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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The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 3–7, 2026 (4 nights)
- 3 bed/3.5 bath, sleeps 8
- $7,873 ($1,968/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 3–8, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $8,091 ($1,618/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($712/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 3–9, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $955 ($159/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,621 ($517/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,804 ($401/night)
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Marriott Vacation Club at Los Sueños
Playa Jaco, Costa Rica- Dec 4–12, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $5,312 ($664/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 4–11, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,696 ($385/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 4–11, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,995 ($428/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 4–11, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($440/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 4–7, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $439 ($146/night)
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 4–11, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,404 ($486/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,295 ($471/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,123 ($303/night)
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Westgate Town Center
Kissimmee, Florida- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,022 ($432/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 4–8, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($128/night)
Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,649 ($521/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 4–10, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $2,438 ($406/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 4–11, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $1,550 ($221/night)
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Marriott's Shadow Ridge - The Villages
Palm Desert, California- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 4–9, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $8,745 ($1,749/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($603/night)
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Lifestyle Holidays Vacation Resort - Puerto Plata
Puerto Plata, Dominican Republic- Dec 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $832 ($119/night)
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Voted Top Pick 2026
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,568 ($510/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,584 ($798/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,330 ($619/night)
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Marriott's Phuket Beach Club
Phuket, Thailand- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,330 ($619/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($237/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,129 ($876/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 5–12, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $5,475 ($782/night)
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,020 ($860/night)
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Pono Kai
Kapaa, Hawaii- Dec 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,769 ($253/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,385 ($626/night)
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The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Dec 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $5,205 ($744/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,366 ($767/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,557 ($794/night)
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Paradise Beach Villas
Oranjestad, Aruba- Dec 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,110 ($444/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 5–11, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $2,292 ($382/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,745 ($1,249/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,292 ($899/night)