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- Feb 14–19, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,594 ($319/night)
Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,519 ($788/night)
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Westgate Vacation Villas
Kissimmee, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,001 ($286/night)
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Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Feb 14–21, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,672 ($1,382/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Feb 14–21, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,058 ($580/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,004 ($286/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,769 ($1,110/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,497 ($214/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 14–21, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,066 ($152/night)
Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Feb 14–18, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,423 ($606/night)
Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $4,031 ($576/night)
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Marriott's Summit Watch
Park City, Utah- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,336 ($905/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Feb 14–15, 2027 (1 night)
- Studio/1 bath, sleeps 4
- $405 ($405/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $13,950 ($1,993/night)
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Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Feb 15–22, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,384 ($626/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Feb 15–18, 2027 (3 nights)
- 3 bed/2 bath, sleeps 8
- $852 ($284/night)
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Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Feb 15–19, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,423 ($606/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Feb 15–18, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $639 ($213/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Feb 15–20, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $3,344 ($669/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,129 ($876/night)
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Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Feb 15–21, 2027 (6 nights)
- 1 bed/2 bath, sleeps 6
- $1,987 ($331/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,018 ($1,288/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Feb 15–20, 2027 (5 nights)
- 3 bed/2 bath, sleeps 8
- $1,603 ($321/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,181 ($1,312/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Feb 15–20, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,220 ($244/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,418 ($1,203/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–19, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $3,753 ($938/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,715 ($1,388/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 15–22, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,183 ($598/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,892 ($985/night)
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Club Wyndham South Shore
Zephyr Cove, Nevada- Feb 15–19, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,383 ($346/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,840 ($263/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($1,171/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 15–21, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,295 ($216/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 15–19, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,277 ($319/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 15–19, 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 15–19, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $710 ($178/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 15–20, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $3,458 ($692/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $18,337 ($2,620/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 15–20, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,750 ($550/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 15–20, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,352 ($270/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 15–22, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $4,302 ($615/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,398 ($1,343/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $17,574 ($2,511/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 15–25, 2027 (10 nights)
- 3 bed/2 bath, sleeps 10
- $3,653 ($365/night)