Winter Timeshare Rentals

Verified & Protected

Disney's Old Key West Resort

Lake Buena Vista, Florida

Jan 23–30, 2027 (7 nights)
Studio/1 bath, sleeps 4
$2,831 ($404/night)

Verified & Protected

Marriott's Summit Watch

Park City, Utah

Jan 23–30, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,404 ($486/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

Jan 24–31, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,001 ($1,000/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 24–29, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$897 ($179/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 24–31, 2027 (7 nights)
3 bed/2 bath, sleeps 10
$2,039 ($291/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 24–29, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$999 ($200/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 24–29, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$799 ($160/night)

Verified & Protected

Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen

Vail, Colorado

Jan 24–31, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,412 ($630/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 24–31, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,673 ($239/night)

Verified & Protected

Disney's Animal Kingdom Villas - Jambo House

Lake Buena Vista, Florida

Jan 24–29, 2027 (5 nights)
Studio/1 bath, sleeps 4
$2,379 ($476/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 24–30, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,339 ($223/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 24–29, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$815 ($163/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 24–30, 2027 (6 nights)
3 bed/2 bath, sleeps 10
$1,642 ($274/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 24–29, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$375 ($75/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 24–29, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$535 ($107/night)

Verified & Protected

The Ritz-Carlton Club, St. Thomas

East End, St. Thomas (USVI)

Jan 24–31, 2027 (7 nights)
3 bed/3.5 bath, sleeps 8
$10,516 ($1,502/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 24–28, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$710 ($178/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 24–29, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,003 ($201/night)

Verified & Protected

The Ritz-Carlton Club, Vail

Vail, Colorado

Jan 24–30, 2027 (6 nights)
2 bed/2 bath, sleeps 6
$6,666 ($1,111/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 24 – Feb 7, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$3,321 ($237/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 24–28, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$639 ($160/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 24–30, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,117 ($186/night)

Verified & Protected

Aulani, a Disney Resort & Spa

Kapolei, Hawaii

Jan 24–29, 2027 (5 nights)
Studio/1 bath, sleeps 4
$2,903 ($581/night)

Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

Jan 24–28, 2027 (4 nights)
Studio/1 bath, sleeps 2
$2,205 ($551/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 24–28, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$311 ($78/night)

Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

Jan 24–29, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,098 ($220/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 24 – Feb 3, 2027 (10 nights)
2 bed/2 bath, sleeps 8
$1,991 ($199/night)

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Jan 24–31, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,526 ($789/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 24 – Feb 3, 2027 (10 nights)
2 bed/2 bath, sleeps 8
$2,222 ($222/night)

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Jan 24–27, 2027 (3 nights)
1 bed/1 bath, sleeps 4
$2,423 ($808/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 24–31, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$923 ($132/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 24–28, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$804 ($201/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 24–31, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,832 ($547/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 24–30, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$1,339 ($223/night)

Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

Jan 24–29, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,110 ($222/night)

Verified & Protected

Marriott's Mountain Valley Lodge

Breckenridge, Colorado

Jan 24–29, 2027 (5 nights)
1 bed/2 bath, sleeps 6
$2,069 ($414/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 24–31, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$8,200 ($1,171/night)

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Jan 24–31, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,129 ($876/night)

Verified & Protected

Disney's Riviera Resort

Lake Buena Vista, Florida

Jan 24–29, 2027 (5 nights)
Studio/1 bath, sleeps 2
$2,739 ($548/night)

Verified & Protected

Disney's Riviera Resort

Lake Buena Vista, Florida

Jan 24–28, 2027 (4 nights)
Studio/1 bath, sleeps 5
$1,909 ($477/night)

Verified & Protected

Disney's Riviera Resort

Lake Buena Vista, Florida

Jan 24–29, 2027 (5 nights)
Studio/1 bath, sleeps 5
$2,554 ($511/night)

Verified & Protected

Palm Beach Shores Resort and Vacation Villas

Palm Beach Shores, Florida

Jan 24–31, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,878 ($268/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 24–31, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,112 ($588/night)

Verified & Protected

Marriott's Oceana Palms

Riviera Beach, Florida

Jan 24–29, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$2,472 ($494/night)

Verified & Protected

Divi Village Golf and Beach Resort

Oranjestad, Aruba

Jan 24–31, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$3,077 ($440/night)

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Jan 24–31, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,202 ($743/night)

Verified & Protected Voted Top Pick 2026

Marriott's Frenchman's Cove

Southside, St. Thomas (USVI)

Jan 24–31, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,129 ($876/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Jan 24–31, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$4,276 ($611/night)