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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Westgate Vacation Villas
Kissimmee, Florida- Oct 30 – Nov 6, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $475 ($68/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 28–31, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $271 ($90/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 7–12, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $423 ($85/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 21–28, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $591 ($84/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 2–9, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $591 ($84/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $657 ($94/night)
Westgate Vacation Villas
Kissimmee, Florida- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $666 ($95/night)
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Westgate Vacation Villas
Kissimmee, Florida- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $666 ($95/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 9–14, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $519 ($104/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 27–31, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $427 ($107/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 28, 2026 – Jan 2, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $523 ($105/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 28, 2026 – Jan 3, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $626 ($104/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $733 ($105/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 28, 2026 – Jan 5, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $839 ($105/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 12–16, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $439 ($110/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 29, 2026 – Jan 4, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $653 ($109/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 20–23, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $355 ($118/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 20–23, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $355 ($118/night)
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Silver Lake Resort
Kissimmee, Florida- Aug 4–8, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $455 ($114/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 6–9, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $355 ($118/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 28, 2026 – Jan 9, 2027 (12 nights)
- 1 bed/1 bath, sleeps 4
- $1,356 ($113/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $799 ($114/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 4–14, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,150 ($115/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 27, 2026 – Jan 2, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $693 ($115/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 26–31, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($117/night)
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Barefoot Suites
Kissimmee, Florida- Jul 26 – Aug 2, 2026 (7 nights)
- 2 bed/1 bath, sleeps 6
- $832 ($119/night)
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Westgate Town Center
Kissimmee, Florida- Jul 3–10, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $832 ($119/night)
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Barefoot Suites
Kissimmee, Florida- Jul 26 – Aug 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $832 ($119/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 21–28, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $839 ($120/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $839 ($120/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 2–9, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $839 ($120/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 9–16, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $839 ($120/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 7–12, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $599 ($120/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Jun 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $855 ($122/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $866 ($124/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 18–21, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $391 ($130/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 22–27, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $626 ($125/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 1–6, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $626 ($125/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 23–27, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($128/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 18–26, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,012 ($127/night)
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Westgate Town Center
Kissimmee, Florida- Jul 17–24, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $888 ($127/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 19–23, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $519 ($130/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 11–15, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $523 ($131/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 28–31, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $415 ($138/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $946 ($135/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 30 – Sep 5, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $826 ($138/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 23–26, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $427 ($142/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 1–15, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,935 ($138/night)