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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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $4,271 ($610/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $5,474 ($782/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,154 ($451/night)
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Voted Top Pick 2026
Marriott's Desert Springs Villas II
Palm Desert, California- Feb 6–12, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $2,091 ($348/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,554 ($936/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,404 ($486/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,554 ($936/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,560 ($937/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,892 ($985/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,148 ($735/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,949 ($564/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,072 ($1,296/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,546 ($1,078/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Feb 6–13, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,641 ($377/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,129 ($876/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–13, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,201 ($314/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $3,913 ($559/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($821/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–14, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,475 ($184/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,205 ($315/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,630 ($661/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,832 ($547/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,334 ($191/night)
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Voted Top Pick 2026
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,276 ($611/night)
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Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Feb 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 6
- $3,076 ($439/night)
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The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Feb 6–13, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,830 ($1,404/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,730 ($247/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,599 ($657/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 6–11, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $2,706 ($541/night)
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The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,195 ($1,171/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $4,385 ($626/night)
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Marriott's Summit Watch
Park City, Utah- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,358 ($765/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,513 ($502/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,072 ($1,296/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,295 ($471/night)
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The Westin Riverfront Mountain Villas
Avon, Colorado- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,292 ($899/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,512 ($502/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,513 ($502/night)
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The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Feb 6–13, 2027 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $9,830 ($1,404/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,209 ($316/night)
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The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,195 ($1,171/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,295 ($471/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,238 ($891/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,181 ($454/night)
Shell Island Beach Club
Sanibel Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,022 ($432/night)