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
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 14–21, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $932 ($133/night)
Verified & Protected
Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Jan 14–20, 2027 (6 nights)
- Studio/1 bath, sleeps 5
- $3,674 ($612/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,884 ($983/night)
Verified & Protected
Marriott's Summit Watch
Park City, Utah- Jan 14–18, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,641 ($660/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 14–21, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 14–22, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $3,238 ($405/night)
Verified & Protected
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Jan 14–18, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,968 ($742/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 14–21, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,673 ($239/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 14–20, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,207 ($201/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,673 ($239/night)
Verified & Protected
Club Wyndham Resort at Avon
Avon, Colorado- Jan 14–19, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($877/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 14–21, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)
Verified & Protected
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Jan 14–18, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,379 ($595/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($1,171/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,750 ($393/night)
Verified & Protected
Lawai Beach Resort
Koloa, Hawaii- Jan 14–28, 2027 (14 nights)
- 2 bed/2 bath, sleeps 6
- $6,434 ($460/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,510 ($930/night)
Verified & Protected
Club Wyndham Harbour Lights
San Diego, California- Jan 14–20, 2027 (6 nights)
- Studio/1 bath, sleeps 4
- $1,207 ($201/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 14–18, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,304 ($326/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 14–20, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $826 ($138/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,884 ($983/night)
Verified & Protected
Club Wyndham Clearwater Beach Resort
Clearwater, Florida- Jan 14–18, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,549 ($387/night)
Verified & Protected
Club Wyndham Resort at Avon
Avon, Colorado- Jan 14–18, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($688/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 14–18, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,077 ($269/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 14–18, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,304 ($326/night)
Verified & Protected
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Jan 14–18, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,358 ($589/night)
Verified & Protected
Villa del Palmar Flamingos
Nuevo Vallarta, Mexico- Jan 15–22, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,894 ($271/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Long Wharf
Newport, Rhode Island- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $839 ($120/night)
Verified & Protected
Westgate Park City Resort & Spa
Park City, Utah- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
Verified & Protected
WorldMark South Shore
Zephyr Cove, Nevada- Jan 15–18, 2027 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,275 ($425/night)
Verified & Protected
Marriott's Summit Watch
Park City, Utah- Jan 15–22, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,153 ($450/night)
Verified & Protected
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Jan 15–22, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,039 ($434/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kierland Villas
Scottsdale, Arizona- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
Verified & Protected
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Jan 15–18, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $586 ($195/night)
Verified & Protected
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Jan 15–18, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $439 ($146/night)
Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 15–22, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,931 ($704/night)
Verified & Protected
The Cliffs at Princeville
Princeville, Hawaii- Jan 15–22, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,987 ($284/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 15–23, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $2,004 ($251/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 15–23, 2027 (8 nights)
- 3 bed/2 bath, sleeps 10
- $2,436 ($305/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 15–23, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,004 ($251/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 15–23, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,343 ($168/night)
Verified & Protected
Grand Luxxe Spa Suites at Vidanta Riviera Maya
Playa del Carmen, Mexico- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,658 ($665/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 15–22, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,367 ($338/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Jan 15–22, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,471 ($210/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 15–22, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,970 ($424/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 15–22, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($331/night)