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.
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 28 – Mar 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,291 ($470/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,801 ($829/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Feb 28 – Mar 7, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,661 ($523/night)
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Palm Beach Shores Resort and Vacation Villas
Palm Beach Shores, Florida- Feb 28 – Mar 5, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,742 ($348/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,396 ($914/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 28 – Mar 5, 2027 (5 nights)
- 3 bed/3 bath, sleeps 10
- $6,565 ($1,313/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 28 – Mar 5, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,198 ($240/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Feb 28 – Mar 4, 2027 (4 nights)
- 2 bed/3 bath, sleeps 8
- $2,641 ($660/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 28 – Mar 5, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,594 ($319/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Feb 28 – Mar 4, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $852 ($213/night)
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Marriott's Desert Springs Villas
Palm Desert, California- Feb 28 – Mar 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,750 ($393/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Feb 28 – Mar 6, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $946 ($158/night)
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Marriott's Shadow Ridge - The Villages
Palm Desert, California- Feb 28 – Mar 7, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,550 ($221/night)
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Marriott's Desert Springs Villas
Palm Desert, California- Feb 28 – Mar 7, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,238 ($320/night)
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Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Feb 28 – Mar 5, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $942 ($188/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,493 ($642/night)
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Marriott's Shadow Ridge - The Villages
Palm Desert, California- Feb 28 – Mar 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
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Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Feb 28 – Mar 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,696 ($385/night)
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Marriott's Grand Chateau
Las Vegas, Nevada- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Feb 28 – Mar 6, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,431 ($239/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Feb 28 – Mar 7, 2027 (7 nights)
- 3 bed/3 bath, sleeps 8
- $7,650 ($1,093/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 28 – Mar 5, 2027 (5 nights)
- 3 bed/3 bath, sleeps 10
- $6,292 ($1,258/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Feb 28 – Mar 5, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,076 ($215/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 28 – Mar 4, 2027 (4 nights)
- 4 bed/4 bath, sleeps 12
- $5,911 ($1,478/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 28 – Mar 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,471 ($210/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,978 ($283/night)
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Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Feb 28 – Mar 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,238 ($891/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Feb 28 – Mar 5, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,076 ($215/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($1,171/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Feb 28 – Mar 5, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($463/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,320 ($903/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,327 ($1,047/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Feb 28 – Mar 5, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $6,674 ($1,335/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,199 ($1,171/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 28 – Mar 7, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $6,238 ($891/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 28 – Mar 7, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,930 ($704/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Feb 28 – Mar 5, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $4,058 ($812/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 28 – Mar 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,153 ($450/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 28 – Mar 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $7,110 ($1,016/night)
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Grand Lodge on Peak 7
Breckenridge, Colorado- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $11,852 ($1,693/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,666 ($952/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 28 – Mar 7, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,505 ($358/night)
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Marriott's St. Kitts Beach Club
Frigate Bay, St. Kitts- Feb 28 – Mar 6, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $2,968 ($495/night)
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Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,711 ($673/night)
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Marriott's Summit Watch
Park City, Utah- Feb 28 – Mar 5, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $4,112 ($822/night)