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- Feb 14–20, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $866 ($144/night)
Westgate Vacation Villas
Kissimmee, Florida- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,010 ($144/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 18–24, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $866 ($144/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 8–15, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,030 ($147/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 8–15, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,030 ($147/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,030 ($147/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 7–21, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $2,057 ($147/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 15–22, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,039 ($148/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Nov 2–4, 2026 (2 nights)
- 2 bed/2 bath, sleeps 8
- $325 ($162/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Nov 29 – Dec 5, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $899 ($150/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 21–27, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $901 ($150/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 25–31, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $901 ($150/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 15–18, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $463 ($154/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 13–18, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $755 ($151/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–18, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $604 ($151/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–17, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $463 ($154/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 30 – May 4, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $613 ($153/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 14–18, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $613 ($153/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 14–24, 2027 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,532 ($153/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 9–15, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $924 ($154/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 10–17, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,083 ($155/night)
Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Oct 29 – Nov 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,088 ($155/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
- $1,088 ($155/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 15–21, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $932 ($155/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
- $1,088 ($155/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 17–24, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,101 ($157/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,092 ($156/night)
Westgate Towers
Kissimmee, Florida- Apr 2–9, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,103 ($158/night)
Silver Lake Resort
Kissimmee, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,103 ($158/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–23, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $950 ($158/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 19–23, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $627 ($157/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 18–22, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $639 ($160/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 30 – Dec 4, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $639 ($160/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 17–22, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $799 ($160/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 4–8, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $652 ($163/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 25–30, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $799 ($160/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 30 – Dec 3, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $487 ($162/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 11–14, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $487 ($162/night)
Westgate Town Center
Kissimmee, Florida- Oct 30 – Nov 2, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $490 ($163/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 20–27, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,136 ($162/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 22–29, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,136 ($162/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,136 ($162/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 18–25, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,136 ($162/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 19–26, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,136 ($162/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jun 26 – Jul 3, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,136 ($162/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 10–17, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,136 ($162/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,136 ($162/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 28 – Apr 4, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,136 ($162/night)