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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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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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Dec 13–17, 2026 (4 nights)
- Studio/1 bath, sleeps 5
- $1,991 ($498/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 BoardWalk Villas
Lake Buena Vista, Florida- Dec 13–18, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $2,843 ($569/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Dec 13–18, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $2,843 ($569/night)
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The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Dec 13–18, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $3,557 ($711/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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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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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,294 ($471/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- Dec 13–17, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,440 ($360/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
- $4,603 ($658/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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Disney's Animal Kingdom Villas - Kidani Village
Lake Buena Vista, Florida- Dec 14–20, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $2,170 ($362/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)
- 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 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
- $857 ($171/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
- $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 14–19, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,312 ($262/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)
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)
- 2 bed/2 bath, sleeps 6
- $2,449 ($350/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)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–23, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,449 ($350/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,580 ($369/night)
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Disney's Beach Club Villas
Lake Buena Vista, Florida- Dec 17–21, 2026 (4 nights)
- Studio/1 bath, sleeps 5
- $2,615 ($654/night)
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Disney's Beach Club Villas
Lake Buena Vista, Florida- Dec 17–24, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $4,498 ($643/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Dec 17–20, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $1,554 ($518/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–24, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,580 ($369/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Dec 17–24, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,903 ($415/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–24, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,374 ($196/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–21, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,453 ($484/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–22, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $941 ($235/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,207 ($315/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Dec 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $3,871 ($553/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Dec 18–23, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,563 ($512/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Westgate Town Center
Kissimmee, Florida- Dec 18–25, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,257 ($322/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Dec 18–20, 2026 (2 nights)
- Studio/1 bath, sleeps 4
- $1,079 ($539/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Dec 18–20, 2026 (2 nights)
- Studio/1 bath, sleeps 4
- $1,079 ($539/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 18–24, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $2,349 ($391/night)
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Westgate Town Center
Kissimmee, Florida- Dec 18–25, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,257 ($322/night)
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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Dec 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $4,725 ($675/night)