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- Jan 24–30, 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- Jan 24–30, 2027 (6 nights)
- 2 bed/2 bath, sleeps 6
- $1,642 ($274/night)
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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Jan 24–26, 2027 (2 nights)
- Studio/1 bath, sleeps 5
- $1,057 ($528/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 24–29, 2027 (5 nights)
- 3 bed/3 bath, sleeps 10
- $7,655 ($1,531/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 24–30, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $693 ($115/night)
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Hyatt Beach House Resort
Key West, Florida- Jan 24–31, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,185 ($455/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 24 – Feb 1, 2027 (8 nights)
- 2 bed/2 bath, sleeps 6
- $2,283 ($285/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 24–31, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/night)
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Holiday Inn Club Vacations Marco Island - Sunset Cove Resort
Marco Island, Florida- Jan 24 – Feb 7, 2027 (14 nights)
- 3 bed/2 bath, sleeps 8
- $6,565 ($469/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 24–27, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $896 ($299/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 24–29, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,242 ($248/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 24–29, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $666 ($133/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 24–31, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 24–31, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,039 ($291/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 24–31, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,673 ($239/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Jan 24–28, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,065 ($516/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 24 – Feb 3, 2027 (10 nights)
- 1 bed/1 bath, sleeps 4
- $2,265 ($226/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 24 – Feb 2, 2027 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,383 ($154/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 24–31, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,374 ($625/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 24–30, 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- Jan 24 – Feb 3, 2027 (10 nights)
- 3 bed/2 bath, sleeps 10
- $2,772 ($277/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 24 – Feb 3, 2027 (10 nights)
- 2 bed/2 bath, sleeps 8
- $3,032 ($303/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 24–30, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $892 ($149/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Jan 24–29, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $2,554 ($511/night)
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Palm Beach Shores Resort and Vacation Villas
Palm Beach Shores, Florida- Jan 24–31, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,734 ($248/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 24–27, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $603 ($201/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 24 – Feb 2, 2027 (9 nights)
- 3 bed/2 bath, sleeps 10
- $2,528 ($281/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 24 – Feb 1, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,446 ($306/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Jan 24–29, 2027 (5 nights)
- Studio/1 bath, sleeps 2
- $2,739 ($548/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Jan 24–28, 2027 (4 nights)
- Studio/1 bath, sleeps 5
- $1,909 ($477/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 24 – Feb 3, 2027 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,515 ($151/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 24–29, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,488 ($298/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 25–29, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,194 ($298/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 25–31, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,172 ($195/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Jan 25–29, 2027 (4 nights)
- Studio/1 bath, sleeps 5
- $2,118 ($529/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 25–30, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,396 ($279/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 25–31, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $487 ($81/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 25–31, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $693 ($115/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 25–31, 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- Jan 25–31, 2027 (6 nights)
- 3 bed/2 bath, sleeps 10
- $1,795 ($299/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 25–31, 2027 (6 nights)
- 2 bed/2 bath, sleeps 6
- $1,795 ($299/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 25–29, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $995 ($249/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 25–31, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,860 ($310/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 25–29, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $804 ($201/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 25–31, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $986 ($164/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 25–31, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,475 ($246/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 25–29, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $535 ($134/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 25–30, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,528 ($306/night)