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- Apr 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,061 ($267/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–23, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,778 ($268/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 19–23, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,169 ($268/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
- $2,077 ($269/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
- $2,085 ($270/night)
Westgate Vacation Villas
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,085 ($270/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
- $2,085 ($270/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($274/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 28 – Apr 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($274/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($274/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($274/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($274/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($274/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jun 26 – Jul 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($274/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 10–24, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $4,211 ($274/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($274/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,076 ($274/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($274/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 10–17, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($274/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($274/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Mar 20–27, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,123 ($275/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,123 ($275/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Mar 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,123 ($275/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,123 ($275/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,123 ($275/night)
Silver Lake Resort
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,123 ($275/night)
Westgate Vacation Villas
Kissimmee, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 10
- $2,123 ($275/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 20–26, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,824 ($275/night)
Westgate Vacation Villas
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 10
- $2,123 ($275/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Apr 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,123 ($275/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,123 ($275/night)
Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Mar 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,123 ($275/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 26, 2026 – Jan 3, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($275/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,522 ($275/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–22, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,532 ($277/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Mar 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,154 ($279/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Feb 5–12, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,161 ($280/night)
Silver Lake Resort
Kissimmee, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,161 ($280/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,161 ($280/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 19–22, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $941 ($283/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jun 30 – Jul 3, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $941 ($283/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 3–6, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $941 ($283/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 15–21, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,874 ($283/night)
Westgate Town Center
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,200 ($285/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 19–27, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,510 ($285/night)
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 ($286/night)
Westgate Vacation Villas
Kissimmee, Florida- Apr 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,204 ($286/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($286/night)