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 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,617 ($1,374/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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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,000 ($1,000/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
- $5,420 ($774/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
- $1,590 ($265/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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Disney's Animal Kingdom Villas - Kidani Village
Lake Buena Vista, Florida- Dec 20–26, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $2,536 ($423/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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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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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Dec 20–26, 2026 (6 nights)
- Studio/1 bath, sleeps 5
- $3,850 ($642/night)
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Holiday Inn Club Vacations Cape Canaveral Beach Resort
Cape Canaveral, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,858 ($408/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 20–26, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,590 ($265/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,824 ($260/night)
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Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,384 ($626/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,712 ($673/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)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,586 ($370/night)
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Marriott's Cypress Harbour Villas
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,586 ($370/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $5,312 ($759/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,562 ($1,366/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 20–26, 2026 (6 nights)
- 3 bed/2 bath, sleeps 10
- $2,153 ($359/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,458 ($208/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,664 ($238/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $959 ($137/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,924 ($418/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,404 ($486/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 21–29, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,214 ($277/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($346/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,230 ($461/night)
Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Dec 22–26, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($769/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 22–30, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,647 ($206/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,019 ($860/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 22–30, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,214 ($277/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Dec 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 22–29, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $10,699 ($1,528/night)
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Marriott's Cypress Harbour Villas
Orlando, Florida- Dec 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,740 ($1,249/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Dec 23–28, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $4,063 ($813/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Dec 23–28, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $4,063 ($813/night)
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The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Dec 23–29, 2026 (6 nights)
- Studio/1 bath, sleeps 5
- $5,558 ($926/night)
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WorldMark Orlando – Reunion
Kissimmee, Florida- Dec 23–30, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,641 ($377/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 23–30, 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 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,978 ($283/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Dec 23–27, 2026 (4 nights)
- Studio/1 bath, sleeps 5
- $2,313 ($578/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Dec 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,181 ($636/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Dec 23–28, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $5,028 ($1,006/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,682 ($1,097/night)