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
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $10,707 ($1,530/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $5,358 ($765/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,440 ($206/night)
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Voted Top Pick 2026
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,129 ($876/night)
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Sunrise Lodge by Hilton Grand Vacations
Park City, Utah- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,584 ($798/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,565 ($938/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,214 ($1,031/night)
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Grand Luxxe Spa Suites at Vidanta Nuevo Vallarta
Nuevo Vallarta, Mexico- Dec 19–26, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $7,655 ($1,094/night)
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Ocean Tower by Hilton Grand Vacations Club
Waikoloa Village, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,222 ($889/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,865 ($981/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,238 ($891/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Dec 19–26, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,848 ($407/night)
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Garza Blanca Resort & Spa Los Cabos
Cabo San Lucas, Mexico- Dec 19–26, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $5,420 ($774/night)
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Wyndham Kauai Coast Resort at the Beachboy
Kapaa, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,366 ($767/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,343 ($192/night)
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Club Wyndham Harbour Lights
San Diego, California- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,795 ($256/night)
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Hanalei Bay Resort
Princeville, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,268 ($467/night)
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The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 19–26, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 8
- $18,555 ($2,651/night)
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Villa del Palmar Cabo San Lucas
Cabo San Lucas, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $1,925 ($275/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,312 ($330/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $4,385 ($626/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,202 ($743/night)
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The Ritz-Carlton Club, Aspen Highlands
Aspen, Colorado- Dec 19–26, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $18,392 ($2,627/night)
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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $5,152 ($736/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,840 ($549/night)
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Westgate Smoky Mountain Resort & Water Park
Gatlinburg, Tennessee- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,878 ($268/night)
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The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,565 ($938/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,963 ($1,280/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,748 ($821/night)
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Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,513 ($502/night)
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Wyndham Reef Resort
East End, Grand Cayman, Cayman Islands- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $3,077 ($440/night)
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Villa del Palmar Flamingos
Nuevo Vallarta, Mexico- Dec 19–26, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,750 ($393/night)
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The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 19–26, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $16,920 ($2,417/night)
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AAA 5-Diamond Award
Grand Luxxe at Vidanta Nuevo Vallarta
Nuevo Vallarta, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $9,503 ($1,358/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,412 ($630/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,535 ($505/night)
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Sedona Springs Resort
Sedona, Arizona- Dec 19–26, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 10
- $2,749 ($393/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,644 ($1,092/night)
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The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 19–26, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $16,920 ($2,417/night)
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Barcelo Aruba
Palm Beach, Aruba- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $3,840 ($549/night)
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Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,854 ($979/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,036 ($1,148/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,658 ($665/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $5,475 ($782/night)