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 StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Dec 1–6, 2026 (5 nights)
- 2 bed/3 bath, sleeps 10
- $5,470 ($1,094/night)
The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 1–6, 2026 (5 nights)
- 4 bed/4 bath, sleeps 10
- $6,838 ($1,368/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 1–8, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $6,816 ($974/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,039 ($434/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 1–6, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $568 ($114/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 1–6, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,312 ($262/night)
West 57th Street by Hilton Club
New York City, New York- Dec 1–5, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $1,440 ($360/night)
Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Dec 1–6, 2026 (5 nights)
- 2 bed/3 bath, sleeps 10
- $2,527 ($505/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 1–6, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $817 ($163/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 1–13, 2026 (12 nights)
- 2 bed/2 bath, sleeps 8
- $2,680 ($223/night)
The Westin Riverfront Mountain Villas
Avon, Colorado- Dec 1–8, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,696 ($385/night)
Club Wyndham South Shore
Zephyr Cove, Nevada- Dec 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,932 ($276/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 1–6, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,141 ($228/night)
The Westin Riverfront Mountain Villas
Avon, Colorado- Dec 1–8, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,214 ($602/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 1–8, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $10,597 ($1,514/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 1–7, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,488 ($248/night)
Windjammer Landing Villa Beach Resort
Castries, St. Lucia- Dec 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,595 ($656/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 1–6, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,423 ($485/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Sheraton PGA Vacation Resort
Port St. Lucie, Florida- Dec 1–13, 2026 (12 nights)
- 2 bed/2 bath, sleeps 6
- $5,257 ($438/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 1–6, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $3,121 ($624/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 1–5, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $499 ($125/night)
Marriott Vacation Club, Waikiki
Honolulu, Hawaii- Dec 1–8, 2026 (7 nights)
- 1 bed/1 bath, sleeps 6
- $1,742 ($249/night)
Club Wyndham Nashville
Nashville, Tennessee- Dec 1–4, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $343 ($114/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 1–7, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,299 ($217/night)
WorldMark Marina Dunes
Marina, California- Dec 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,505 ($358/night)
Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Dec 1–5, 2026 (4 nights)
- 1 bed/1 bath, sleeps 5
- $7,010 ($1,752/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 1–8, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,911 ($844/night)
Hilton Vacation Club Cabo Azul Los Cabos
San Jose del Cabo, Mexico- Dec 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 1–7, 2026 (6 nights)
- 3 bed/3 bath, sleeps 10
- $7,862 ($1,310/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 1–7, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $639 ($107/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 1–8, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $710 ($101/night)
Club Wyndham Avenue Plaza
New Orleans, Louisiana- Dec 1–4, 2026 (3 nights)
- Studio/1 bath, sleeps 2
- $367 ($122/night)
WorldMark South Shore
Zephyr Cove, Nevada- Dec 1–6, 2026 (5 nights)
- 3 bed/2 bath, sleeps 8
- $1,660 ($332/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 1–16, 2026 (15 nights)
- 3 bed/3 bath, sleeps 10
- $6,974 ($465/night)
The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 1–6, 2026 (5 nights)
- 2 bed/2.5 bath, sleeps 6
- $4,112 ($822/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 1–6, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,273 ($255/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,458 ($208/night)
Paradise Village Beach Resort & Spa
Nuevo Vallarta, Mexico- Dec 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,161 ($309/night)
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 1–5, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $427 ($107/night)
Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 1–13, 2026 (12 nights)
- 1 bed/1 bath, sleeps 4
- $1,930 ($161/night)
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 1–5, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $626 ($157/night)
Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 1–6, 2026 (5 nights)
- Studio/1 bath, sleeps 2
- $3,290 ($658/night)
Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 1–6, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $4,380 ($876/night)
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 1–8, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $3,230 ($461/night)
Club Wyndham Avenue Plaza
New Orleans, Louisiana- Dec 1–4, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $415 ($138/night)
The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 1–5, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($1,096/night)