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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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 14–26, 2026 (12 nights)
- 1 bed/1 bath, sleeps 4
- $1,141 ($95/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Dec 14–21, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,339 ($477/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 14–26, 2026 (12 nights)
- 2 bed/2 bath, sleeps 8
- $2,685 ($224/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 14–17, 2026 (3 nights)
- 3 bed/3 bath, sleeps 10
- $1,165 ($388/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,392 ($199/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 15–25, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $1,839 ($184/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 15–25, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $897 ($90/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 15–25, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,251 ($125/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 15–25, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $2,135 ($214/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $977 ($140/night)
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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Dec 15–17, 2026 (2 nights)
- Studio/1 bath, sleeps 5
- $1,895 ($948/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,830 ($261/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 16–22, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $613 ($102/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 16–22, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $826 ($138/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–21, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,260 ($252/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 16–22, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,436 ($239/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 16–22, 2026 (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- Dec 16–21, 2026 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,821 ($364/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–21, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,260 ($252/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–21, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $924 ($185/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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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 17–22, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,357 ($471/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 17–21, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $1,917 ($479/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–22, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,383 ($277/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 17–22, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($266/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–22, 2026 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,952 ($390/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–22, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,021 ($204/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–22, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,383 ($277/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Dec 17–20, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $1,759 ($586/night)
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Club Wyndham Clearwater Beach Resort
Clearwater, Florida- Dec 18–23, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,204 ($441/night)
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Marriott's Lakeshore Reserve
Orlando, Florida- Dec 18–22, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $1,765 ($441/night)
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Eagle's Nest Beach Resort
Marco Island, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,276 ($611/night)
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Westgate Town Center
Kissimmee, Florida- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($315/night)
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Eagle's Nest Beach Resort
Marco Island, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($626/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
- $3,840 ($549/night)
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WorldMark Orlando Kingstown Reef
Orlando, Florida- Dec 18–21, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,165 ($388/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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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/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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Marriott's Lakeshore Reserve
Orlando, Florida- Dec 18–22, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $1,765 ($441/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,693 ($813/night)
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Eagle's Nest Beach Resort
Marco Island, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,731 ($533/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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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
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Eagle's Nest Beach Resort
Marco Island, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,540 ($506/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)