Winter Timeshare Rentals
Winter getaways are always popular, making now the perfect time to secure exclusive timeshare deals for your seasonal escape! Whether you're dreaming of a snowy mountain retreat or a warm-weather getaway, these timeshare rentals offer the perfect setting to make your winter vacation unforgettable.
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 11–14, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $2,389 ($796/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,384 ($626/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,730 ($533/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,600 ($1,086/night)
Verified & Protected
Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,859 ($408/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 11–14, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $424 ($141/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 11–16, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,660 ($332/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,259 ($751/night)
Verified & Protected
Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Dec 11–18, 2026 (7 nights)
- 1 bed/2 bath, sleeps 6
- $1,984 ($283/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,427 ($204/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,145 ($592/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 11–18, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,358 ($194/night)
Verified & Protected
Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,069 ($581/night)
Verified & Protected
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,510 ($930/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,467 ($352/night)
DiamondHead Beach Resort
Fort Myers Beach, Florida- Dec 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,768 ($253/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,382 ($626/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–16, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $862 ($172/night)
Verified & Protected
DiamondHead Beach Resort
Fort Myers Beach, Florida- Dec 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,123 ($303/night)
Verified & Protected
Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 11–18, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $6,640 ($949/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–15, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($128/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 11–14, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $1,657 ($552/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–16, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,144 ($229/night)
Verified & Protected
Marriott's Lakeshore Reserve
Orlando, Florida- Dec 11–17, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($404/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,456 ($922/night)
Verified & Protected
Desert Breezes Resort
Palm Desert, California- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,358 ($194/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 11–23, 2026 (12 nights)
- 1 bed/1 bath, sleeps 4
- $1,752 ($146/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kierland Villas
Scottsdale, Arizona- Dec 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 11–23, 2026 (12 nights)
- 2 bed/2 bath, sleeps 8
- $2,850 ($238/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham National Harbor
National Harbor, Maryland- Dec 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,550 ($221/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 11–18, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,750 ($393/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 11–17, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $3,622 ($604/night)
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,911 ($844/night)
Verified & Protected
The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,655 ($1,094/night)
Verified & Protected
Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 11–20, 2026 (9 nights)
- 3 bed/3 bath, sleeps 10
- $8,200 ($911/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,504 ($643/night)
Verified & Protected
Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,595 ($656/night)
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,336 ($619/night)
Verified & Protected
Four Seasons Residence Club Aviara
Carlsbad, California- Dec 11–18, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kierland Villas
Scottsdale, Arizona- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,004 ($572/night)
Verified & Protected
Costa Linda Beach Resort
Oranjestad, Aruba- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,200 ($1,171/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,949 ($564/night)
Verified & Protected
Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Dec 11–16, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,205 ($441/night)
Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,603 ($515/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kierland Villas
Scottsdale, Arizona- Dec 11–16, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,096 ($419/night)