Winter Timeshare Rentals
Winter getaways are always popular, making now the perfect time to secure exclusive timeshare deals for your seasonal escape! Whether you're dreaming of a snowy mountain retreat or a warm-weather getaway, these timeshare rentals offer the perfect setting to make your winter vacation unforgettable.
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–26, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $2,593 ($259/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 16–22, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,079 ($180/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 16–22, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,462 ($244/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–26, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,917 ($192/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 16–22, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $759 ($127/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–21, 2026 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,821 ($364/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–21, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,260 ($252/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–22, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,101 ($184/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–26, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $2,593 ($259/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–21, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,260 ($252/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 16–21, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $679 ($136/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–23, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,449 ($350/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 16–21, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,312 ($262/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,734 ($248/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,277 ($182/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,734 ($248/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–19, 2026 (3 nights)
- 3 bed/2 bath, sleeps 10
- $941 ($314/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–19, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $626 ($209/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–19, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $626 ($209/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 16–21, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $946 ($189/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–21, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $924 ($185/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–19, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $463 ($154/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–22, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,383 ($277/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–21, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $813 ($203/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–22, 2026 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,952 ($390/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–22, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,383 ($277/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–22, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,021 ($204/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–21, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $599 ($150/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–23, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,620 ($270/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–23, 2026 (6 nights)
- 3 bed/2 bath, sleeps 10
- $2,266 ($378/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–20, 2026 (3 nights)
- 3 bed/2 bath, sleeps 10
- $1,321 ($440/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–20, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $666 ($222/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–20, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $906 ($302/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–26, 2026 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,480 ($276/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–24, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,856 ($265/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–23, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,620 ($270/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–20, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $906 ($302/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–24, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,374 ($196/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Dec 17–20, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $1,759 ($586/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 17–22, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($266/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Dec 17–24, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,903 ($415/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–26, 2026 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,839 ($204/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–31, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $2,824 ($202/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 17–22, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,357 ($471/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 17–21, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $1,917 ($479/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–21, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,163 ($291/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–26, 2026 (9 nights)
- 1 bed/1 bath, sleeps 4
- $2,480 ($276/night)