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 20–27, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,711 ($387/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,022 ($432/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Dec 20–24, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $2,013 ($503/night)
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Westgate Lakes Resort & Spa
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,866 ($267/night)
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Disney's Animal Kingdom Villas - Kidani Village
Lake Buena Vista, Florida- Dec 20–26, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $2,955 ($492/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 21–24, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $719 ($240/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 21–24, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $535 ($178/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,605 ($321/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($346/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 21–24, 2026 (3 nights)
- 3 bed/2 bath, sleeps 10
- $959 ($320/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,924 ($418/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 21–24, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $959 ($320/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 21–29, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,214 ($277/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,404 ($486/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,230 ($461/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 21–24, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $719 ($240/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 22–25, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $959 ($320/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 22–25, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $719 ($240/night)
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Marriott's Cypress Harbour Villas
Orlando, Florida- Dec 22–29, 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 22–30, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,647 ($206/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 22–25, 2026 (3 nights)
- 3 bed/2 bath, sleeps 10
- $959 ($320/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 22–25, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $719 ($240/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 22–25, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $535 ($178/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 22–30, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,214 ($277/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 22–26, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,524 ($381/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 22–26, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,114 ($279/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 22–28, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,743 ($290/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 22–26, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $826 ($206/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 22–28, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,295 ($216/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Dec 22–26, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($769/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 22–26, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,524 ($381/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 22–26, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,114 ($279/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 22–25, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $463 ($154/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 22–25, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $415 ($138/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 Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 23–27, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $941 ($235/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,471 ($210/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,978 ($283/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 23, 2026 – Jan 1, 2027 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,821 ($202/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 23, 2026 – Jan 1, 2027 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,449 ($272/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,612 ($230/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Dec 23–28, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $4,063 ($813/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Dec 23–28, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $4,063 ($813/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 23–27, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,268 ($317/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 23–27, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,769 ($442/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Dec 23–27, 2026 (4 nights)
- Studio/1 bath, sleeps 5
- $2,313 ($578/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 23–27, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,268 ($317/night)