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 Crystal Shores
Marco Island, Florida- Feb 20–27, 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 20 – Mar 1, 2027 (9 nights)
- 3 bed/2 bath, sleeps 10
- $3,583 ($398/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 20 – Mar 1, 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 20 – Mar 1, 2027 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,935 ($215/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,745 ($1,249/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,091 ($870/night)
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Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 21–28, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,986 ($284/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Feb 21–23, 2027 (2 nights)
- Studio/1 bath, sleeps 4
- $852 ($426/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Feb 21–26, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $3,998 ($800/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 21–24, 2027 (3 nights)
- Studio/1 bath, sleeps 5
- $1,791 ($597/night)
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Copper Creek Villas & Cabins at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Feb 21–26, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $3,262 ($652/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 21–27, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($322/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Feb 21–24, 2027 (3 nights)
- Studio/1 bath, sleeps 4
- $1,198 ($399/night)
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Hyatt Beach House Resort
Key West, Florida- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($626/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,276 ($611/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Feb 21–26, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,510 ($502/night)
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Club Wyndham Sea Gardens
Pompano Beach, Florida- Feb 21 – Mar 6, 2027 (13 nights)
- 1 bed/1 bath, sleeps 4
- $2,750 ($212/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Feb 21–22, 2027 (1 night)
- Studio/1 bath, sleeps 4
- $523 ($523/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Feb 21–26, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,510 ($502/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 22 – Mar 1, 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 22 – Mar 1, 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 22 – Mar 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,978 ($283/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 23–28, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,656 ($331/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 23 – Mar 1, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $826 ($138/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 23 – Mar 1, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,909 ($318/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 23–28, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $941 ($188/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 23–28, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,374 ($275/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 23–28, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $719 ($144/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 23 – Mar 1, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,092 ($182/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 23 – Mar 1, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,585 ($264/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 24 – Mar 1, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,506 ($301/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 24 – Mar 1, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $941 ($188/night)
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Marriott's Grande Vista
Orlando, Florida- Feb 24–28, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,220 ($305/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 24–28, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $999 ($250/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 24 – Mar 1, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,374 ($275/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 24 – Mar 1, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $719 ($144/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 24–28, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,769 ($442/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 24 – Mar 1, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,656 ($331/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 24 – Mar 1, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($224/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 24–28, 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 24 – Mar 1, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $2,083 ($417/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 25 – Mar 4, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,471 ($210/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 25 – Mar 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,876 ($696/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 25 – Mar 1, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $613 ($153/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 25 – Mar 4, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,711 ($387/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 25 – Mar 1, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $790 ($198/night)