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 Crystal Shores
Marco Island, Florida- Feb 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,654 ($1,093/night)
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Marriott's Lakeshore Reserve
Orlando, Florida- Feb 7–14, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $6,129 ($876/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,674 ($953/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
- $6,510 ($930/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 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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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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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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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 Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 7–14, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,167 ($595/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
- $1,214 ($243/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 8–15, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,621 ($517/night)
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Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Feb 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,420 ($774/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,654 ($1,093/night)
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Sheraton Desert Oasis
Scottsdale, Arizona- Feb 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 8–15, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,944 ($1,421/night)
Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 8–15, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,167 ($595/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Feb 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,148 ($735/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,873 ($1,125/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 9–16, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,839 ($548/night)
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WorldMark Anaheim
Anaheim, California- Feb 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $16,068 ($2,295/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 9–19, 2027 (10 nights)
- 2 bed/2 bath, sleeps 8
- $9,290 ($929/night)
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Sheraton Desert Oasis
Scottsdale, Arizona- Feb 10–16, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $2,804 ($467/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 10–19, 2027 (9 nights)
- 2 bed/2 bath, sleeps 6
- $5,911 ($657/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 10–18, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($957/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 10–17, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,886 ($412/night)
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Sheraton Desert Oasis
Scottsdale, Arizona- Feb 10–15, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,859 ($572/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,763 ($1,109/night)
WorldMark Steamboat Springs Resort
Steamboat Springs, Colorado- Feb 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,458 ($494/night)
WorldMark Steamboat Springs Resort
Steamboat Springs, Colorado- Feb 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,129 ($876/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,502 ($1,072/night)
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 11–18, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $7,110 ($1,016/night)
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Voted Top Pick 2026
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- Feb 11–15, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,659 ($415/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 11–21, 2027 (10 nights)
- 2 bed/2 bath, sleeps 8
- $10,707 ($1,071/night)
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WorldMark Anaheim
Anaheim, California- Feb 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,132 ($447/night)
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Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Feb 11–15, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,549 ($387/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 11–21, 2027 (10 nights)
- 2 bed/2 bath, sleeps 8
- $8,745 ($874/night)
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 11–18, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,840 ($549/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Feb 11–15, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,769 ($442/night)
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Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Feb 11–16, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $3,293 ($659/night)
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Peacock Suites
Anaheim, California- Feb 12–15, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($1,280/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Feb 12–15, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,363 ($454/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,475 ($782/night)
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Voted Top Pick 2026
Marriott's Desert Springs Villas II
Palm Desert, California- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,730 ($533/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,020 ($860/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 12–19, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,984 ($712/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 12–18, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $3,835 ($639/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,398 ($1,343/night)