Winter Timeshare Rentals

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,179 ($740/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,581 ($226/night)

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,510 ($930/night)

Verified & Protected

The Cliff Club at Snowbird

Snowbird, Utah

Jan 9–16, 2027 (7 nights)
2 bed/3 bath, sleeps 10
$10,924 ($1,561/night)

Verified & Protected Voted Top Pick 2026

Marriott's Frenchman's Cove

Southside, St. Thomas (USVI)

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,901 ($700/night)

Verified & Protected

Aulani, a Disney Resort & Spa

Kapolei, Hawaii

Jan 9–16, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,513 ($502/night)

Verified & Protected Voted Top Pick 2026

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$7,110 ($1,016/night)

Verified & Protected Voted Top Pick 2026

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii

Jan 9–16, 2027 (7 nights)
3 bed/3 bath, sleeps 10
$10,898 ($1,557/night)

Verified & Protected

Marriott Grand Residence Club - Lake Tahoe

South Lake Tahoe, California

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,930 ($704/night)

Verified & Protected

Marriott's Summit Watch

Park City, Utah

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,358 ($765/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,085 ($869/night)

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,456 ($922/night)

Verified & Protected

Marriott's Villas at Doral

Miami, Florida

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,077 ($440/night)

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,510 ($930/night)

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Club Wyndham Orange Tree Golf Resort

Scottsdale, Arizona

Jan 9–23, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$2,794 ($200/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–23, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$4,280 ($306/night)

Verified & Protected Voted Top Pick 2026

Marriott's Frenchman's Cove

Southside, St. Thomas (USVI)

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,930 ($704/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Jan 9–16, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,295 ($471/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,565 ($938/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Jan 9–16, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$4,820 ($689/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,565 ($938/night)

Verified & Protected

Hacienda del Mar Resort

Cabo San Lucas, Mexico

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,859 ($408/night)

Verified & Protected Voted Top Pick 2026

Lagoon Tower by Hilton Grand Vacations

Honolulu, Hawaii

Jan 9 – Feb 6, 2027 (28 nights)
3 bed/2.5 bath, sleeps 8
$26,883 ($960/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Jan 9–16, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$5,748 ($821/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 9–15, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$693 ($115/night)

Verified & Protected Voted Top Pick 2026

Marriott's Frenchman's Cove

Southside, St. Thomas (USVI)

Jan 9–16, 2027 (7 nights)
3 bed/3 bath, sleeps 12
$7,655 ($1,094/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,456 ($922/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–12, 2027 (3 nights)
3 bed/2 bath, sleeps 10
$901 ($300/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–12, 2027 (3 nights)
1 bed/1 bath, sleeps 4
$499 ($166/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Jan 9–16, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$5,252 ($750/night)

Verified & Protected Voted Top Pick 2026

Divi Aruba Phoenix Beach Resort

Palm Beach, Aruba

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$10,380 ($1,483/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,020 ($860/night)

Verified & Protected Voted Top Pick 2026

The Royal Sands

Cancun, Mexico

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$3,404 ($486/night)

Verified & Protected

The Ritz-Carlton Club, Aspen Highlands

Aspen, Colorado

Jan 9–16, 2027 (7 nights)
3 bed/3 bath, sleeps 8
$12,996 ($1,857/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,020 ($860/night)

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,892 ($985/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–23, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$2,222 ($159/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 9–15, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$487 ($81/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–23, 2027 (14 nights)
3 bed/2 bath, sleeps 10
$4,054 ($290/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–23, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$3,321 ($237/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–23, 2027 (14 nights)
2 bed/2 bath, sleeps 6
$4,054 ($290/night)

Verified & Protected

Royal Haciendas

Playa del Carmen, Mexico

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$3,306 ($472/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jan 9–16, 2027 (7 nights)
3 bed/3 bath, sleeps 10
$7,650 ($1,093/night)

Verified & Protected

Villa del Arco Beach Resort & Spa

Cabo San Lucas, Mexico

Jan 9–16, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$1,866 ($267/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–13, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$626 ($157/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,475 ($782/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Jan 9–16, 2027 (7 nights)
Studio/1 bath, sleeps 4
$2,692 ($385/night)

Verified & Protected

The Westin St. John - Virgin Grand Villas

Cruz Bay, St. John (USVI)

Jan 9–16, 2027 (7 nights)
3 bed/3 bath, sleeps 8
$11,470 ($1,639/night)