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 StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Jan 1–8, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $2,750 ($393/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jan 1–6, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $5,284 ($1,057/night)
Marriott's St. Kitts Beach Club
Frigate Bay, St. Kitts- Jan 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,892 ($985/night)
Marriott's St. Kitts Beach Club
Frigate Bay, St. Kitts- Jan 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
Eagle's Nest Beach Resort
Marco Island, Florida- Jan 1–8, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,696 ($385/night)
Eagle's Nest Beach Resort
Marco Island, Florida- Jan 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $9,181 ($1,312/night)
Eagle's Nest Beach Resort
Marco Island, Florida- Jan 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,626 ($518/night)
Eagle's Nest Beach Resort
Marco Island, Florida- Jan 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,848 ($407/night)
The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Jan 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,830 ($1,404/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jan 1–8, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,603 ($515/night)
Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Jan 1–8, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $4,603 ($658/night)
The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Jan 1–8, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,181 ($1,312/night)
The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Jan 1–8, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $4,031 ($576/night)
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 1–8, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,665 ($238/night)
Westgate Las Vegas Resort & Casino
Las Vegas, Nevada- Jan 1–8, 2027 (7 nights)
- 4 bed/6 bath, sleeps 12
- $19,100 ($2,729/night)
Marriott's Crystal Shores
Marco Island, Florida- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,595 ($656/night)
Marriott's Crystal Shores
Marco Island, Florida- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,347 ($907/night)
Villa La Estancia Cabo San Lucas
Cabo San Lucas, Mexico- Jan 2–9, 2027 (7 nights)
- 3 bed/4 bath, sleeps 8
- $8,745 ($1,249/night)
Marriott's Crystal Shores
Marco Island, Florida- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,557 ($794/night)
Marriott's Crystal Shores
Marco Island, Florida- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
Buganvilias Resort Vacation Club
Puerto Vallarta, Mexico- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
Marriott's Crystal Shores
Marco Island, Florida- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,167 ($881/night)
Dawn Beach Club
St. Maarten, Dutch side (Sint Maarten), Sint Maarten & Saint Martin- Jan 2–9, 2027 (7 nights)
- 3 bed/2 bath, sleeps 8
- $4,385 ($626/night)
Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Jan 2–9, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,460 ($209/night)
Buganvilias Resort Vacation Club
Puerto Vallarta, Mexico- Jan 2–9, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($331/night)
Hilton Vacation Club Flamingo Beach St. Maarten
Simpson Bay, Dutch side (Sint Maarten), Sint Maarten & Saint Martin- Jan 2–9, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,696 ($385/night)
Villa del Palmar Vallarta
Puerto Vallarta, Mexico- Jan 2–9, 2027 (7 nights)
- 2 bed/3 bath, sleeps 6
- $3,458 ($494/night)
Marriott's Crystal Shores
Marco Island, Florida- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,527 ($647/night)
Playa Grande Resort & Grand Spa
Cabo San Lucas, Mexico- Jan 2–9, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,818 ($260/night)
The Cliffs at Princeville
Princeville, Hawaii- Jan 2–9, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $3,295 ($471/night)
Club Wyndham Sea Gardens
Pompano Beach, Florida- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,554 ($365/night)
Club Wyndham Santa Barbara
Pompano Beach, Florida- Jan 2–9, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $1,358 ($194/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,274 ($1,039/night)
Marriott's Crystal Shores
Marco Island, Florida- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,510 ($930/night)
Divi Village Golf and Beach Resort
Oranjestad, Aruba- Jan 2–9, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,565 ($652/night)
Divi Village Golf and Beach Resort
Oranjestad, Aruba- Jan 2–9, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,505 ($358/night)
Grand Luxxe Spa Suites at Vidanta Nuevo Vallarta
Nuevo Vallarta, Mexico- Jan 2–9, 2027 (7 nights)
- 3 bed/3 bath, sleeps 8
- $8,723 ($1,246/night)
Grand Luxxe at Vidanta Riviera Maya
Playa del Carmen, Mexico- Jan 2–9, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $3,794 ($542/night)
Marriott's Summit Watch
Park City, Utah- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,771 ($682/night)
Marriott's Summit Watch
Park City, Utah- Jan 2–7, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,944 ($789/night)
Marriott's Summit Watch
Park City, Utah- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,832 ($547/night)
Marriott's Summit Watch
Park City, Utah- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Marriott's Summit Watch
Park City, Utah- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,794 ($685/night)
Marriott's Summit Watch
Park City, Utah- Jan 2–7, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,619 ($524/night)
Ocean Tower by Hilton Grand Vacations Club
Waikoloa Village, Hawaii- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,707 ($1,530/night)
The Westin St. John - Sunset Bay Villas
Cruz Bay, St. John (USVI)- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,175 ($739/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,616 ($231/night)
Grand Luxxe at Vidanta Nuevo Vallarta
Nuevo Vallarta, Mexico- Jan 2–9, 2027 (7 nights)
- 1 bed/1.5 bath, sleeps 4
- $4,412 ($630/night)