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- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,039 ($291/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Jan 4–9, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $8,200 ($1,640/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–11, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 4–11, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $932 ($133/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–11, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 4–11, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $719 ($103/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 4–11, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $968 ($138/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,682 ($240/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–8, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $804 ($201/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–8, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $995 ($249/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($821/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,488 ($213/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–8, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $804 ($201/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–11, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,673 ($239/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–8, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $535 ($134/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 5–12, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 5–12, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,673 ($239/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 5–12, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 5–11, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,568 ($261/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 5–11, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $826 ($138/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Jan 5–11, 2027 (6 nights)
- Studio/1 bath, sleeps 4
- $2,693 ($449/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Jan 5–11, 2027 (6 nights)
- Studio/1 bath, sleeps 4
- $2,693 ($449/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Jan 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 5–10, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $852 ($170/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 5–10, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,550 ($310/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 5–10, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($310/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 5–10, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,276 ($255/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 5–10, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,276 ($255/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 5–11, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,207 ($201/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 5–10, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $719 ($144/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 5–10, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,048 ($210/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,673 ($239/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 5–10, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,370 ($274/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,039 ($291/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $950 ($136/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Jan 6–11, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $3,028 ($606/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 6–10, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $694 ($173/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Jan 6–11, 2027 (5 nights)
- 2 bed/2 bath, sleeps 9
- $9,276 ($1,855/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $702 ($100/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 6–10, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,077 ($269/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,039 ($291/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 6–10, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,304 ($326/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 6–9, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $499 ($166/night)
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Disney's Beach Club Villas
Lake Buena Vista, Florida- Jan 6–11, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $3,466 ($693/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,673 ($239/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 6–9, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $739 ($246/night)