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 Aruba Ocean Club
Palm Beach, Aruba- Feb 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,385 ($626/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 Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,309 ($1,187/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,185 ($455/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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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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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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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 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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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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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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Disney's Old Key West Resort
Lake Buena Vista, Florida- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,154 ($451/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)
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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)
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Voted Top Pick 2026
The Westin Kierland Villas
Scottsdale, Arizona- Feb 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Feb 7–14, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
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Marriott's Summit Watch
Park City, Utah- Feb 7–12, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,260 ($452/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 7–14, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,748 ($821/night)
Club Wyndham La Belle Maison
New Orleans, Louisiana- Feb 7–11, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($551/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Feb 7–12, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,654 ($331/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
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Marriott's Summit Watch
Park City, Utah- Feb 7–12, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,423 ($485/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Disney's Beach Club Villas
Lake Buena Vista, Florida- Feb 7–12, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $3,164 ($633/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Feb 7–14, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,641 ($377/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 7–14, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $8,527 ($1,218/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,527 ($1,218/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 7–14, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $7,495 ($1,071/night)
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Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Feb 7–12, 2027 (5 nights)
- 1 bed/2 bath, sleeps 6
- $2,260 ($452/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,554 ($936/night)
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Palm Beach Shores Resort and Vacation Villas
Palm Beach Shores, Florida- Feb 7–14, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,096 ($299/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Feb 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,347 ($907/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Feb 7–14, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,641 ($377/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 7–14, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,565 ($938/night)
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Sheraton Desert Oasis
Scottsdale, Arizona- Feb 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($502/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Feb 7–14, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,458 ($494/night)
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Marriott's Summit Watch
Park City, Utah- Feb 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Feb 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($603/night)
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Marriott's Summit Watch
Park City, Utah- Feb 7–12, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($463/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Feb 7–11, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,100 ($525/night)
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Voted Top Pick 2026
The Westin Kierland Villas
Scottsdale, Arizona- Feb 7–14, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,166 ($595/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 7–14, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,022 ($432/night)
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Marriott's Summit Watch
Park City, Utah- Feb 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)