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 16–25, 2027 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,821 ($202/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 16–22, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,295 ($216/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 16–22, 2027 (6 nights)
- 3 bed/2 bath, sleeps 10
- $2,397 ($399/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 16–25, 2027 (9 nights)
- 3 bed/2 bath, sleeps 10
- $3,339 ($371/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 16–21, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $3,282 ($656/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 Cypress Palms
Kissimmee, Florida- Feb 17–24, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $986 ($141/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,418 ($203/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,861 ($266/night)
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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Feb 17–21, 2027 (4 nights)
- Studio/1 bath, sleeps 5
- $3,687 ($922/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 17–23, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,295 ($216/night)
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Daytona Beach Regency
Daytona Beach, Florida- Feb 17–22, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,220 ($244/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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Daytona Beach Regency
Daytona Beach, Florida- Feb 17–22, 2027 (5 nights)
- Studio/1 bath, sleeps 2
- $1,109 ($222/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 17–20, 2027 (3 nights)
- 3 bed/2 bath, sleeps 10
- $1,207 ($402/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 17–20, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $648 ($216/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 17–23, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,743 ($290/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 17–20, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $875 ($292/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 17–21, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $941 ($235/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 17–21, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,268 ($317/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 17–21, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,769 ($442/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 17–23, 2027 (6 nights)
- 3 bed/2 bath, sleeps 10
- $2,397 ($399/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 18–27, 2027 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,602 ($289/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 18–21, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $764 ($255/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 18–27, 2027 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,935 ($215/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 18–25, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $4,459 ($637/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 18–21, 2027 (3 nights)
- 3 bed/2 bath, sleeps 10
- $1,453 ($484/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 18–27, 2027 (9 nights)
- 3 bed/2 bath, sleeps 10
- $3,583 ($398/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,938 ($848/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 18–21, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,030 ($343/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 19–26, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,603 ($658/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,112 ($588/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 19 – Mar 1, 2027 (10 nights)
- 1 bed/1 bath, sleeps 4
- $2,222 ($222/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 19–22, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $764 ($255/night)
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Eagle's Nest Beach Resort
Marco Island, Florida- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,801 ($686/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 19–22, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,030 ($343/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Feb 19–24, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,929 ($586/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 19–26, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,711 ($387/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 19–26, 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 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,978 ($283/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,493 ($642/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 19–25, 2027 (6 nights)
- Studio/1 bath, sleeps 5
- $2,802 ($467/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($821/night)
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Eagle's Nest Beach Resort
Marco Island, Florida- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,876 ($696/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 19–25, 2027 (6 nights)
- Studio/1 bath, sleeps 5
- $3,871 ($645/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Feb 19–25, 2027 (6 nights)
- Studio/1 bath, sleeps 5
- $3,969 ($661/night)