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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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Jan 6–11, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $3,060 ($612/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,673 ($239/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Jan 6–11, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,651 ($530/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 6–13, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/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
- $739 ($246/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Jan 6–11, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $3,060 ($612/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 6
- $901 ($300/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Jan 6–11, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,492 ($498/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 6–12, 2027 (6 nights)
- 3 bed/3 bath, sleeps 10
- $4,494 ($749/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 6
- $1,304 ($326/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,647 ($235/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,427 ($204/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 6–9, 2027 (3 nights)
- 3 bed/2 bath, sleeps 10
- $901 ($300/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
- $1,077 ($269/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Jan 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 7–19, 2027 (12 nights)
- 1 bed/1 bath, sleeps 4
- $1,647 ($137/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–11, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,077 ($269/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–11, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,304 ($326/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 7–19, 2027 (12 nights)
- 2 bed/2 bath, sleeps 8
- $3,112 ($259/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–11, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $719 ($180/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–11, 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 7–11, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,304 ($326/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Jan 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 7–19, 2027 (12 nights)
- 2 bed/2 bath, sleeps 8
- $2,397 ($200/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 8–15, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,673 ($239/night)
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Westgate Palace
Orlando, Florida- Jan 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 4
- $1,190 ($170/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Jan 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,404 ($486/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 8–15, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/night)
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Westgate Lakes Resort & Spa
Orlando, Florida- Jan 8–15, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,893 ($270/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 8–11, 2027 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,057 ($352/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 8–13, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($310/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 8–14, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,207 ($201/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 8–11, 2027 (3 nights)
- 3 bed/2 bath, sleeps 10
- $1,057 ($352/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 8–15, 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 8–13, 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 8–11, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($195/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 8–11, 2027 (3 nights)
- 3 bed/3 bath, sleeps 10
- $3,622 ($1,207/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 8–15, 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 8–13, 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 8–11, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $876 ($292/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 8–13, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,276 ($255/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 8–14, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $826 ($138/night)
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Eagle's Nest Beach Resort
Marco Island, Florida- Jan 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 8–11, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $876 ($292/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 8–13, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,550 ($310/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 8–14, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,568 ($261/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 8–15, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)