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 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($1,171/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,471 ($210/night)
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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 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,978 ($283/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 22–28, 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 22–28, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,295 ($216/night)
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Hyatt High Sierra Lodge
Incline Village, Nevada- Dec 22–26, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $3,290 ($822/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 22–26, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,114 ($279/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 22–26, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,114 ($279/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 22, 2026 – Jan 4, 2027 (13 nights)
- 1 bed/1 bath, sleeps 4
- $1,198 ($92/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 22–26, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $826 ($206/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 22–25, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $535 ($178/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 22–25, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $719 ($240/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 22–27, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,750 ($550/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,366 ($767/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $968 ($138/night)
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Holiday Inn Club Vacations at Smoky Mountain Resort
Gatlinburg, Tennessee- Dec 22–27, 2026 (5 nights)
- 3 bed/3 bath, sleeps 10
- $2,750 ($550/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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Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Dec 22–26, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($1,096/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,854 ($979/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
- $8,036 ($1,148/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 22–31, 2026 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,198 ($133/night)
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Marriott's Summit Watch
Park City, Utah- Dec 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,091 ($1,156/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Dec 22–28, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($576/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 22–29, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $2,240 ($320/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Dec 22–29, 2026 (7 nights)
- 3 bed/4 bath, sleeps 12
- $13,105 ($1,872/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,101 ($157/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 23–28, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($224/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Dec 23–27, 2026 (4 nights)
- Studio/1 bath, sleeps 5
- $3,077 ($769/night)
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Marriott's Kauai Lagoons - Kalanipu'u
Lihue, Hawaii- Dec 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,475 ($782/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 23, 2026 – Jan 1, 2027 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,821 ($202/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($768/night)
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Marriott Vacation Club, New York City
New York City, New York- Dec 23–26, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $2,641 ($880/night)
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Grand Fiesta Americana Los Cabos All Inclusive Golf & Spa
Cabo San Lucas, Mexico- Dec 23, 2026 – Jan 1, 2027 (9 nights)
- 3 bed/3 bath, sleeps 8
- $5,911 ($657/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $728 ($104/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Dec 23–28, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $4,843 ($969/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 23, 2026 – Jan 2, 2027 (10 nights)
- 1 bed/1 bath, sleeps 4
- $10,469 ($1,047/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,519 ($217/night)
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Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $5,775 ($1,155/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 23, 2026 – Jan 2, 2027 (10 nights)
- 2 bed/2 bath, sleeps 8
- $12,832 ($1,283/night)
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Marriott Vacation Club, Waikiki
Honolulu, Hawaii- Dec 23, 2026 – Jan 1, 2027 (9 nights)
- 1 bed/1 bath, sleeps 6
- $4,734 ($526/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 23, 2026 – Jan 3, 2027 (11 nights)
- 2 bed/2 bath, sleeps 8
- $2,859 ($260/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 23–26, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $648 ($216/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 23–31, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,214 ($277/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 23, 2026 – Jan 3, 2027 (11 nights)
- 1 bed/1 bath, sleeps 4
- $1,821 ($166/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 23–26, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($771/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,506 ($301/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($284/night)