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!
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)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- May 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($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)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,207 ($286/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,605 ($290/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–21, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,286 ($290/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,238 ($290/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 1–4, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $972 ($292/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 15–18, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $972 ($292/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 4–7, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $972 ($292/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 8–11, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $972 ($292/night)
Westgate Town Center
Kissimmee, Florida- Dec 18–25, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,257 ($293/night)
Westgate Town Center
Kissimmee, Florida- Dec 18–25, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,257 ($293/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 18–23, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,629 ($294/night)
Westgate Town Center
Kissimmee, Florida- Feb 19–26, 2027 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,283 ($296/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- May 29 – Jun 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,291 ($297/night)
Westgate Town Center
Kissimmee, Florida- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,306 ($299/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
- $2,306 ($299/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,306 ($299/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
- $2,306 ($299/night)
Club Wyndham Reunion
Kissimmee, Florida- Nov 21–27, 2026 (6 nights)
- 3 bed/3 bath, sleeps 8
- $1,986 ($300/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
- $2,314 ($300/night)
Westgate Town Center
Kissimmee, Florida- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($300/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Mar 27 – Apr 3, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,314 ($300/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($300/night)
Westgate Vacation Villas
Kissimmee, Florida- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 10
- $2,314 ($300/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
- $2,314 ($300/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 23–29, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($300/night)
Westgate Town Center
Kissimmee, Florida- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($300/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
- $2,390 ($310/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–20, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,039 ($312/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 18–22, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,383 ($312/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
- $2,423 ($314/night)
Westgate Town Center
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,467 ($320/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 22–25, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,070 ($321/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 21–27, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $2,150 ($325/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,505 ($325/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
- $2,505 ($325/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 11–14, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,088 ($327/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
- $2,532 ($329/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,586 ($336/night)
Westgate Vacation Villas
Kissimmee, Florida- Apr 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,612 ($339/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
- $2,619 ($340/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,619 ($340/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 22–25, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,136 ($341/night)
WorldMark Orlando – Reunion
Kissimmee, Florida- Dec 23–30, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,641 ($343/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Jul 2–9, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,680 ($348/night)
Silver Lake Resort
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($350/night)