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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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,696 ($385/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–27, 2027 (13 nights)
- 1 bed/1 bath, sleeps 4
- $3,544 ($273/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)
- 1 bed/1 bath, sleeps 4
- $3,802 ($543/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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–18, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,277 ($319/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,978 ($283/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)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 14–18, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $764 ($191/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–21, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,978 ($283/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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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $15,285 ($2,184/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)
- 2 bed/2 bath, sleeps 8
- $6,782 ($969/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
- $6,129 ($876/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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–19, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,198 ($240/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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–19, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,198 ($240/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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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,497 ($214/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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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 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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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,013 ($288/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–20, 2027 (6 nights)
- 3 bed/2 bath, sleeps 10
- $2,153 ($359/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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–18, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $710 ($178/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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–18, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $959 ($240/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–18, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $959 ($240/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 15–22, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $4,302 ($615/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 15–19, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,277 ($319/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 15–20, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,352 ($270/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 15–20, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,839 ($368/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 15–19, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $959 ($240/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 15–19, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $959 ($240/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 15–21, 2027 (6 nights)
- Studio/1 bath, sleeps 5
- $3,341 ($557/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,840 ($263/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 15–20, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,352 ($270/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 15–20, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,003 ($201/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 15–20, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,859 ($572/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 15–19, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $710 ($178/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 17–27, 2027 (10 nights)
- 3 bed/2 bath, sleeps 10
- $3,897 ($390/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 17–27, 2027 (10 nights)
- 1 bed/1 bath, sleeps 4
- $2,837 ($284/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 17–27, 2027 (10 nights)
- 1 bed/1 bath, sleeps 4
- $2,109 ($211/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 17–27, 2027 (10 nights)
- 2 bed/2 bath, sleeps 8
- $2,837 ($284/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 17–28, 2027 (11 nights)
- 2 bed/2 bath, sleeps 8
- $3,225 ($293/night)