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 28 – Apr 4, 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- Dec 17–22, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $817 ($163/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,165 ($166/night)
Westgate Town Center
Kissimmee, Florida- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,165 ($166/night)
Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,165 ($166/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,165 ($166/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Oct 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,165 ($166/night)
Westgate Town Center
Kissimmee, Florida- Oct 25 – Nov 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,165 ($166/night)
Legacy Vacation Club Orlando - Resort World
Kissimmee, Florida- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 10
- $1,165 ($166/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
- $1,165 ($166/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Nov 28 – Dec 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,165 ($166/night)
Westgate Town Center
Kissimmee, Florida- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,165 ($166/night)
Westgate Town Center
Kissimmee, Florida- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,165 ($166/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,165 ($166/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 19–22, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $507 ($169/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 15–21, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,003 ($167/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 3–6, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $507 ($169/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jun 30 – Jul 3, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $507 ($169/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 8–11, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($170/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 15–18, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($170/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 4–7, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($170/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 1–4, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($170/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–21, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $684 ($171/night)
Westgate Vacation Villas
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,198 ($171/night)
Westgate Town Center
Kissimmee, Florida- Oct 30 – Nov 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,220 ($174/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,234 ($176/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Oct 31 – Nov 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,234 ($176/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
- $1,242 ($177/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $1,242 ($177/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
- $1,242 ($177/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
- $1,242 ($177/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,242 ($177/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Aug 21–28, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,242 ($177/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Oct 29 – Nov 1, 2026 (3 nights)
- 3 bed/3 bath, sleeps 12
- $535 ($178/night)
Westgate Vacation Villas
Kissimmee, Florida- Mar 12–19, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,257 ($180/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 3–9, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,083 ($181/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 24–30, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,083 ($181/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 10–16, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,083 ($181/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 12–18, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,092 ($182/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–20, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $551 ($184/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 11–16, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $924 ($185/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jun 6–12, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,110 ($185/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 15–18, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $559 ($186/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 4–8, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $746 ($186/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 6–9, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $559 ($186/night)
Westgate Town Center
Kissimmee, Florida- Mar 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,311 ($187/night)