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- May 18–21, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $243 ($81/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 9–13, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $311 ($78/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 16–20, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $311 ($78/night)
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Westgate Vacation Villas
Kissimmee, Florida- May 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $555 ($79/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 22–25, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $271 ($90/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 24–29, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $422 ($84/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 25–30, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $422 ($84/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
- $427 ($85/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 20–26, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $503 ($84/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 7–14, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $591 ($84/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 24–28, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $360 ($90/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 5–11, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $523 ($87/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
- $608 ($87/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 20–30, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $870 ($87/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- May 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $610 ($87/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- May 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $610 ($87/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 4–15, 2027 (11 nights)
- 1 bed/1 bath, sleeps 4
- $968 ($88/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $622 ($89/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $622 ($89/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
- $539 ($90/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 16–22, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $539 ($90/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 6–11, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $459 ($92/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 9–14, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $459 ($92/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 26–30, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $391 ($98/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 12–16, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $391 ($98/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 26–31, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $477 ($95/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- May 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $660 ($94/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 4–8, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $395 ($99/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- May 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $666 ($95/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 24–31, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $667 ($95/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 6–17, 2027 (11 nights)
- 1 bed/1 bath, sleeps 4
- $1,061 ($96/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 1–8, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $684 ($98/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Oct 4–9, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $499 ($100/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 16–20, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $414 ($104/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 27–31, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $414 ($104/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- May 31 – Jun 5, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $505 ($101/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Aug 23–29, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $613 ($102/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 1–7, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $613 ($102/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 8–14, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $613 ($102/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 17–20, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $335 ($112/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- May 18–21, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $336 ($112/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 5–8, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $336 ($112/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 12–15, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $336 ($112/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 4–7, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $336 ($112/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $737 ($105/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 16–20, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $439 ($110/night)