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
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 19–26, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,205 ($315/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,489 ($641/night)
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Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Feb 19–23, 2027 (4 nights)
- 3 bed/2 bath, sleeps 8
- $1,077 ($269/night)
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Voted Top Pick 2026
The Westin Kierland Villas
Scottsdale, Arizona- Feb 19–26, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,268 ($467/night)
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Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Feb 19–26, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $1,978 ($283/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 19–26, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,750 ($393/night)
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Gold Point Resort
Breckenridge, Colorado- Feb 19–26, 2027 (7 nights)
- 3 bed/3 bath, sleeps 8
- $4,222 ($603/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,181 ($1,312/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 19–26, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $2,368 ($338/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Feb 19–26, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,657 ($380/night)
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Holiday Inn Club Vacations Scottsdale Resort
Scottsdale, Arizona- Feb 19–22, 2027 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,109 ($370/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,635 ($1,234/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,474 ($782/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 19 – Mar 1, 2027 (10 nights)
- 1 bed/1 bath, sleeps 4
- $2,222 ($222/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Club Wyndham Inn on Long Wharf
Newport, Rhode Island- Feb 19–23, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $391 ($98/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 19–26, 2027 (7 nights)
- 3 bed/2 bath, sleeps 8
- $11,906 ($1,701/night)
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Sheraton Desert Oasis
Scottsdale, Arizona- Feb 19–26, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,987 ($284/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,892 ($985/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 19–25, 2027 (6 nights)
- Studio/1 bath, sleeps 5
- $3,871 ($645/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 19–26, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,471 ($210/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,493 ($642/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Feb 19–22, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $613 ($204/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 19–26, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,617 ($517/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Feb 19–22, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $950 ($317/night)
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The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Feb 19–26, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,696 ($385/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,830 ($1,404/night)
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Copper Creek Villas & Cabins at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Feb 19–23, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,065 ($516/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,112 ($588/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Feb 19–25, 2027 (6 nights)
- Studio/1 bath, sleeps 5
- $3,969 ($661/night)
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Marriott Vacation Club at Los Sueños
Playa Jaco, Costa Rica- Feb 19–23, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,153 ($538/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,821 ($689/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 19–24, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $3,022 ($604/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,674 ($953/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,565 ($652/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 19–26, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,696 ($385/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 19 – Mar 1, 2027 (10 nights)
- 3 bed/2 bath, sleeps 10
- $4,141 ($414/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,085 ($869/night)
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Eagle's Nest Beach Resort
Marco Island, Florida- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,876 ($696/night)
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Hyatt Vacation Club at Northstar Lodge
Truckee, California- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/night)
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Hyatt Vacation Club at Northstar Lodge
Truckee, California- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/night)
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Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Feb 19–23, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $888 ($222/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,873 ($1,125/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 19–26, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,474 ($782/night)