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 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 12–19, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $4,380 ($626/night)
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Hyatt Siesta Key Beach - A Hyatt Residence Club
Siesta Key, Florida- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,423 ($346/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Dec 12–19, 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 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $684 ($98/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,167 ($595/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
- $577 ($115/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
- $2,903 ($484/night)
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The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Dec 13–16, 2026 (3 nights)
- Studio/1 bath, sleeps 5
- $2,144 ($715/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
- $2,074 ($346/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–18, 2026 (5 nights)
- 3 bed/2 bath, sleeps 10
- $932 ($186/night)
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Club Wyndham Santa Barbara
Pompano Beach, Florida- Dec 13–18, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($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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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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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 13–20, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $4,380 ($626/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,167 ($595/night)
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Vacation Village at Parkway
Kissimmee, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/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 13–18, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $577 ($115/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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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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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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–27, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $2,440 ($174/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 Ocean Walk
Daytona Beach, Florida- Dec 13–18, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $888 ($178/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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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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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)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–20, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,057 ($294/night)
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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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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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,365 ($195/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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–27, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,321 ($237/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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–17, 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 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 13–16, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $271 ($90/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–17, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $471 ($118/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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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 13–16, 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 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/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)