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 Ocean Walk
Daytona Beach, Florida- Dec 28, 2026 – Jan 3, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $487 ($81/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 28, 2026 – Jan 3, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $693 ($115/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 28–31, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $415 ($138/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 28–31, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $271 ($90/night)
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Marriott Vacation Club Pulse, South Beach
Miami Beach, Florida- Dec 28, 2026 – Jan 2, 2027 (5 nights)
- Studio/1 bath, sleeps 3
- $2,750 ($550/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 28, 2026 – Jan 2, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,295 ($259/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 28–31, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $719 ($240/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 28–31, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $463 ($154/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 28, 2026 – Jan 3, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,145 ($191/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,923 ($275/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 28–31, 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 28, 2026 – Jan 2, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $937 ($187/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 28, 2026 – Jan 2, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $817 ($163/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 28, 2026 – Jan 3, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,172 ($195/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,295 ($185/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 29, 2026 – Jan 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,783 ($969/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 29, 2026 – Jan 4, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,003 ($167/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 29, 2026 – Jan 2, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,057 ($264/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 29, 2026 – Jan 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 29, 2026 – Jan 4, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,238 ($206/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 29, 2026 – Jan 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,418 ($1,203/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 29, 2026 – Jan 4, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($186/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 29, 2026 – Jan 5, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,251 ($179/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 29, 2026 – Jan 4, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $653 ($109/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 29, 2026 – Jan 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,980 ($283/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Dec 29, 2026 – Jan 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,420 ($774/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 29, 2026 – Jan 5, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $808 ($115/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 29, 2026 – Jan 1, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $1,297 ($432/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 29, 2026 – Jan 4, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,687 ($281/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 29, 2026 – Jan 5, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $559 ($80/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 29, 2026 – Jan 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,334 ($191/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 29, 2026 – Jan 2, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $759 ($190/night)
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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Dec 30, 2026 – Jan 4, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $3,976 ($795/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 30, 2026 – Jan 2, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $817 ($272/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 30, 2026 – Jan 5, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,745 ($291/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 30, 2026 – Jan 2, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $582 ($194/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 30, 2026 – Jan 3, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,154 ($288/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 30, 2026 – Jan 3, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $808 ($202/night)
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Disney's Beach Club Villas
Lake Buena Vista, Florida- Dec 30, 2026 – Jan 2, 2027 (3 nights)
- Studio/1 bath, sleeps 5
- $2,238 ($746/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 30, 2026 – Jan 5, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,074 ($179/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 30, 2026 – Jan 4, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,450 ($290/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 30, 2026 – Jan 4, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $941 ($188/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 30, 2026 – Jan 6, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,207 ($172/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 30, 2026 – Jan 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,038 ($291/night)
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Marriott's Lakeshore Reserve
Orlando, Florida- Dec 30, 2026 – Jan 2, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($662/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 31, 2026 – Jan 3, 2027 (3 nights)
- Studio/1 bath, sleeps 4
- $1,748 ($583/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 31, 2026 – Jan 3, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $915 ($305/night)