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 15–22, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,318 ($331/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,612 ($230/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Dec 15–17, 2026 (2 nights)
- Studio/1 bath, sleeps 5
- $981 ($491/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,612 ($230/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,180 ($169/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 6
- $2,449 ($350/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)
- 3 bed/2 bath, sleeps 10
- $2,449 ($350/night)
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Boulder Ridge Villas at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Dec 17–24, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $4,126 ($589/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 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 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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Marriott's Grande Vista
Orlando, Florida- Dec 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
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Disney's Beach Club Villas
Lake Buena Vista, Florida- Dec 17–21, 2026 (4 nights)
- Studio/1 bath, sleeps 5
- $2,615 ($654/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–24, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,580 ($369/night)
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Disney's Beach Club Villas
Lake Buena Vista, Florida- Dec 17–24, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $4,498 ($643/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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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Dec 17–20, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $1,554 ($518/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–31, 2026 (13 nights)
- 2 bed/2 bath, sleeps 8
- $3,696 ($284/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–26, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,366 ($296/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–31, 2026 (13 nights)
- 1 bed/1 bath, sleeps 4
- $2,551 ($196/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $839 ($120/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–26, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,760 ($220/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,211 ($173/night)
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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Dec 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $4,725 ($675/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,612 ($230/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–25, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,711 ($387/night)
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Westgate Town Center
Kissimmee, Florida- Dec 18–25, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,257 ($322/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–25, 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 18–24, 2026 (6 nights)
- 3 bed/2 bath, sleeps 10
- $2,397 ($399/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–23, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $2,083 ($417/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–25, 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 18–23, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,506 ($301/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,978 ($283/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–22, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,769 ($442/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–24, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,743 ($290/night)
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Westgate Town Center
Kissimmee, Florida- Dec 18–25, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,257 ($322/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–22, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $941 ($235/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Dec 18–24, 2026 (6 nights)
- Studio/1 bath, sleeps 5
- $3,871 ($645/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–23, 2026 (5 nights)
- 3 bed/2 bath, sleeps 10
- $2,083 ($417/night)
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Westgate Town Center
Kissimmee, Florida- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($315/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–23, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,506 ($301/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–21, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,453 ($484/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–26, 2026 (8 nights)
- 3 bed/2 bath, sleeps 10
- $3,269 ($409/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–22, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,769 ($442/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Dec 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $3,871 ($553/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–23, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($224/night)