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 Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 13–18, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,725 ($345/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 13–18, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,605 ($321/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–19, 2026 (6 nights)
- 3 bed/2 bath, sleeps 10
- $1,497 ($250/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–16, 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 13–19, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $972 ($162/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Dec 13–18, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $2,968 ($594/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 13–19, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $2,161 ($360/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–18, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $577 ($115/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $4,058 ($580/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 13–18, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $799 ($160/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,922 ($560/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Dec 13–18, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $2,619 ($524/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–18, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $415 ($83/night)
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Holiday Inn Club Vacations Marco Island - Sunset Cove Resort
Marco Island, Florida- Dec 13–18, 2026 (5 nights)
- 3 bed/2 bath, sleeps 8
- $2,204 ($441/night)
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Disney's Animal Kingdom Villas - Kidani Village
Lake Buena Vista, Florida- Dec 13–16, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $1,640 ($547/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
Marriott's Grande Vista
Orlando, Florida- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 13–18, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($332/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 13–19, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $733 ($122/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–19, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $972 ($162/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–19, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $693 ($115/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Dec 13–18, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,510 ($502/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–19, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $1,497 ($250/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 13–20, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,769 ($253/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 13–20, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $5,475 ($782/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 13–18, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $535 ($107/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 13–18, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $375 ($75/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–16, 2026 (3 nights)
- 3 bed/2 bath, sleeps 10
- $559 ($186/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 13–19, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,083 ($181/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 14–19, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $857 ($171/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 14–19, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $613 ($123/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 14–19, 2026 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,312 ($262/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 14–18, 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 14–19, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,312 ($262/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 14–18, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $746 ($186/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 14–18, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $746 ($186/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Dec 14–20, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $2,641 ($440/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 14–19, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $857 ($171/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,612 ($230/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,180 ($169/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,612 ($230/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Dec 15–17, 2026 (2 nights)
- Studio/1 bath, sleeps 5
- $981 ($491/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,318 ($331/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 15–22, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,318 ($331/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 15–21, 2026 (6 nights)
- 3 bed/3 bath, sleeps 10
- $3,949 ($658/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,277 ($182/night)