Winter Timeshare Rentals

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Orange Tree Golf Resort

Scottsdale, Arizona

Jan 20–27, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,471 ($210/night)

Verified & Protected

Marriott's Waikoloa Ocean Club

Waikoloa Village, Hawaii

Jan 20–29, 2027 (9 nights)
1 bed/1 bath, sleeps 4
$5,420 ($602/night)

Verified & Protected Voted Top Pick 2026

Marriott's Desert Springs Villas II

Palm Desert, California

Jan 20–25, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$3,268 ($654/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 21–28, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,655 ($1,094/night)

Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 21–28, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,652 ($1,093/night)

Verified & Protected

Marriott's Mountain Valley Lodge

Breckenridge, Colorado

Jan 21–25, 2027 (4 nights)
1 bed/2 bath, sleeps 6
$1,550 ($388/night)

Verified & Protected

The Ridge Tahoe

Stateline, Nevada

Jan 21–25, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$1,987 ($497/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 21–28, 2027 (7 nights)
3 bed/3 bath, sleeps 12
$9,944 ($1,421/night)

Verified & Protected

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)

Verified & Protected

Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii

Jan 22–29, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$2,750 ($393/night)

Verified & Protected CHOOSE YOUR OWN DATES

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)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Austin

Austin, Texas

Jan 22–26, 2027 (4 nights)
2 bed/2 bath, sleeps 6
$1,699 ($425/night)

Verified & Protected CHOOSE YOUR OWN DATES

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)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 22–27, 2027 (5 nights)
3 bed/2 bath, sleeps 10
$1,550 ($310/night)

Verified & Protected CHOOSE YOUR OWN DATES

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)

Verified & Protected

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 CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

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

Verified & Protected CHOOSE YOUR OWN DATES

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)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 22–29, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$2,039 ($291/night)

Verified & Protected

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)

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
$5,824 ($832/night)

Verified & Protected

Divi Village Golf and Beach Resort

Oranjestad, Aruba

Jan 22–29, 2027 (7 nights)
Studio/1 bath, sleeps 4
$2,559 ($366/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Austin

Austin, Texas

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

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 22–28, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,861 ($310/night)

Verified & Protected

The Westin Riverfront Mountain Villas

Avon, Colorado

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

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

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

Verified & Protected

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

The Point at Poipu

Koloa, Hawaii

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

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

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

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Austin

Austin, Texas

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

Verified & Protected CHOOSE YOUR OWN DATES

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)

Verified & Protected

Disney's Riviera Resort

Lake Buena Vista, Florida

Jan 22–26, 2027 (4 nights)
Studio/1 bath, sleeps 5
$1,952 ($488/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
$3,295 ($471/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
$4,380 ($626/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 22–29, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,427 ($204/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
$6,674 ($953/night)

Verified & Protected

The Ritz-Carlton Club, Vail

Vail, Colorado

Jan 22–29, 2027 (7 nights)
3 bed/3.5 bath, sleeps 8
$15,285 ($2,184/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Jan 22–29, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,110 ($1,016/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Jan 22–29, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$4,712 ($673/night)

Verified & Protected

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)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 22–29, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$839 ($120/night)

Verified & Protected

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)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 22–27, 2027 (5 nights)
2 bed/2 bath, sleeps 6
$1,550 ($310/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 22–27, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$1,276 ($255/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 22–29, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$591 ($84/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 22–29, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,242 ($177/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 22–29, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,581 ($226/night)

Verified & Protected CHOOSE YOUR OWN DATES

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)