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 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)
- 2 bed/2 bath, sleeps 8
- $2,449 ($272/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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,740 ($1,249/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)
- 1 bed/1 bath, sleeps 4
- $941 ($235/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $839 ($120/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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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 23–28, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $679 ($136/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $946 ($189/night)
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The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Dec 23–29, 2026 (6 nights)
- Studio/1 bath, sleeps 5
- $5,558 ($926/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,211 ($173/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
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Marriott's Cypress Harbour Villas
Orlando, Florida- Dec 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($237/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 24–26, 2026 (2 nights)
- Studio/1 bath, sleeps 4
- $1,123 ($562/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 24, 2026 – Jan 2, 2027 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,869 ($208/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 24–28, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $2,532 ($633/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 24–29, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,478 ($496/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 24, 2026 – Jan 2, 2027 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,545 ($283/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,978 ($283/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,494 ($642/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,384 ($626/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,404 ($486/night)
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Sheraton Vistana Resort
Orlando, Florida- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,769 ($253/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 25, 2026 – Jan 2, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,310 ($289/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 25, 2026 – Jan 2, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,695 ($212/night)
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Marriott's Royal Palms
Orlando, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)
Sheraton Vistana Resort
Orlando, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,542 ($220/night)
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Marriott's Cypress Harbour Villas
Orlando, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,290 ($470/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,405 ($201/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,922 ($275/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Dec 26–29, 2026 (3 nights)
- Studio/1 bath, sleeps 5
- $2,100 ($700/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 26, 2026 – Jan 3, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,629 ($204/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 26, 2026 – Jan 3, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,253 ($282/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,188 ($455/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,731 ($533/night)
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Marriott's Imperial Palm Villas
Orlando, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $4,216 ($602/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 26–31, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,352 ($270/night)
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Sheraton Vistana Resort
Orlando, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($346/night)
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Marriott's Sabal Palms
Orlando, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($385/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 26–31, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,003 ($201/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 26–30, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $826 ($206/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,185 ($455/night)
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Sheraton Vistana Resort
Orlando, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,641 ($377/night)
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Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($284/night)