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- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,195 ($456/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 6–10, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $471 ($118/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 6–10, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $746 ($186/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 6–19, 2026 (13 nights)
- 2 bed/2 bath, sleeps 8
- $2,432 ($187/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,568 ($510/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,290 ($470/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 6–9, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $355 ($118/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 6–9, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $367 ($122/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 6–19, 2026 (13 nights)
- 3 bed/2 bath, sleeps 10
- $3,025 ($233/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 6–9, 2026 (3 nights)
- 3 bed/2 bath, sleeps 10
- $559 ($186/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Dec 6–9, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $1,363 ($454/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 6–11, 2026 (5 nights)
- 3 bed/2 bath, sleeps 10
- $932 ($186/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 6–12, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $786 ($131/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 6–9, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $499 ($166/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 7–14, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $1,550 ($221/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 7–13, 2026 (6 nights)
- 3 bed/2 bath, sleeps 10
- $1,365 ($228/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,612 ($230/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 7–11, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $746 ($186/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $684 ($98/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $995 ($142/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 7–12, 2026 (5 nights)
- 3 bed/3 bath, sleeps 10
- $2,750 ($550/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $932 ($133/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 7–11, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $471 ($118/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 7–11, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $343 ($86/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 8–11, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $367 ($122/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 8–11, 2026 (3 nights)
- 3 bed/2 bath, sleeps 10
- $559 ($186/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 8–15, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $1,550 ($221/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 8–13, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($117/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 8–12, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $427 ($107/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 8–15, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 8–13, 2026 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,180 ($236/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 8–12, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $555 ($139/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $995 ($142/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 8–12, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $870 ($218/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 9–16, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $684 ($98/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 9–16, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $932 ($133/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 9–23, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,856 ($133/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,612 ($230/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 9–23, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,711 ($194/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 9–23, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,199 ($229/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 9–13, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($128/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 9–12, 2026 (3 nights)
- 3 bed/2 bath, sleeps 10
- $684 ($228/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 9–12, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $451 ($150/night)