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 18–21, 2026 (3 nights)
- 3 bed/2 bath, sleeps 10
- $1,453 ($484/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,519 ($217/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 18–24, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,295 ($216/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–24, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $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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Sheraton Vistana Resort
Orlando, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,080 ($297/night)
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Marriott's Lakeshore Reserve
Orlando, Florida- Dec 18–22, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $1,765 ($441/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/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 Old Key West Resort
Lake Buena Vista, Florida- Dec 19–24, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,123 ($425/night)
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Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 19–26, 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 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,641 ($377/night)
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Las Palmeras by Hilton Grand Vacations
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,550 ($221/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–22, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $875 ($292/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,240 ($463/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–23, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,114 ($279/night)
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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $5,152 ($736/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,968 ($424/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 19–22, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $507 ($169/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($303/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–26, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $4,162 ($595/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,432 ($1,062/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,981 ($426/night)
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Westgate Lakes Resort & Spa
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,866 ($267/night)
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Parc Soleil by Hilton Grand Vacations
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,453 ($779/night)
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Marriott's Imperial Palm Villas
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $3,294 ($471/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–23, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $826 ($206/night)
Marriott's Grande Vista
Orlando, Florida- Dec 19, 2026 – Jan 2, 2027 (14 nights)
- 3 bed/3 bath, sleeps 12
- $8,745 ($625/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–22, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $875 ($292/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,440 ($206/night)
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Westgate Vacation Villas
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,198 ($171/night)
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Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,513 ($502/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,085 ($298/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,396 ($199/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 19–22, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $941 ($314/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 19–22, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $684 ($228/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Dec 19–23, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $3,670 ($917/night)
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Sheraton Vistana Villages
Orlando, Florida- Dec 19–24, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,110 ($222/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,024 ($432/night)
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Parc Soleil by Hilton Grand Vacations
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($315/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,222 ($603/night)
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Marriott's Harbour Lake
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,240 ($463/night)