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
CHOOSE YOUR OWN DATES
Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 31 – Feb 6, 2027 (6 nights)
- 3 bed/2 bath, sleeps 8
- $1,708 ($285/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 31 – Feb 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,257 ($751/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jan 31 – Feb 7, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,603 ($658/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 31 – Feb 5, 2027 (5 nights)
- 3 bed/2 bath, sleeps 8
- $1,242 ($248/night)
Verified & Protected
Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Jan 31 – Feb 5, 2027 (5 nights)
- 1 bed/1 bath, sleeps 6
- $1,818 ($364/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Grand Desert
Las Vegas, Nevada- Feb 1–5, 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- Feb 1–8, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 1–5, 2027 (4 nights)
- 3 bed/3 bath, sleeps 10
- $3,840 ($960/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 1–15, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $12,777 ($913/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 1–8, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,153 ($308/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 1–8, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,673 ($239/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 1–6, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,528 ($306/night)
Verified & Protected
Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Feb 1–5, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,026 ($507/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,764 ($1,109/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 1–7, 2027 (6 nights)
- 3 bed/3 bath, sleeps 10
- $6,565 ($1,094/night)
Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Feb 1–8, 2027 (7 nights)
- 5 bed/6 bath, sleeps 10
- $15,285 ($2,184/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,039 ($291/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,707 ($1,530/night)
Verified & Protected
Novaispania Residences by Pueblo Bonito
Cabo San Lucas, Mexico- Feb 1–8, 2027 (7 nights)
- 4 bed/4.5 bath, sleeps 12
- $9,290 ($1,327/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 1–15, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $7,001 ($500/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 1–8, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,874 ($696/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 1–8, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,268 ($467/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,437 ($1,062/night)
Verified & Protected
Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Feb 1–6, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $3,431 ($686/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 1–8, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $5,475 ($782/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Grand Desert
Las Vegas, Nevada- Feb 1–5, 2027 (4 nights)
- 3 bed/2 bath, sleeps 8
- $995 ($249/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Grand Desert
Las Vegas, Nevada- Feb 1–5, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $535 ($134/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 1–8, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,568 ($510/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 1–8, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($440/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 1–6, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,396 ($279/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 1–6, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,396 ($279/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Grand Desert
Las Vegas, Nevada- Feb 1–5, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $471 ($118/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 1–8, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,020 ($860/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 1–6, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $759 ($152/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 1–6, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,141 ($228/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
Verified & Protected
Marriott's Waikoloa Ocean Club
Waikoloa Village, Hawaii- Feb 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,380 ($626/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 2–6, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,232 ($308/night)
Verified & Protected
Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 2–14, 2027 (12 nights)
- 1 bed/1 bath, sleeps 4
- $7,415 ($618/night)
Verified & Protected
Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Feb 2–6, 2027 (4 nights)
- 1 bed/2 bath, sleeps 6
- $2,205 ($551/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 2–6, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $940 ($235/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,128 ($875/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 2–6, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $626 ($157/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 2–6, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,150 ($287/night)
Verified & Protected
Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Feb 2–6, 2027 (4 nights)
- 1 bed/2 bath, sleeps 6
- $2,205 ($551/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 2–6, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,150 ($287/night)