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
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Jan 10–17, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,404 ($486/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 10–16, 2027 (6 nights)
- Studio/1 bath, sleeps 4
- $2,569 ($428/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 10–15, 2027 (5 nights)
- 3 bed/3 bath, sleeps 10
- $7,107 ($1,421/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 10–17, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,456 ($922/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 10–16, 2027 (6 nights)
- 2 bed/2 bath, sleeps 6
- $4,596 ($766/night)
Verified & Protected
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Jan 10–15, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($768/night)
Verified & Protected
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Jan 10–23, 2027 (13 nights)
- 2 bed/2 bath, sleeps 8
- $2,000 ($154/night)
Verified & Protected
Palm Beach Shores Resort and Vacation Villas
Palm Beach Shores, Florida- Jan 10–17, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,734 ($248/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–18, 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- Jan 11–14, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $603 ($201/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,475 ($782/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,474 ($782/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,129 ($876/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 11–18, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,914 ($416/night)
Verified & Protected
The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Jan 11–15, 2027 (4 nights)
- Studio/1 bath, sleeps 5
- $2,118 ($529/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 11–15, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $804 ($201/night)
Verified & Protected
Hacienda del Mar Resort
Cabo San Lucas, Mexico- Jan 11–18, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $3,295 ($471/night)
Verified & Protected
The Ritz-Carlton Club, Vail
Vail, Colorado- Jan 11–15, 2027 (4 nights)
- 3 bed/3.5 bath, sleeps 8
- $8,745 ($2,186/night)
Verified & Protected
Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Jan 11–16, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,375 ($475/night)
Verified & Protected
Club Wyndham Bali Hai Villas
Princeville, Hawaii- Jan 11–15, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,594 ($398/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $10,924 ($1,561/night)
Verified & Protected
Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Jan 11–18, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $1,627 ($232/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Desert Springs Villas II
Palm Desert, California- Jan 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $11,470 ($1,639/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 11–16, 2027 (5 nights)
- 3 bed/3 bath, sleeps 10
- $4,385 ($877/night)
Verified & Protected
Club Wyndham Bali Hai Villas
Princeville, Hawaii- Jan 11–14, 2027 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,039 ($346/night)
Verified & Protected
Club Wyndham Bali Hai Villas
Princeville, Hawaii- Jan 11–14, 2027 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,198 ($399/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 11–21, 2027 (10 nights)
- 2 bed/2 bath, sleeps 8
- $2,265 ($226/night)
Verified & Protected
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Jan 11–18, 2027 (7 nights)
- 3 bed/2.5 bath, sleeps 8
- $9,780 ($1,397/night)
Verified & Protected
Marriott's Summit Watch
Park City, Utah- Jan 11–16, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $3,726 ($745/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham South Shore
Zephyr Cove, Nevada- Jan 11–14, 2027 (3 nights)
- 2 bed/2 bath, sleeps 6
- $746 ($249/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,944 ($1,421/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 11–14, 2027 (3 nights)
- 3 bed/2 bath, sleeps 10
- $746 ($249/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 11–21, 2027 (10 nights)
- 1 bed/1 bath, sleeps 4
- $2,265 ($226/night)
Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 11–18, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $4,794 ($685/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 11–18, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 11–21, 2027 (10 nights)
- 3 bed/2 bath, sleeps 10
- $2,772 ($277/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–15, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,772 ($693/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 11–21, 2027 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,515 ($151/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 11–14, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $603 ($201/night)
Verified & Protected
Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Jan 11–16, 2027 (5 nights)
- Studio/1 bath, sleeps 2
- $2,458 ($492/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,930 ($704/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–18, 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- Jan 11–14, 2027 (3 nights)
- 2 bed/2 bath, sleeps 6
- $746 ($249/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Long Wharf
Newport, Rhode Island- Jan 11–14, 2027 (3 nights)
- 2 bed/2 bath, sleeps 6
- $307 ($102/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,109 ($1,016/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–15, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $1,987 ($497/night)