Winter Rentals
Verified & Protected
Marriott's Summit Watch
Park City, Utah- Dec 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,474 ($782/night)
Verified & Protected
Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 21–28, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,034 ($719/night)
Verified & Protected
Voted Top Pick 2025
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- Dec 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,313 ($330/night)
Verified & Protected
Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 21–28, 2025 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,271 ($610/night)
Verified & Protected
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 21–28, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,384 ($626/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Dec 21–27, 2025 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($386/night)
Verified & Protected
Hilton Vacation Club Tahoe Seasons Lake Tahoe
South Lake Tahoe, California- Dec 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $555 ($79/night)
Verified & Protected
Voted Top Pick 2025
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 21–26, 2025 (5 nights)
- 1 bed/1 bath, sleeps 4
- $3,676 ($735/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 21–26, 2025 (5 nights)
- 1 bed/1 bath, sleeps 4
- $3,730 ($746/night)
Verified & Protected
Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 21–28, 2025 (7 nights)
- 1 bed/2 bath, sleeps 4
- $5,474 ($782/night)
Verified & Protected
The Westin St. John - Coral Vista Villas
Cruz Bay, St. John (USVI)- Dec 21–28, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $2,968 ($424/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 21–27, 2025 (6 nights)
- 1 bed/2 bath, sleeps 4
- $3,072 ($512/night)
Verified & Protected
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,166 ($595/night)
Verified & Protected
Voted Top Pick 2025
Marriott's MountainSide at Park City
Park City, Utah- Dec 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,474 ($782/night)
Verified & Protected
The Westin Resort & Spa, Cancun
Cancun, Mexico- Dec 22–27, 2025 (5 nights)
- Studio/1 bath, sleeps 4
- $2,422 ($484/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 22–26, 2025 (4 nights)
- 1 bed/1 bath, sleeps 4
- $3,839 ($960/night)
Verified & Protected
Grand Lodge on Peak 7
Breckenridge, Colorado- Dec 23–28, 2025 (5 nights)
- 4 bed/4 bath, sleeps 16
- $4,385 ($877/night)
Verified & Protected
Voted Top Pick 2025
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- Dec 23–28, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,377 ($675/night)
Verified & Protected
Voted Top Pick 2025
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- Dec 23–28, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,095 ($419/night)
Verified & Protected
Sheraton Kauai Resort Villas
Koloa, Hawaii- Dec 23–26, 2025 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,660 ($553/night)
Verified & Protected
The Westin St. John - Coral Vista Villas
Cruz Bay, St. John (USVI)- Dec 23–31, 2025 (8 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($684/night)
Verified & Protected
The Westin St. John - Sunset Bay Villas
Cruz Bay, St. John (USVI)- Dec 23–28, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($768/night)
Verified & Protected
The Westin St. John - Coral Vista Villas
Cruz Bay, St. John (USVI)- Dec 23–30, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,794 ($685/night)
Verified & Protected
Voted Top Pick 2025
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- Dec 24, 2025 – Jan 1, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,422 ($303/night)
Verified & Protected
The Westin St. John - Coral Vista Villas
Cruz Bay, St. John (USVI)- Dec 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,794 ($685/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 24–26, 2025 (2 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($1,102/night)
Verified & Protected
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 24–29, 2025 (5 nights)
- 1 bed/1 bath, sleeps 4
- $3,458 ($692/night)
Verified & Protected
Voted Top Pick 2025
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- Dec 25, 2025 – Jan 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,276 ($611/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 25–26, 2025 (1 night)
- 1 bed/1 bath, sleeps 4
- $205 ($205/night)
Verified & Protected
Voted Top Pick 2025
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 26, 2025 – Jan 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,995 ($1,428/night)
Verified & Protected
Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 26, 2025 – Jan 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,995 ($714/night)
Verified & Protected
Club Wyndham Park City
Park City, Utah- Dec 26, 2025 – Jan 1, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $2,450 ($408/night)
Verified & Protected
The Westin Riverfront Mountain Villas
Avon, Colorado- Dec 26, 2025 – Jan 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
Verified & Protected
The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Dec 26, 2025 – Jan 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,497 ($1,071/night)
Verified & Protected
Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Dec 27–31, 2025 (4 nights)
- Studio/1 bath, sleeps 4
- $4,385 ($1,096/night)
Verified & Protected
WorldMark Steamboat Springs Resort
Steamboat Springs, Colorado- Dec 27, 2025 – Jan 2, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $3,995 ($666/night)
Verified & Protected
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 27, 2025 – Jan 3, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,586 ($370/night)
Verified & Protected
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 27, 2025 – Jan 3, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,835 ($548/night)
Verified & Protected
Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Dec 27, 2025 – Jan 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,500 ($1,071/night)
Verified & Protected
Club Wyndham Resort at Avon
Avon, Colorado- Dec 27, 2025 – Jan 3, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,341 ($334/night)
Verified & Protected
Voted Top Pick 2025
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 27, 2025 – Jan 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,995 ($1,285/night)
Verified & Protected
Club Wyndham Resort at Avon
Avon, Colorado- Dec 27, 2025 – Jan 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
Verified & Protected
Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 27, 2025 – Jan 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,995 ($714/night)
Verified & Protected
Maui Bay Villas by Hilton Grand Vacations
Kihei, Hawaii- Dec 27, 2025 – Jan 3, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $14,995 ($2,142/night)
Verified & Protected
Wyndham Vacation Resorts Steamboat Springs
Steamboat Springs, Colorado- Dec 27, 2025 – Jan 2, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $4,497 ($750/night)
Verified & Protected
Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Dec 27, 2025 – Jan 3, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,995 ($571/night)
Verified & Protected
Club Wyndham Resort at Avon
Avon, Colorado- Dec 27, 2025 – Jan 3, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $8,745 ($1,249/night)
Verified & Protected
Marriott's Cypress Harbour Villas
Orlando, Florida- Dec 27, 2025 – Jan 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($237/night)