Winter Rentals
Verified & Protected
The Ritz-Carlton Club, Aspen Highlands
Aspen, Colorado- Dec 20–27, 2025 (7 nights)
- 3 bed/3 bath, sleeps 8
- $19,100 ($2,729/night)
Verified & Protected
Valdoro Mountain Lodge
Breckenridge, Colorado- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,859 ($408/night)
Verified & Protected
Marriott's Kauai Lagoons - Kalanipu'u
Lihue, Hawaii- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,290 ($470/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,586 ($370/night)
Verified & Protected
The Resort on Cocoa Beach
Cocoa Beach, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,330 ($190/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,987 ($284/night)
Verified & Protected
Grand Solmar Pacific Dunes Resort Golf & Spa
Cabo San Lucas, Mexico- Dec 20–27, 2025 (7 nights)
- 2 bed/3 bath, sleeps 8
- $3,077 ($440/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Dec 20–26, 2025 (6 nights)
- 1 bed/1 bath, sleeps 4
- $832 ($139/night)
Verified & Protected
Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,493 ($642/night)
Verified & Protected
Marriott's Shadow Ridge - The Villages
Palm Desert, California- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,324 ($189/night)
Verified & Protected
Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Dec 20–27, 2025 (7 nights)
- 1 bed/2 bath, sleeps 6
- $2,750 ($393/night)
Verified & Protected
Iron Blosam Lodge
Snowbird, Utah- Dec 20–27, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($276/night)
Verified & Protected
Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Dec 20–27, 2025 (7 nights)
- 2 bed/3 bath, sleeps 6
- $2,859 ($408/night)
Verified & Protected
Villa del Palmar Cabo San Lucas
Cabo San Lucas, Mexico- Dec 20–27, 2025 (7 nights)
- 3 bed/3 bath, sleeps 8
- $5,419 ($774/night)
Verified & Protected
Coral Reef Beach Resort
St. Pete Beach, Florida- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($237/night)
Verified & Protected
Villa del Palmar Flamingos
Nuevo Vallarta, Mexico- Dec 20–27, 2025 (7 nights)
- 2 bed/3 bath, sleeps 6
- $2,886 ($412/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Desert Springs Villas II
Palm Desert, California- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,096 ($299/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,150 ($307/night)
Verified & Protected
Voted Top Pick 2025
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,968 ($424/night)
Verified & Protected
Ocean 22 by Hilton Grand Vacations
Myrtle Beach, South Carolina- Dec 20–27, 2025 (7 nights)
- 3 bed/2 bath, sleeps 8
- $2,314 ($331/night)
Verified & Protected
Royal Haciendas
Playa del Carmen, Mexico- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,205 ($315/night)
Verified & Protected
Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,385 ($626/night)
Verified & Protected
Westgate Branson Woods Resort
Branson, Missouri- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,742 ($249/night)
Verified & Protected
The Westin St. John - Sunset Bay Villas
Cruz Bay, St. John (USVI)- Dec 20–27, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $1,660 ($237/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,769 ($253/night)
Verified & Protected
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($331/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($237/night)
Verified & Protected
Zoetry Casa del Mar Los Cabos
San Jose del Cabo, Mexico- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,347 ($907/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,165 ($166/night)
Verified & Protected
Sheraton Vistana Villages
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,550 ($221/night)
Verified & Protected
Villa del Arco Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 20–27, 2025 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,314 ($331/night)
Verified & Protected
Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,088 ($155/night)
Verified & Protected
Kona Coast Resort
Kailua-Kona, Hawaii- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,358 ($194/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,631 ($1,233/night)
Verified & Protected
Sheraton Desert Oasis
Scottsdale, Arizona- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($237/night)
Verified & Protected
Voted Top Pick 2025
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,478 ($354/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,088 ($155/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $955 ($136/night)
Verified & Protected
Voted Top Pick 2025
The Royal Sands
Cancun, Mexico- Dec 20–27, 2025 (7 nights)
- Studio/1 bath, sleeps 2
- $1,550 ($221/night)
Verified & Protected
French Ridge Condominiums
Breckenridge, Colorado- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($393/night)
Verified & Protected
Westgate Smoky Mountain Resort & Water Park
Gatlinburg, Tennessee- Dec 20–27, 2025 (7 nights)
- 4 bed/4 bath, sleeps 16
- $3,649 ($521/night)
Verified & Protected
Voted Top Pick 2025
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,295 ($471/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 20–27, 2025 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,840 ($549/night)
Verified & Protected
Hilton Club The Quin New York
New York City, New York- Dec 20–22, 2025 (2 nights)
- Studio/1 bath, sleeps 2
- $1,110 ($555/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
Verified & Protected
Villa del Palmar at the Islands of Loreto
Loreto, Mexico- Dec 20–27, 2025 (7 nights)
- 2 bed/3 bath, sleeps 6
- $4,603 ($658/night)
Verified & Protected
Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,742 ($249/night)