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 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,978 ($283/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 13–20, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,346 ($907/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,471 ($210/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,015 ($859/night)
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Boulder Ridge Villas at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Feb 13–14, 2027 (1 night)
- Studio/1 bath, sleeps 5
- $541 ($541/night)
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Daytona Beach Regency
Daytona Beach, Florida- Feb 13–22, 2027 (9 nights)
- 1 bed/1 bath, sleeps 4
- $3,458 ($384/night)
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Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 13–20, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($276/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,782 ($969/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,731 ($533/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,031 ($576/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,346 ($907/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–28, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,932 ($281/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–17, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $719 ($240/night)
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Marriott's Grande Vista
Orlando, Florida- Feb 14–19, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,220 ($244/night)
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Boulder Ridge Villas at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Feb 14–19, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $3,129 ($626/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Feb 14–16, 2027 (2 nights)
- Studio/1 bath, sleeps 4
- $910 ($455/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,489 ($641/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $6,347 ($907/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–19, 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 14–19, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,594 ($319/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,505 ($358/night)
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Hyatt Beach House Resort
Key West, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,222 ($460/night)
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Sheraton Vistana Resort
Orlando, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,660 ($237/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,745 ($1,249/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–17, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $535 ($178/night)
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Marriott's Grande Vista
Orlando, Florida- Feb 14–21, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,240 ($463/night)
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Marriott's Harbour Lake
Orlando, Florida- Feb 14–19, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,110 ($222/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Feb 14–16, 2027 (2 nights)
- Studio/1 bath, sleeps 4
- $1,244 ($622/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,879 ($411/night)
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Westgate Vacation Villas
Kissimmee, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,378 ($340/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–28, 2027 (14 nights)
- 3 bed/2 bath, sleeps 10
- $5,397 ($385/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $6,505 ($929/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,782 ($969/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,306 ($329/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Feb 14–15, 2027 (1 night)
- Studio/1 bath, sleeps 4
- $405 ($405/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,521 ($360/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,741 ($534/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,886 ($412/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–17, 2027 (3 nights)
- 3 bed/2 bath, sleeps 10
- $959 ($320/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,510 ($930/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–28, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $2,920 ($209/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,856 ($837/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Westgate Town Center
Kissimmee, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,563 ($223/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)