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- Jul 1–7, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,003 ($167/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 12–18, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,003 ($167/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 21–27, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,003 ($167/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 26 – Apr 1, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,003 ($167/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,172 ($167/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 14–17, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($170/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 26 – Mar 1, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($170/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–16, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $862 ($172/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 10–15, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $852 ($170/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 29 – Sep 1, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $516 ($172/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 1–13, 2026 (12 nights)
- 2 bed/2 bath, sleeps 8
- $2,039 ($170/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- Dec 18–26, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,370 ($171/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 30 – Dec 5, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $866 ($173/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 24–29, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $870 ($174/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 1–11, 2027 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,734 ($173/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 26–31, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $870 ($174/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 23–28, 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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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 1–5, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $706 ($176/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Oct 26 – Nov 20, 2026 (25 nights)
- 2 bed/2 bath, sleeps 8
- $4,358 ($174/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 11–15, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $710 ($178/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)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 30 – Dec 3, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $535 ($178/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 15–19, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $710 ($178/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Sep 26 – Oct 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,242 ($177/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 11–15, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $710 ($178/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 4–8, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $719 ($180/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 10–14, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $719 ($180/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–15, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $719 ($180/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 7–13, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,095 ($182/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 15–21, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,083 ($181/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 21–27, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,083 ($181/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 28 – Mar 6, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,083 ($181/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- May 30 – Jun 5, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,083 ($181/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 20–26, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,083 ($181/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 1–7, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,083 ($181/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 10–16, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,083 ($181/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 25 – May 1, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,083 ($181/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 6–12, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,092 ($182/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 21 – Mar 4, 2027 (11 nights)
- 2 bed/2 bath, sleeps 8
- $1,996 ($181/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 10–21, 2027 (11 nights)
- 2 bed/2 bath, sleeps 8
- $1,996 ($181/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Oct 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,280 ($183/night)
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Westgate Town Center
Kissimmee, Florida- Oct 2–9, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,283 ($183/night)
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Westgate Town Center
Kissimmee, Florida- Oct 3–10, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,283 ($183/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–20, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $551 ($184/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,286 ($184/night)