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- Mar 22–29, 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)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 14–18, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $888 ($222/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 6–10, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $888 ($222/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 28 – Apr 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
Westgate Vacation Villas
Kissimmee, Florida- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 10
- $1,550 ($221/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/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
- $1,550 ($221/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 10–24, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($220/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 10–17, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 6–13, 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- Nov 8–15, 2026 (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)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/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
- $1,550 ($221/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Nov 23–26, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $666 ($222/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Mar 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Nov 21–28, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,550 ($221/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 30 – May 4, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $888 ($222/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
- $1,550 ($221/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
- $1,550 ($221/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
- $1,550 ($221/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
Westgate Town Center
Kissimmee, Florida- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,563 ($223/night)
Westgate Town Center
Kissimmee, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,563 ($223/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 15–19, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $897 ($224/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–16, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,144 ($229/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 15–21, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($228/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 3–6, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $684 ($228/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jun 30 – Jul 3, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $684 ($228/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Mar 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,605 ($229/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 24–30, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,383 ($230/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 3–9, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,383 ($230/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 10–16, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,383 ($230/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,619 ($231/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,638 ($234/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 11–16, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,185 ($237/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
- $1,660 ($237/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jun 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,669 ($238/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jun 6–12, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,440 ($240/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 1–4, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $728 ($243/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 8–11, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $728 ($243/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 15–18, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $728 ($243/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 4–7, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $728 ($243/night)
Westgate Town Center
Kissimmee, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,696 ($242/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–15, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $977 ($244/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Nov 24–29, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,220 ($244/night)
Westgate Town Center
Kissimmee, Florida- Oct 17–24, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,704 ($243/night)