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- Feb 28 – Mar 6, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,590 ($265/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Feb 28 – Mar 6, 2027 (6 nights)
- Studio/1 bath, sleeps 4
- $3,201 ($534/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 28 – Mar 5, 2027 (5 nights)
- 3 bed/3 bath, sleeps 10
- $6,565 ($1,313/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 28 – Mar 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,978 ($283/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Feb 28 – Mar 5, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($463/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 28 – Mar 5, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,594 ($319/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 28 – Mar 5, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,198 ($240/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 28 – Mar 5, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $888 ($178/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 28 – Mar 13, 2027 (13 nights)
- 1 bed/1 bath, sleeps 4
- $3,544 ($273/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 28 – Mar 13, 2027 (13 nights)
- 1 bed/1 bath, sleeps 4
- $2,632 ($202/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Feb 28 – Mar 7, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,661 ($523/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 28 – Mar 13, 2027 (13 nights)
- 3 bed/2 bath, sleeps 10
- $4,838 ($372/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 28 – Mar 13, 2027 (13 nights)
- 2 bed/2 bath, sleeps 8
- $3,544 ($273/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Feb 28 – Mar 7, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,843 ($549/night)
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Hyatt Beach House Resort
Key West, Florida- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($626/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 28 – Mar 6, 2027 (6 nights)
- 3 bed/2 bath, sleeps 10
- $2,153 ($359/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,276 ($611/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 28 – Mar 6, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,590 ($265/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 28 – Mar 7, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $6,238 ($891/night)
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Palm Beach Shores Resort and Vacation Villas
Palm Beach Shores, Florida- Feb 28 – Mar 5, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,742 ($348/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 28 – Mar 5, 2027 (5 nights)
- 3 bed/3 bath, sleeps 10
- $6,292 ($1,258/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,493 ($642/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,320 ($903/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 28 – Mar 7, 2027 (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- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,978 ($283/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 25, 2027 – Jan 1, 2028 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,660 ($237/night)