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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Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Feb 21–26, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,914 ($583/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,782 ($969/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 21–25, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $959 ($240/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 21–25, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $959 ($240/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,564 ($938/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $5,328 ($761/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 21–27, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($322/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,494 ($642/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,511 ($787/night)
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Hyatt Beach House Resort
Key West, Florida- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($626/night)
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,053 ($579/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,592 ($656/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,091 ($870/night)
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Club Wyndham South Shore
Zephyr Cove, Nevada- Feb 21–25, 2027 (4 nights)
- 3 bed/2 bath, sleeps 8
- $1,207 ($302/night)
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Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Feb 21–26, 2027 (5 nights)
- 1 bed/2 bath, sleeps 6
- $2,260 ($452/night)
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Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Feb 21–26, 2027 (5 nights)
- 1 bed/2 bath, sleeps 6
- $2,287 ($457/night)
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Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,802 ($543/night)
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Arroyo Roble Resort
Sedona, Arizona- Feb 21–28, 2027 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $1,550 ($221/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 21–26, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($986/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,412 ($630/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Feb 21–28, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,750 ($393/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 21–28, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,166 ($595/night)
Playa Linda Beach Resort
Palm Beach, Aruba- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,200 ($1,171/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Feb 21–26, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $888 ($178/night)
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Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 21–28, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,986 ($284/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 21–28, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($276/night)
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Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Feb 21–26, 2027 (5 nights)
- 1 bed/2 bath, sleeps 6
- $1,440 ($288/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- Feb 21–26, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,208 ($242/night)
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Hyatt Vacation Club at The Welk
Escondido, California- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,649 ($521/night)
Hyatt Windward Pointe Resort
Key West, Florida- Feb 21 – Mar 6, 2027 (13 nights)
- 2 bed/2 bath, sleeps 6
- $6,543 ($503/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,418 ($1,203/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,801 ($829/night)
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Club Wyndham Long Wharf
Newport, Rhode Island- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $839 ($120/night)
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Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Feb 21–26, 2027 (5 nights)
- 1 bed/2 bath, sleeps 6
- $2,069 ($414/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- Feb 21–26, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,230 ($246/night)
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,230 ($461/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Feb 21–26, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,510 ($502/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Feb 21–26, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $3,998 ($800/night)
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Marriott's Desert Springs Villas
Palm Desert, California- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($502/night)
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Voted Top Pick 2026
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- Feb 21–26, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,110 ($222/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,067 ($1,295/night)
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Marriott's Kauai Lagoons - Kalanipu'u
Lihue, Hawaii- Feb 21–25, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $2,418 ($604/night)
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Copper Creek Villas & Cabins at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Feb 21–26, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $3,262 ($652/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 21–28, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,832 ($690/night)