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 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 #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,151 ($879/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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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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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 21–28, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $5,257 ($751/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 Inn on Long Wharf
Newport, Rhode Island- Feb 21–24, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $223 ($74/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
- $7,545 ($1,078/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 21–24, 2027 (3 nights)
- Studio/1 bath, sleeps 5
- $1,791 ($597/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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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Feb 21–23, 2027 (2 nights)
- Studio/1 bath, sleeps 4
- $852 ($426/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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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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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Feb 21–28, 2027 (7 nights)
- 3 bed/3 bath, sleeps 8
- $7,650 ($1,093/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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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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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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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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 21–25, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $710 ($178/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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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Feb 21–26, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,076 ($215/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
Marriott's MountainSide at Park City
Park City, Utah- Feb 21–26, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $3,660 ($732/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 21–26, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $3,562 ($712/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
- $6,456 ($922/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
- $4,930 ($704/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Feb 21–28, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $8,745 ($1,249/night)
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Marriott's Summit Watch
Park City, Utah- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,256 ($751/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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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)
- 1 bed/1 bath, sleeps 4
- $5,366 ($767/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/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)
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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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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Club Wyndham Avenue Plaza
New Orleans, Louisiana- Feb 21–25, 2027 (4 nights)
- Studio/1 bath, sleeps 2
- $535 ($134/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,276 ($611/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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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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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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Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Feb 22–27, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,403 ($681/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 22 – Mar 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,763 ($1,109/night)
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The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Feb 22 – Mar 1, 2027 (7 nights)
- 3 bed/3.5 bath, sleeps 8
- $10,380 ($1,483/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 22 – Mar 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,347 ($907/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 22–26, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $1,765 ($441/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 22 – Mar 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
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Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Feb 22–27, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $924 ($185/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 22 – Mar 1, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($440/night)