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!
Westgate Town Center
Kissimmee, Florida- Mar 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,311 ($187/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 12–17, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $941 ($188/night)
Westgate Towers
Kissimmee, Florida- Apr 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,327 ($190/night)
Westgate Town Center
Kissimmee, Florida- Oct 30 – Nov 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($190/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 12–16, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $764 ($191/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 5–9, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $764 ($191/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 11–14, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $577 ($192/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Nov 25–30, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $971 ($194/night)
Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,358 ($194/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Oct 27 – Nov 1, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $971 ($194/night)
Westgate Vacation Villas
Kissimmee, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,358 ($194/night)
Westgate Town Center
Kissimmee, Florida- Nov 28 – Dec 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,358 ($194/night)
Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Jan 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,358 ($194/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 25 – Feb 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 16–30, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,701 ($193/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 8–22, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,711 ($194/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 24 – May 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
Westgate Town Center
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,381 ($197/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 23, 2026 – Jan 1, 2027 (9 nights)
- 2 bed/2 bath, sleeps 8
- $1,781 ($198/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,392 ($199/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jun 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,392 ($199/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Oct 25 – Nov 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,396 ($199/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 18–22, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $799 ($200/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 17–22, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $999 ($200/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Mar 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,396 ($199/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 25–30, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $999 ($200/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 4–8, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $818 ($204/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 11–14, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $599 ($200/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,396 ($199/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,396 ($199/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 13–19, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,198 ($200/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 5–11, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,207 ($201/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 4–10, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,207 ($201/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 14–20, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,216 ($203/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 18–24, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,216 ($203/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 18 – Mar 2, 2027 (12 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($202/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,427 ($204/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 14–28, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,842 ($203/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,434 ($205/night)
Westgate Town Center
Kissimmee, Florida- Nov 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,434 ($205/night)
Silver Lake Resort
Kissimmee, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,434 ($205/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
- $1,434 ($205/night)