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 30 – Feb 7, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,647 ($206/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 23–31, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,647 ($206/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,444 ($206/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,444 ($206/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 21–27, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,242 ($207/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 25–31, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,242 ($207/night)
Westgate Vacation Villas
Kissimmee, Florida- Jun 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,458 ($208/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 7–21, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,894 ($207/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 3–8, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,048 ($210/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–19, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,048 ($210/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 5–10, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,048 ($210/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
- $1,465 ($209/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
- $1,465 ($209/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,471 ($210/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 23–27, 2026 (4 nights)
- Studio/1 bath, sleeps 5
- $844 ($211/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Nov 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,473 ($210/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Nov 25–29, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $844 ($211/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 14–24, 2027 (10 nights)
- 2 bed/2 bath, sleeps 8
- $2,100 ($210/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
- $1,476 ($211/night)
Westgate Vacation Villas
Kissimmee, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,486 ($212/night)
Westgate Vacation Villas
Kissimmee, Florida- Jan 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,486 ($212/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–17, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,277 ($213/night)
Vacation Villas at Fantasy World
Kissimmee, Florida- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,496 ($214/night)
Mystic Dunes Resort & Golf Club
Kissimmee, Florida- Jun 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,496 ($214/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 10–17, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,497 ($214/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 9–15, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,286 ($214/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,512 ($216/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Nov 12–17, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,082 ($216/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,512 ($216/night)
Westgate Town Center
Kissimmee, Florida- Mar 26 – Apr 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,512 ($216/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,524 ($218/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,512 ($216/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jun 6–12, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,308 ($218/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 15–21, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,312 ($219/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,532 ($219/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,542 ($220/night)
Vacation Village at Parkway
Kissimmee, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,542 ($220/night)
Polynesian Isles Resort
Kissimmee, Florida- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,542 ($220/night)
Westgate Town Center
Kissimmee, Florida- Oct 25 – Nov 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,542 ($220/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
- $1,542 ($220/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 25, 2027 – Jan 1, 2028 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,542 ($220/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jun 26 – Jul 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/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
- $1,550 ($221/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)