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.
Hyatt Sunset Harbor Resort
Key West, Florida- Dec 6–10, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $1,330 ($332/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,554 ($651/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Dec 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $944 ($189/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,384 ($626/night)
Verified & Protected
Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Dec 6–11, 2026 (5 nights)
- 1 bed/2 bath, sleeps 6
- $1,439 ($288/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $4,112 ($588/night)
Verified & Protected
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 6–13, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $7,219 ($1,031/night)
Verified & Protected
Disney's Old Key West Resort
Lake Buena Vista, Florida- Dec 6–9, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $1,363 ($454/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Dec 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $944 ($189/night)
Verified & Protected
Grand Timber Lodge
Breckenridge, Colorado- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,150 ($307/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,620 ($946/night)
Verified & Protected
Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 6–11, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,725 ($345/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,649 ($521/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,531 ($506/night)
Verified & Protected
Disney's Old Key West Resort
Lake Buena Vista, Florida- Dec 7–13, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $2,390 ($398/night)
Verified & Protected
Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Dec 7–14, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,110 ($159/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 7–14, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,423 ($346/night)
Verified & Protected
Marriott's Grand Chateau
Las Vegas, Nevada- Dec 7–11, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,096 ($524/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,674 ($668/night)
Verified & Protected
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 7–12, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($659/night)
Verified & Protected
Disney's Beach Club Villas
Lake Buena Vista, Florida- Dec 7–14, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $4,498 ($643/night)
Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,284 ($469/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 7–12, 2026 (5 nights)
- 3 bed/3 bath, sleeps 10
- $2,750 ($550/night)
Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Dec 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 6
- $1,938 ($277/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 7–14, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $5,039 ($720/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,938 ($848/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,282 ($897/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,820 ($689/night)
Verified & Protected
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 7–14, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $3,295 ($471/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 8–13, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,180 ($236/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 8–13, 2026 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,180 ($236/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 8–13, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($117/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 8–15, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,402 ($914/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 8–11, 2026 (3 nights)
- 3 bed/2 bath, sleeps 10
- $559 ($186/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 8–11, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $367 ($122/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 8–11, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $559 ($186/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 8–11, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $271 ($90/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 8–15, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,402 ($914/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 8–15, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,402 ($914/night)
Verified & Protected
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 8–15, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $3,458 ($494/night)
Verified & Protected
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 8–15, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $3,458 ($494/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 9–13, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $995 ($249/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 9–13, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $995 ($249/night)
Verified & Protected
Marriott's Grand Chateau
Las Vegas, Nevada- Dec 9–13, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $3,022 ($756/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 9–20, 2026 (11 nights)
- 2 bed/2 bath, sleeps 8
- $10,816 ($983/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 9–13, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($128/night)
Verified & Protected
Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 9–16, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $9,246 ($1,321/night)
Verified & Protected
The Manhattan Club
New York City, New York- Dec 9–12, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $1,824 ($608/night)