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 25 – Mar 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,978 ($283/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 25–28, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,030 ($343/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 26 – Mar 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,901 ($700/night)
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Marriott's Shadow Ridge - The Villages
Palm Desert, California- Feb 26 – Mar 5, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,110 ($159/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 26 – Mar 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,595 ($1,085/night)
La Cabana Beach Resort
Oranjestad, Aruba- Feb 26 – Mar 5, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,268 ($467/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 26 – Mar 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
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Voted Top Pick 2026
Marriott's Desert Springs Villas II
Palm Desert, California- Feb 26 – Mar 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 26 – Mar 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 26 – Mar 3, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $2,083 ($417/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 26 – Mar 5, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,148 ($735/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 26 – Mar 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,456 ($922/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 26 – Mar 5, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,178 ($311/night)
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Marriott's Summit Watch
Park City, Utah- Feb 26 – Mar 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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Voted Top Pick 2026
Marriott's Desert Springs Villas II
Palm Desert, California- Feb 26 – Mar 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,350 ($478/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Feb 26 – Mar 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,565 ($652/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Feb 26 – Mar 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
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Marriott's Summit Watch
Park City, Utah- Feb 26 – Mar 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,292 ($899/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 26 – Mar 3, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,506 ($301/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 26 – Mar 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $13,431 ($1,919/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 26 – Mar 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $13,431 ($1,919/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Feb 26 – Mar 5, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,167 ($595/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 26 – Mar 5, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,242 ($177/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 26 – Mar 6, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,760 ($220/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 26 – Mar 6, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,366 ($296/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 26 – Mar 6, 2027 (8 nights)
- 3 bed/2 bath, sleeps 10
- $3,269 ($409/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 26 – Mar 5, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,132 ($447/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 26 – Mar 5, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $932 ($133/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 26 – Mar 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,058 ($580/night)
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Voted Top Pick 2026
The Westin Kierland Villas
Scottsdale, Arizona- Feb 26 – Mar 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,276 ($611/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 26 – Mar 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,795 ($256/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 26 – Mar 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,161 ($309/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 26 – Mar 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,019 ($860/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 26 – Mar 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,801 ($829/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 26 – Mar 5, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,711 ($387/night)
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Marriott's Summit Watch
Park City, Utah- Feb 26 – Mar 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,328 ($761/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 26 – Mar 5, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,513 ($502/night)
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Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Feb 26 – Mar 5, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,878 ($268/night)
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Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Feb 26 – Mar 5, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $1,978 ($283/night)
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Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Feb 26 – Mar 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 26 – Mar 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $15,393 ($2,199/night)
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Club Wyndham Inn on Long Wharf
Newport, Rhode Island- Feb 26 – Mar 1, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $335 ($112/night)
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Club Wyndham Sedona
Sedona, Arizona- Feb 26 – Mar 5, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $995 ($142/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 26 – Mar 5, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,617 ($517/night)
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Club Wyndham Sedona
Sedona, Arizona- Feb 26 – Mar 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
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Eagle's Nest Beach Resort
Marco Island, Florida- Feb 26 – Mar 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,930 ($704/night)
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Club Wyndham Sedona
Sedona, Arizona- Feb 26 – Mar 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,917 ($274/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 26 – Mar 5, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,112 ($588/night)