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.
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,015 ($859/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $7,655 ($1,094/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $7,121 ($1,017/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,802 ($543/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,535 ($505/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 14–20, 2027 (6 nights)
- Studio/1 bath, sleeps 4
- $3,622 ($604/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,001 ($429/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,382 ($483/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,148 ($735/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,886 ($412/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,153 ($450/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,320 ($903/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,458 ($494/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,230 ($461/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,385 ($626/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,513 ($502/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,374 ($625/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,513 ($502/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,513 ($502/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 14–18, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $3,426 ($856/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,557 ($794/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $2,505 ($358/night)
Hyatt Beach House Resort
Key West, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
Hyatt Beach House Resort
Key West, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,832 ($547/night)
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Feb 14–19, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,208 ($242/night)
Four Seasons Residence Club Aviara
Carlsbad, California- Feb 14–21, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,513 ($502/night)
Sheraton Lakeside Terrace Villas at Mountain Vista
Avon, Colorado- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 14–20, 2027 (6 nights)
- 2 bed/2 bath, sleeps 6
- $3,949 ($658/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,636 ($1,234/night)
Grand Seas Resort
Daytona Beach, Florida- Feb 14–22, 2027 (8 nights)
- 2 bed/2 bath, sleeps 6
- $3,836 ($479/night)
Grand Timber Lodge
Breckenridge, Colorado- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
Grand Timber Lodge
Breckenridge, Colorado- Feb 14–21, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $5,175 ($739/night)
Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,688 ($384/night)
Morritt's Tortuga Club
East End, Grand Cayman, Cayman Islands- Feb 14 – Mar 7, 2027 (21 nights)
- 1 bed/1 bath, sleeps 4
- $6,892 ($328/night)
Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,069 ($438/night)
Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Feb 14–21, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $3,840 ($549/night)
Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Feb 14–19, 2027 (5 nights)
- 1 bed/2 bath, sleeps 6
- $2,014 ($403/night)
Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Feb 14–19, 2027 (5 nights)
- 1 bed/2 bath, sleeps 6
- $2,689 ($538/night)
The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Feb 14–21, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,753 ($1,393/night)
Villa del Palmar Cabo San Lucas
Cabo San Lucas, Mexico- Feb 14–21, 2027 (7 nights)
- 2 bed/3 bath, sleeps 6
- $3,802 ($543/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 14–21, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,128 ($875/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 14–21, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,128 ($875/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 14–21, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,128 ($875/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 14–21, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,625 ($946/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 14–21, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $7,110 ($1,016/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,326 ($1,475/night)