Winter Timeshare Rentals

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The Westin St. John - Bay Vista Villas

Cruz Bay, St. John (USVI)

Jan 22–29, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$8,200 ($1,171/night)

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Club Wyndham Austin

Austin, Texas

Jan 22–26, 2027 (4 nights)
Studio/1 bath, sleeps 4
$1,077 ($269/night)

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The Westin St. John - Virgin Grand Villas

Cruz Bay, St. John (USVI)

Jan 22–29, 2027 (7 nights)
3 bed/3 bath, sleeps 8
$9,018 ($1,288/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 22–25, 2027 (3 nights)
2 bed/2 bath, sleeps 6
$1,057 ($352/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 22–28, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$1,475 ($246/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 22–25, 2027 (3 nights)
3 bed/2 bath, sleeps 10
$1,057 ($352/night)

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The Ritz-Carlton Club, Vail

Vail, Colorado

Jan 22–26, 2027 (4 nights)
2 bed/2.5 bath, sleeps 8
$8,091 ($2,023/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 22–29, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$8,963 ($1,280/night)

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Marriott's Summit Watch

Park City, Utah

Jan 22–25, 2027 (3 nights)
1 bed/1 bath, sleeps 4
$1,878 ($626/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 22–28, 2027 (6 nights)
3 bed/2 bath, sleeps 10
$1,795 ($299/night)

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Bantry Bay

Bantry Bay, South Africa, Africa

Jan 22–29, 2027 (7 nights)
2 bed/2 bath, sleeps 4
$3,513 ($502/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 22–28, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$986 ($164/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 22–25, 2027 (3 nights)
1 bed/1 bath, sleeps 4
$586 ($195/night)

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The Cliff Club at Snowbird

Snowbird, Utah

Jan 22–29, 2027 (7 nights)
2 bed/3 bath, sleeps 10
$10,924 ($1,561/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii

Jan 22–29, 2027 (7 nights)
Studio/1 bath, sleeps 4
$4,330 ($619/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 22–26, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$719 ($180/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 22–26, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$1,271 ($318/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Jan 22–29, 2027 (7 nights)
Studio/1 bath, sleeps 4
$4,092 ($585/night)

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The Cliffs at Princeville

Princeville, Hawaii

Jan 22–29, 2027 (7 nights)
1 bed/2 bath, sleeps 6
$2,260 ($323/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

Jan 22–29, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,930 ($704/night)

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Grand Timber Lodge

Breckenridge, Colorado

Jan 22–29, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$3,077 ($440/night)

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The Westin St. John - Virgin Grand Villas

Cruz Bay, St. John (USVI)

Jan 22–29, 2027 (7 nights)
Studio/1 bath, sleeps 4
$4,058 ($580/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 22–28, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,860 ($310/night)

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Club Wyndham Austin

Austin, Texas

Jan 22–26, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$1,268 ($317/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 22–29, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,119 ($160/night)

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The Westin Riverfront Mountain Villas

Avon, Colorado

Jan 22–29, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,475 ($782/night)

Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Jan 22–29, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$2,995 ($428/night)

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Jan 22–29, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,475 ($782/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 22–29, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,066 ($438/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 22–26, 2027 (4 nights)
2 bed/2 bath, sleeps 6
$1,304 ($326/night)

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Club Wyndham Austin

Austin, Texas

Jan 22–29, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,978 ($283/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 22–26, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$1,077 ($269/night)

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Club Wyndham Austin

Austin, Texas

Jan 22–29, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$3,513 ($502/night)

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Bay Lake Tower at Disney's Contemporary Resort

Lake Buena Vista, Florida

Jan 22–25, 2027 (3 nights)
Studio/1 bath, sleeps 4
$1,250 ($417/night)

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Jan 22–29, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,557 ($794/night)

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The Westin St. John - Sunset Bay Villas

Cruz Bay, St. John (USVI)

Jan 22–29, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$8,200 ($1,171/night)

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Club Wyndham Austin

Austin, Texas

Jan 22–26, 2027 (4 nights)
2 bed/2 bath, sleeps 6
$2,257 ($564/night)

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Club Wyndham Bali Hai Villas

Princeville, Hawaii

Jan 22–29, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$3,295 ($471/night)

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Club Wyndham Bali Hai Villas

Princeville, Hawaii

Jan 22–29, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$2,859 ($408/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 22–29, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,673 ($239/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 22–27, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,566 ($313/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 22–27, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$852 ($170/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 22–25, 2027 (3 nights)
1 bed/1 bath, sleeps 4
$876 ($292/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 22–29, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$4,748 ($678/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 22–29, 2027 (7 nights)
3 bed/2 bath, sleeps 10
$2,039 ($291/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 22–29, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,222 ($460/night)

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Club Wyndham Austin

Austin, Texas

Jan 22–29, 2027 (7 nights)
Studio/1 bath, sleeps 4
$1,673 ($239/night)

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Marriott Grand Residence Club - Lake Tahoe

South Lake Tahoe, California

Jan 22–29, 2027 (7 nights)
Studio/1 bath, sleeps 2
$2,183 ($312/night)