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 Ocean Pointe
Palm Beach Shores, Florida- Feb 7–14, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,505 ($358/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 #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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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 7–12, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,886 ($577/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 7–14, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,404 ($486/night)
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Westgate Park City Resort & Spa
Park City, Utah- Feb 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,274 ($1,039/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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Copper Creek Villas & Cabins at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Feb 7–12, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,249 ($450/night)
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Marriott's Summit Watch
Park City, Utah- Feb 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($603/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 7–11, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $535 ($134/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
- $9,290 ($1,327/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
- $8,308 ($1,187/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,181 ($1,312/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 7–11, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $804 ($201/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 7–14, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,022 ($432/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
- $3,948 ($564/night)
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Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Feb 7–10, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $535 ($178/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 7–14, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,129 ($876/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 7–12, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $4,384 ($877/night)
Hyatt Beach House Resort
Key West, Florida- Feb 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,015 ($859/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 7–14, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,268 ($467/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 7–12, 2027 (5 nights)
- 3 bed/3 bath, sleeps 10
- $6,292 ($1,258/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 7–14, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,268 ($467/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Feb 7–14, 2027 (7 nights)
- 3 bed/3 bath, sleeps 8
- $7,650 ($1,093/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
- $2,314 ($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
- $12,012 ($1,716/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 7–14, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,066 ($152/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,786 ($255/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 7–14, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,494 ($642/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 7–14, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,565 ($938/night)
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Marriott's Summit Watch
Park City, Utah- Feb 7–12, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $3,294 ($659/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)
- 2 bed/2 bath, sleeps 8
- $7,000 ($1,000/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)
- 1 bed/2 bath, sleeps 4
- $4,222 ($603/night)
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Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Feb 7–10, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,824 ($608/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
- $8,418 ($1,203/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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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,380 ($1,483/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
- $7,655 ($1,094/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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Disney's Beach Club Villas
Lake Buena Vista, Florida- Feb 7–11, 2027 (4 nights)
- Studio/1 bath, sleeps 5
- $2,536 ($634/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
- $1,098 ($220/night)
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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
- $7,219 ($1,031/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 7–14, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $2,314 ($331/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
- $10,789 ($1,541/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 7–12, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,242 ($248/night)
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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)