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!
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 12–16, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $639 ($160/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 28, 2026 – Jan 5, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,295 ($162/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,136 ($162/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 28, 2026 – Jan 2, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $817 ($163/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 20–23, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $499 ($166/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 20–26, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $986 ($164/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 26, 2026 – Jan 1, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $986 ($164/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 20–26, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $986 ($164/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 6–9, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $499 ($166/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Jul 5–11, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $999 ($166/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 19–23, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $666 ($166/night)
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Vacation Villas at Fantasy World
Kissimmee, Florida- Jun 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,165 ($166/night)
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Club Sevilla
Kissimmee, Florida- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,165 ($166/night)
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Club Sevilla
Kissimmee, Florida- Oct 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,165 ($166/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 1–7, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,003 ($167/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 15–21, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,003 ($167/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 2–8, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,003 ($167/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 29, 2026 – Jan 4, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,003 ($167/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 16–24, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,343 ($168/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 27–30, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($170/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 26–31, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $852 ($170/night)
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Westgate Vacation Villas
Kissimmee, Florida- Jul 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,198 ($171/night)
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Westgate Vacation Villas
Kissimmee, Florida- Sep 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,198 ($171/night)
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Westgate Vacation Villas
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,198 ($171/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 6–14, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,370 ($171/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 28, 2026 – Jan 9, 2027 (12 nights)
- 2 bed/2 bath, sleeps 8
- $2,048 ($171/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,202 ($172/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,202 ($172/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,211 ($173/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 18–21, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $523 ($174/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,211 ($173/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,211 ($173/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 19–24, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $866 ($173/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,211 ($173/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,211 ($173/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 4–18, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,406 ($172/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,211 ($173/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 7–12, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $866 ($173/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 27, 2026 – Jan 2, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,043 ($174/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Oct 4–10, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,043 ($174/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 30, 2026 – Jan 4, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $870 ($174/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 4–9, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $870 ($174/night)
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Westgate Town Center
Kissimmee, Florida- Oct 30 – Nov 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,220 ($174/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Jul 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,220 ($174/night)
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Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Jun 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,220 ($174/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 28 – Sep 1, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $706 ($176/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 3–7, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $706 ($176/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 27–31, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $706 ($176/night)