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 Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–24, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,295 ($216/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–31, 2026 (13 nights)
- 1 bed/1 bath, sleeps 4
- $2,551 ($196/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–24, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,743 ($290/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–26, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,760 ($220/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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–22, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,769 ($442/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–24, 2026 (6 nights)
- 3 bed/2 bath, sleeps 10
- $2,397 ($399/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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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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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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–26, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,366 ($296/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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–24, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,743 ($290/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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Eagle's Nest Beach Resort
Marco Island, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,712 ($673/night)
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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Dec 18–20, 2026 (2 nights)
- Studio/1 bath, sleeps 5
- $1,365 ($683/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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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Dec 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $4,725 ($675/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–22, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,769 ($442/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 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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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Dec 18–24, 2026 (6 nights)
- Studio/1 bath, sleeps 5
- $3,871 ($645/night)
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 18–26, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($385/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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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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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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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,750 ($393/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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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–26, 2026 (8 nights)
- 2 bed/2 bath, sleeps 6
- $3,031 ($379/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–26, 2026 (8 nights)
- 3 bed/2 bath, sleeps 10
- $3,269 ($409/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–26, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $2,366 ($296/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–24, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,397 ($399/night)
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Marriott's Harbour Lake
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,240 ($463/night)
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Sheraton Vistana Resort
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,660 ($237/night)
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Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,150 ($307/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,712 ($673/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $839 ($120/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,978 ($283/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($276/night)
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Marriott's Imperial Palm Villas
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $3,294 ($471/night)
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The Charter Club of Marco Beach
Marco Island, Florida- Dec 19–26, 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 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,712 ($673/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 19–26, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $11,143 ($1,592/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,658 ($665/night)