Winter Timeshare Rentals

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The Point at Poipu

Koloa, Hawaii

Jan 30 – Feb 6, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$4,271 ($610/night)

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The Westin St. John - Bay Vista Villas

Cruz Bay, St. John (USVI)

Jan 30 – Feb 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,802 ($829/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 30 – Feb 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,802 ($829/night)

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Lifestyle Holidays Vacation Resort - Puerto Plata

Puerto Plata, Dominican Republic

Jan 30 – Feb 6, 2027 (7 nights)
6 bed/6 bath, sleeps 12
$5,475 ($782/night)

Verified & Protected Voted Top Pick 2026

Divi Aruba Phoenix Beach Resort

Palm Beach, Aruba

Jan 30 – Feb 6, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,486 ($498/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jan 30 – Feb 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,565 ($938/night)

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Disney's BoardWalk Villas

Lake Buena Vista, Florida

Jan 30 – Feb 6, 2027 (7 nights)
Studio/1 bath, sleeps 5
$3,871 ($553/night)

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Caribbean Palm Village

Oranjestad, Aruba

Jan 30 – Feb 6, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$1,769 ($253/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 30 – Feb 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,129 ($876/night)

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The Westin St. John - Virgin Grand Villas

Cruz Bay, St. John (USVI)

Jan 30 – Feb 6, 2027 (7 nights)
Studio/1 bath, sleeps 4
$4,058 ($580/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jan 30 – Feb 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,565 ($938/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jan 30 – Feb 6, 2027 (7 nights)
Studio/1 bath, sleeps 2
$2,851 ($407/night)

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Marriott's Summit Watch

Park City, Utah

Jan 30 – Feb 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,346 ($907/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jan 30 – Feb 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,020 ($860/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 30 – Feb 9, 2027 (10 nights)
2 bed/2 bath, sleeps 6
$2,924 ($292/night)

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Marriott's Summit Watch

Park City, Utah

Jan 30 – Feb 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,238 ($891/night)

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The Westin St. John - Virgin Grand Villas

Cruz Bay, St. John (USVI)

Jan 30 – Feb 6, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,840 ($549/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Jan 30 – Feb 6, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$4,658 ($665/night)

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Club Wyndham Orange Tree Golf Resort

Scottsdale, Arizona

Jan 30 – Feb 13, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$2,920 ($209/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 30 – Feb 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,085 ($869/night)

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The Ritz-Carlton Club, St. Thomas

East End, St. Thomas (USVI)

Jan 30 – Feb 6, 2027 (7 nights)
2 bed/2.5 bath, sleeps 6
$9,830 ($1,404/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Jan 30 – Feb 6, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$5,856 ($837/night)

Verified & Protected Voted Top Pick 2026

Lagoon Tower by Hilton Grand Vacations

Honolulu, Hawaii

Jan 30 – Feb 6, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$5,039 ($720/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 30 – Feb 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,110 ($1,016/night)

Verified & Protected Voted Top Pick 2026

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii

Jan 30 – Feb 6, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$7,110 ($1,016/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Jan 30 – Feb 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,328 ($1,047/night)

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The Westin St. John - Sunset Bay Villas

Cruz Bay, St. John (USVI)

Jan 30 – Feb 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$8,200 ($1,171/night)

Verified & Protected Voted Top Pick 2026

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii

Jan 30 – Feb 6, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$6,892 ($985/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

Jan 30 – Feb 6, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,513 ($502/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 30 – Feb 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,911 ($844/night)

Verified & Protected Voted Top Pick 2026

Divi Aruba Phoenix Beach Resort

Palm Beach, Aruba

Jan 30 – Feb 6, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$4,330 ($619/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Jan 30 – Feb 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,020 ($860/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Jan 30 – Feb 6, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$5,775 ($825/night)

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Divi Village Golf and Beach Resort

Oranjestad, Aruba

Jan 30 – Feb 6, 2027 (7 nights)
Studio/1 bath, sleeps 4
$2,205 ($315/night)

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The Westin St. John - Bay Vista Villas

Cruz Bay, St. John (USVI)

Jan 30 – Feb 6, 2027 (7 nights)
3 bed/3 bath, sleeps 10
$8,200 ($1,171/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 30 – Feb 9, 2027 (10 nights)
1 bed/1 bath, sleeps 4
$1,607 ($161/night)

Verified & Protected Voted Top Pick 2026

Divi Aruba Phoenix Beach Resort

Palm Beach, Aruba

Jan 30 – Feb 6, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$4,222 ($603/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 30 – Feb 6, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,758 ($537/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Jan 30 – Feb 6, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,622 ($517/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 30 – Feb 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,129 ($876/night)

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Disney's Animal Kingdom Villas - Jambo House

Lake Buena Vista, Florida

Jan 30 – Feb 6, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,831 ($547/night)

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WorldMark Scottsdale

Scottsdale, Arizona

Jan 30 – Feb 13, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$3,825 ($273/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 30 – Feb 7, 2027 (8 nights)
1 bed/1 bath, sleeps 4
$1,343 ($168/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 30 – Feb 7, 2027 (8 nights)
2 bed/2 bath, sleeps 8
$2,484 ($311/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 30 – Feb 7, 2027 (8 nights)
3 bed/2 bath, sleeps 10
$2,436 ($305/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 30 – Feb 7, 2027 (8 nights)
1 bed/1 bath, sleeps 4
$2,004 ($251/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 30 – Feb 7, 2027 (8 nights)
2 bed/2 bath, sleeps 6
$2,436 ($305/night)

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Sheraton Steamboat Resort Villas

Steamboat Springs, Colorado

Jan 30 – Feb 6, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$5,475 ($782/night)