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 19, 2026 – Jan 2, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,834 ($131/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19, 2026 – Jan 2, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,875 ($277/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–22, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $875 ($292/night)
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Las Palmeras by Hilton Grand Vacations
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,550 ($221/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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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,150 ($307/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–31, 2026 (12 nights)
- 2 bed/2 bath, sleeps 8
- $3,308 ($276/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
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Westgate Vacation Villas
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,198 ($171/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
- $2,260 ($323/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,894 ($556/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–22, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $875 ($292/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,478 ($354/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,200 ($314/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,745 ($1,249/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–26, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $6,565 ($938/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–28, 2026 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,935 ($215/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 19, 2026 – Jan 2, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,343 ($96/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–31, 2026 (12 nights)
- 1 bed/1 bath, sleeps 4
- $2,458 ($205/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 19–24, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,705 ($341/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
- $1,471 ($210/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–24, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,352 ($270/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,563 ($938/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 20, 2026 – Jan 3, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,752 ($125/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 20, 2026 – Jan 2, 2027 (13 nights)
- 2 bed/2 bath, sleeps 8
- $3,487 ($268/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 20–26, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,180 ($197/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 20, 2026 – Jan 2, 2027 (13 nights)
- 1 bed/1 bath, sleeps 4
- $2,567 ($197/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 20–23, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $639 ($213/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 20–24, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,277 ($319/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 20, 2026 – Jan 3, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,990 ($214/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $702 ($100/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,042 ($292/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 20–25, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $888 ($178/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,647 ($235/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,894 ($271/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 20, 2026 – Jan 1, 2027 (12 nights)
- 1 bed/1 bath, sleeps 4
- $2,345 ($195/night)
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Marriott's Harbour Lake
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 20–24, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $959 ($240/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,968 ($424/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 20–23, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $535 ($178/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,476 ($211/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $950 ($136/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
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Disney's Animal Kingdom Villas - Kidani Village
Lake Buena Vista, Florida- Dec 20–26, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $2,955 ($492/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 20, 2026 – Jan 3, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,818 ($273/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,526 ($1,218/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 20–25, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $535 ($107/night)