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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 31 – Feb 6, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,339 ($223/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 31 – Feb 6, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $892 ($149/night)
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Villas at Disneyland Hotel
Anaheim, California- Jan 31 – Feb 4, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,188 ($547/night)
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Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Jan 31 – Feb 5, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $666 ($133/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Jan 31 – Feb 5, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $5,475 ($1,095/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jan 31 – Feb 7, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,186 ($455/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Jan 31 – Feb 4, 2027 (4 nights)
- Studio/1 bath, sleeps 5
- $2,143 ($536/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 31 – Feb 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,039 ($720/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 31 – Feb 7, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,290 ($470/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jan 31 – Feb 7, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,603 ($658/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Jan 31 – Feb 7, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,461 ($352/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Jan 31 – Feb 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 31 – Feb 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,794 ($685/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Jan 31 – Feb 5, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,558 ($512/night)
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Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,257 ($751/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 31 – Feb 5, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $666 ($133/night)
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Marriott's Waikoloa Ocean Club
Waikoloa Village, Hawaii- Jan 31 – Feb 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,984 ($712/night)
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Villa del Arco Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/3 bath, sleeps 6
- $3,077 ($440/night)
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Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Jan 31 – Feb 5, 2027 (5 nights)
- 1 bed/1 bath, sleeps 6
- $1,818 ($364/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $13,758 ($1,965/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 31 – Feb 5, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,003 ($201/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 31 – Feb 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,894 ($556/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 31 – Feb 7, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,181 ($1,312/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Jan 31 – Feb 7, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,385 ($626/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Jan 31 – Feb 5, 2027 (5 nights)
- 3 bed/3 bath, sleeps 10
- $5,475 ($1,095/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,472 ($1,210/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 31 – Feb 7, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $15,830 ($2,261/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,380 ($1,483/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 31 – Feb 7, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,382 ($483/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 31 – Feb 7, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,840 ($549/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,276 ($611/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Jan 31 – Feb 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,458 ($494/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 31 – Feb 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,284 ($469/night)
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 31 – Feb 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,535 ($505/night)
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The Ritz-Carlton Club, Lake Tahoe
Truckee, California- Jan 31 – Feb 5, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $6,565 ($1,313/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $12,995 ($1,856/night)
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Club Wyndham Long Wharf
Newport, Rhode Island- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $839 ($120/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 31 – Feb 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,298 ($471/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,510 ($930/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,800 ($1,114/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 31 – Feb 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,766 ($681/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 31 – Feb 7, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $3,949 ($564/night)
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Hyatt Beach House Resort
Key West, Florida- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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Villas at Disneyland Hotel
Anaheim, California- Jan 31 – Feb 1, 2027 (1 night)
- Studio/1 bath, sleeps 4
- $497 ($497/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($1,171/night)