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 Bali Hai Villas
Princeville, Hawaii- Dec 18–23, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $2,179 ($436/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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Casa Dorada at Medano Beach
Cabo San Lucas, Mexico- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,949 ($564/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,020 ($860/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $3,295 ($471/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,274 ($1,039/night)
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Kona Coast Resort
Kailua-Kona, Hawaii- Dec 18–26, 2026 (8 nights)
- 2 bed/2 bath, sleeps 6
- $2,859 ($357/night)
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Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 18–23, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $852 ($170/night)
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The Manhattan Club
New York City, New York- Dec 18–20, 2026 (2 nights)
- 1 bed/2 bath, sleeps 4
- $1,440 ($720/night)
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The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,402 ($914/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,963 ($423/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–27, 2026 (9 nights)
- 1 bed/1 bath, sleeps 4
- $2,048 ($228/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–27, 2026 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,754 ($306/night)
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $11,279 ($1,611/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,510 ($930/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 18–25, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $7,655 ($1,094/night)
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The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,121 ($1,017/night)
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The Westin Los Cabos Resort Villas & Spa
San Jose del Cabo, Mexico- Dec 18–23, 2026 (5 nights)
- 3 bed/3 bath, sleeps 10
- $5,148 ($1,030/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $5,038 ($720/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $13,105 ($1,872/night)
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Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 18–23, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($117/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,214 ($602/night)
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Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,707 ($1,530/night)
Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,938 ($848/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,894 ($556/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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Ocean Enclave by Hilton Grand Vacations
Myrtle Beach, South Carolina- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $15,830 ($2,261/night)
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WorldMark Long Beach
Long Beach, Washington- Dec 18–24, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $1,768 ($295/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $20,517 ($2,931/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/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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Renaissance Wind Creek Aruba - Ocean Suites
Oranjestad, Aruba- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,260 ($466/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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La Cabana Beach Resort
Oranjestad, Aruba- Dec 18–25, 2026 (7 nights)
- 1 bed/2 bath, sleeps 6
- $3,542 ($506/night)
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Imperial Hawaii Vacation Club
Honolulu, Hawaii- Dec 18–25, 2026 (7 nights)
- 1 bed/2 bath, sleeps 6
- $1,932 ($276/night)
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Elara by Hilton Grand Vacations
Las Vegas, Nevada- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,745 ($1,249/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,562 ($1,366/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,835 ($1,405/night)
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La Cabana Beach Resort
Oranjestad, Aruba- Dec 18, 2026 – Jan 1, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $4,984 ($356/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,510 ($930/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,562 ($1,366/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,535 ($505/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,821 ($689/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,489 ($1,498/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,707 ($1,530/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 8
- $1,268 ($317/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 18–23, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $7,110 ($1,422/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 18–23, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($1,095/night)