Vacation Village at Parkway
Kissimmee, Florida- Sep 26 – Oct 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,725 ($246/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 20–23, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $755 ($252/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,756 ($251/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,765 ($252/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 5–9, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,012 ($253/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 4–8, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,012 ($253/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 3–7, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,012 ($253/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 27–31, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,012 ($253/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,765 ($252/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 28 – Sep 1, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,012 ($253/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,765 ($252/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
- $1,768 ($253/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Jul 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,769 ($253/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Aug 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,769 ($253/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,769 ($253/night)
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Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Nov 22–29, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,769 ($253/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 18–27, 2026 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,275 ($253/night)
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Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Jul 3–7, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,021 ($255/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Nov 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,780 ($254/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 7–16, 2026 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,283 ($254/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,795 ($256/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Jul 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,796 ($257/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 20–24, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,039 ($260/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 13–18, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,304 ($261/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 12–17, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,304 ($261/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,821 ($260/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 8–11, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $786 ($262/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 22–28, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,568 ($261/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 25–28, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $786 ($262/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Oct 25–31, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,568 ($261/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 16–21, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,312 ($262/night)
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Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Dec 22–26, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,054 ($264/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,840 ($263/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Aug 16–21, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,324 ($265/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 5–19, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,674 ($262/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 10–15, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($266/night)
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Westgate Town Center
Kissimmee, Florida- Oct 4–11, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,862 ($266/night)
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Westgate Town Center
Kissimmee, Florida- Oct 3–10, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,862 ($266/night)
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Westgate Town Center
Kissimmee, Florida- Aug 21–28, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,862 ($266/night)
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Westgate Town Center
Kissimmee, Florida- Jun 28 – Jul 5, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,862 ($266/night)
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Westgate Town Center
Kissimmee, Florida- Jul 17–24, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,862 ($266/night)
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Westgate Town Center
Kissimmee, Florida- Jul 17–24, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,862 ($266/night)
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Westgate Town Center
Kissimmee, Florida- Jul 10–17, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,862 ($266/night)