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 #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 5–12, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,076 ($439/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Feb 5–8, 2027 (3 nights)
- Studio/1 bath, sleeps 4
- $1,752 ($584/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,475 ($782/night)
Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,148 ($735/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,018 ($1,288/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Feb 5–7, 2027 (2 nights)
- Studio/1 bath, sleeps 4
- $746 ($373/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,892 ($985/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,496 ($499/night)
Marriott Vacation Club at Los Sueños
Playa Jaco, Costa Rica- Feb 6–12, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($640/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,546 ($1,078/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,148 ($735/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 3
- $2,917 ($417/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,328 ($1,047/night)
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 6–13, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $6,565 ($938/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Marriott's Summit Watch
Park City, Utah- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,783 ($969/night)
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Marriott's Summit Watch
Park City, Utah- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,000 ($1,000/night)
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Voted Top Pick 2026
The Westin Kierland Villas
Scottsdale, Arizona- Feb 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,217 ($602/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 6–11, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $4,712 ($942/night)
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Marriott's Summit Watch
Park City, Utah- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,478 ($354/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,403 ($486/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,181 ($454/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 6–13, 2027 (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)- Feb 6–13, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $6,510 ($930/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,821 ($689/night)
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Voted Top Pick 2026
Marriott's Desert Springs Villas II
Palm Desert, California- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,439 ($206/night)
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The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Feb 6–13, 2027 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $9,830 ($1,404/night)
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,290 ($1,327/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,832 ($547/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,295 ($471/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,911 ($844/night)
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Marriott's St. Kitts Beach Club
Frigate Bay, St. Kitts- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,579 ($797/night)
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $4,794 ($685/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,148 ($735/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,674 ($953/night)
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The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,195 ($1,171/night)
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The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,195 ($1,171/night)
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The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Feb 6–13, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,830 ($1,404/night)
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Marriott's Desert Springs Villas
Palm Desert, California- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,821 ($689/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,374 ($339/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,109 ($1,016/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,382 ($1,055/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,650 ($1,093/night)
La Cabana Beach Resort
Oranjestad, Aruba- Feb 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,295 ($471/night)