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.
Marriott's Newport Coast Villas
Newport Coast, California- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,731 ($533/night)
Sheraton Vistana Villages
Orlando, Florida- Dec 19–24, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,110 ($222/night)
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,840 ($549/night)
The Point at Poipu
Koloa, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,222 ($603/night)
Grand Solmar Pacific Dunes Resort Golf & Spa
Cabo San Lucas, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,222 ($603/night)
Ocean Tower by Hilton Grand Vacations Club
Waikoloa Village, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $16,048 ($2,293/night)
Royal Haciendas
Playa del Carmen, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,069 ($438/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,410 ($1,201/night)
Grand Solmar Pacific Dunes Resort Golf & Spa
Cabo San Lucas, Mexico- Dec 19–26, 2026 (7 nights)
- 4 bed/5 bath, sleeps 12
- $15,285 ($2,184/night)
Hacienda del Mar Resort
Cabo San Lucas, Mexico- Dec 19, 2026 – Jan 2, 2027 (14 nights)
- 3 bed/3 bath, sleeps 12
- $9,562 ($683/night)
Maui Bay Villas by Hilton Grand Vacations
Kihei, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,687 ($670/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $3,230 ($461/night)
Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,214 ($602/night)
Westgate Smoky Mountain Resort & Water Park
Gatlinburg, Tennessee- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,233 ($890/night)
Marriott's Summit Watch
Park City, Utah- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,458 ($780/night)
The Royal Sands
Cancun, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,458 ($494/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,696 ($385/night)
Wyndham Kauai Coast Resort at the Beachboy
Kapaa, Hawaii- Dec 19–27, 2026 (8 nights)
- 2 bed/2 bath, sleeps 6
- $3,513 ($439/night)
The Charter Club of Marco Beach
Marco Island, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,352 ($622/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,513 ($502/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,701 ($957/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $9,181 ($1,312/night)
Royal Haciendas
Playa del Carmen, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,653 ($379/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $11,852 ($1,693/night)
Sunrise Lodge by Hilton Grand Vacations
Park City, Utah- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,565 ($652/night)
Westgate Smoky Mountain Resort & Water Park
Gatlinburg, Tennessee- Dec 19–26, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $3,704 ($529/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,380 ($1,483/night)
Morritt's Tortuga Club
East End, Grand Cayman, Cayman Islands- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,473 ($210/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $8,059 ($1,151/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 19–27, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,510 ($314/night)
Divi Little Bay Beach & Racquet Club
Little Bay Beach, Dutch side (Sint Maarten), Sint Maarten & Saint Martin- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,295 ($471/night)
Club Wyndham Smoky Mountains
Sevierville, Tennessee- Dec 19–22, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $648 ($216/night)
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,505 ($358/night)
Maui Bay Villas by Hilton Grand Vacations
Kihei, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
Ocean Tower by Hilton Grand Vacations Club
Waikoloa Village, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $11,470 ($1,639/night)
Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,186 ($455/night)
Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
Marriott's Cypress Harbour Villas
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,641 ($377/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 19–22, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $507 ($169/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,756 ($679/night)
Marriott's Grande Vista
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,230 ($461/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,619 ($374/night)
Grand Residences by Royal Resorts
Puerto Morelos, Mexico- Dec 19–26, 2026 (7 nights)
- 1 bed/1.5 bath, sleeps 5
- $3,840 ($549/night)
The Royal Sands
Cancun, Mexico- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,242 ($177/night)
Hyatt Vacation Club at The Welk
Escondido, California- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,505 ($358/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,564 ($938/night)
Hilton Vacation Club Cabo Azul Los Cabos
San Jose del Cabo, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,298 ($614/night)
Westgate Smoky Mountain Resort & Water Park
Gatlinburg, Tennessee- Dec 19–26, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $10,920 ($1,560/night)