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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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,878 ($268/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 14–20, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,634 ($272/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 11–17, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,634 ($272/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 22, 2026 – Jan 3, 2027 (12 nights)
- 2 bed/2 bath, sleeps 8
- $3,256 ($271/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 13–22, 2027 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,454 ($273/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 29 – Apr 2, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,101 ($275/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 5–9, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,101 ($275/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Mar 3–9, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,653 ($276/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,926 ($275/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Nov 25–29, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,110 ($278/night)
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Vacation Village at Parkway
Kissimmee, Florida- Mar 26 – Apr 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/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
- $1,932 ($276/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Aug 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
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Vacation Village at Parkway
Kissimmee, Florida- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
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Westgate Town Center
Kissimmee, Florida- Nov 29 – Dec 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
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Vacation Village at Parkway
Kissimmee, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Nov 25–30, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,385 ($277/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Mar 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,948 ($278/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Oct 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,948 ($278/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,948 ($278/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 14–20, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,682 ($280/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 10–13, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $844 ($281/night)
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Westgate Town Center
Kissimmee, Florida- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,986 ($284/night)
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Westgate Town Center
Kissimmee, Florida- Jul 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,987 ($284/night)
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Westgate Town Center
Kissimmee, Florida- Jul 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($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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Westgate Town Center
Kissimmee, Florida- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($284/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 2–6, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,156 ($289/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,013 ($288/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–21, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,163 ($291/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 21–25, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,172 ($293/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 24–30, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,752 ($292/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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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Jul 18–25, 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- Mar 29 – Apr 2, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,189 ($297/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 5–9, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,189 ($297/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 14–18, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,189 ($297/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,096 ($299/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- Mar 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($303/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Jul 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,150 ($307/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Jul 3–6, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $944 ($314/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Nov 6–13, 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 - North Village
Kissimmee, Florida- Jun 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,204 ($315/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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Westgate Town Center
Kissimmee, Florida- Sep 25 – Oct 2, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($315/night)