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!
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 4–10, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,568 ($261/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,830 ($261/night)
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)
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)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,849 ($264/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 18 – Mar 2, 2027 (12 nights)
- 2 bed/2 bath, sleeps 8
- $3,160 ($263/night)
Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,856 ($265/night)
Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,856 ($265/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 22–27, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($266/night)
Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,856 ($265/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 22–25, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $808 ($269/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 30 – Feb 7, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,144 ($268/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 23–31, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,144 ($268/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 14–28, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,744 ($267/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 30 – May 4, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,083 ($271/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 14–20, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,625 ($271/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 18–24, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,625 ($271/night)
Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Mar 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,894 ($271/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Mar 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,894 ($271/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Oct 28 – Nov 1, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,088 ($272/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Mar 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,894 ($271/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Oct 28 – Nov 1, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,088 ($272/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Oct 28 – Nov 1, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,088 ($272/night)
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
- $1,910 ($273/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 3–8, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,370 ($274/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 5–10, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,370 ($274/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 26, 2026 – Jan 9, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,825 ($273/night)
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)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,926 ($275/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,926 ($275/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,926 ($275/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
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
- $1,932 ($276/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
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
- $1,932 ($276/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Mar 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Mar 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Mar 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Mar 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Mar 27 – Apr 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
Legacy Vacation Club Orlando - Resort World
Kissimmee, Florida- Oct 30 – Nov 6, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $1,932 ($276/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Jan 29 – Feb 5, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,932 ($276/night)
Vacation Village at Parkway
Kissimmee, Florida- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
Vacation Village at Parkway
Kissimmee, Florida- Mar 26 – Apr 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)