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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Wyndham Kauai Coast Resort at the Beachboy
Kapaa, Hawaii- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,202 ($743/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,436 ($287/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 21–31, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $950 ($95/night)
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Elara by Hilton Grand Vacations
Las Vegas, Nevada- Dec 21–27, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $6,565 ($1,094/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 Cypress Palms
Kissimmee, Florida- Dec 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,057 ($211/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 21–28, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,306 ($329/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 21–28, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $6,565 ($938/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $8,090 ($1,156/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $7,110 ($1,016/night)
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Elara by Hilton Grand Vacations
Las Vegas, Nevada- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,745 ($1,249/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 21–31, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,304 ($130/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $14,195 ($2,028/night)
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The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 21–25, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $5,257 ($1,314/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $12,609 ($1,801/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Dec 21–26, 2026 (5 nights)
- 1 bed/1 bath, sleeps 5
- $10,707 ($2,141/night)
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Hilton Vacation Club Cabo Azul Los Cabos
San Jose del Cabo, Mexico- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,031 ($576/night)
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Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 21–26, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $4,925 ($985/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($266/night)
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The Villas at Disney's Grand Californian Hotel & Spa
Anaheim, California- Dec 21–23, 2026 (2 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($1,157/night)
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The Westin Los Cabos Resort Villas & Spa
San Jose del Cabo, Mexico- Dec 21–27, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $3,622 ($604/night)
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Elara by Hilton Grand Vacations
Las Vegas, Nevada- Dec 21–26, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $5,475 ($1,095/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $13,104 ($1,872/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $13,540 ($1,934/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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Elara by Hilton Grand Vacations
Las Vegas, Nevada- Dec 21–27, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $8,745 ($1,458/night)
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Grand Luxxe Spa Suites at Vidanta Nuevo Vallarta
Nuevo Vallarta, Mexico- Dec 21–28, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $7,655 ($1,094/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 21–25, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $2,963 ($741/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $12,995 ($1,856/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $12,123 ($1,732/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $4,603 ($658/night)
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WorldMark Indio
Indio, California- Dec 21–31, 2026 (10 nights)
- 2 bed/2 bath, sleeps 6
- $2,423 ($242/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 21–26, 2026 (5 nights)
- 4 bed/4 bath, sleeps 12
- $8,636 ($1,727/night)
Voted Top Pick 2026
Marriott's Desert Springs Villas II
Palm Desert, California- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 21–31, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $2,022 ($202/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,605 ($321/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 21–31, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $2,240 ($224/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $16,375 ($2,339/night)
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Club Wyndham Resort at Avon
Avon, Colorado- Dec 21–27, 2026 (6 nights)
- 3 bed/3 bath, sleeps 10
- $5,693 ($949/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,475 ($782/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $13,541 ($1,934/night)
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Hacienda del Mar Resort
Cabo San Lucas, Mexico- Dec 21–28, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,330 ($619/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,423 ($346/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 21–28, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,750 ($393/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $10,271 ($1,467/night)
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The Westin Los Cabos Resort Villas & Spa
San Jose del Cabo, Mexico- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,565 ($938/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($346/night)