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 Ko Olina Beach Club
Kapolei, Hawaii- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,110 ($1,016/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,876 ($696/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,494 ($642/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,046 ($292/night)
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Voted Top Pick 2026
The Royal Sands
Cancun, Mexico- Feb 13–19, 2027 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,641 ($440/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,711 ($673/night)
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Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Feb 13–20, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,914 ($416/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Feb 13–20, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $16,043 ($2,292/night)
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Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Feb 13–20, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,859 ($408/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 13–20, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($440/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($821/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Grand Timber Lodge
Breckenridge, Colorado- Feb 13–20, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $4,930 ($704/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,004 ($572/night)
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Sheraton Kauai Resort Villas
Koloa, Hawaii- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,992 ($999/night)
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Sheraton Kauai Resort Villas
Koloa, Hawaii- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,992 ($999/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Feb 13–20, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,532 ($362/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Feb 13–20, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,641 ($377/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,186 ($455/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,731 ($533/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,290 ($1,327/night)
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Marriott's Desert Springs Villas
Palm Desert, California- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,912 ($416/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,001 ($1,000/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,966 ($852/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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Marriott's Shadow Ridge - The Villages
Palm Desert, California- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,132 ($447/night)
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AAA 5-Diamond Award
Grand Luxxe at Vidanta Nuevo Vallarta
Nuevo Vallarta, Mexico- Feb 13–20, 2027 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $7,655 ($1,094/night)
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Los Cabos Golf Resort
Cabo San Lucas, Mexico- Feb 13–20, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $7,110 ($1,016/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $12,969 ($1,853/night)
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The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Feb 13–20, 2027 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $9,290 ($1,327/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,290 ($1,327/night)
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Marriott's Phuket Beach Club
Phuket, Thailand- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,858 ($408/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,930 ($704/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/night)
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WorldMark Steamboat Springs Resort
Steamboat Springs, Colorado- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,892 ($985/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,924 ($1,561/night)
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WorldMark Kihei Resort
Kihei, Hawaii- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,505 ($358/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $15,666 ($2,238/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,696 ($385/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 13–20, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,295 ($471/night)
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Boulder Ridge Villas at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Feb 13–14, 2027 (1 night)
- Studio/1 bath, sleeps 5
- $541 ($541/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,038 ($720/night)