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 #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,800 ($1,114/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Jan 31 – Feb 6, 2027 (6 nights)
- Studio/1 bath, sleeps 4
- $2,796 ($466/night)
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Copper Creek Villas & Cabins at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Jan 31 – Feb 5, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,830 ($566/night)
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Grand Colorado on Peak 8
Breckenridge, Colorado- Jan 31 – Feb 7, 2027 (7 nights)
- 1 bed/1.5 bath, sleeps 4
- $4,382 ($626/night)
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Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Jan 31 – Feb 6, 2027 (6 nights)
- 1 bed/1 bath, sleeps 6
- $1,769 ($295/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jan 31 – Feb 7, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,603 ($658/night)
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The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Jan 31 – Feb 3, 2027 (3 nights)
- Studio/1 bath, sleeps 5
- $1,642 ($547/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 31 – Feb 7, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $17,465 ($2,495/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 31 – Feb 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 31 – Feb 5, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,242 ($248/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jan 31 – Feb 7, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,186 ($455/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Jan 31 – Feb 1, 2027 (1 night)
- Studio/1 bath, sleeps 2
- $379 ($379/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 1–8, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,568 ($510/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,701 ($957/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 1–7, 2027 (6 nights)
- 3 bed/3 bath, sleeps 10
- $6,565 ($1,094/night)
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Emerald Estates by Pueblo Bonito
Mazatlan, Mexico- Feb 1–15, 2027 (14 nights)
- 3 bed/3.5 bath, sleeps 10
- $6,020 ($430/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,673 ($239/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 1–8, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 1–8, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)
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Club Wyndham Park City
Park City, Utah- Feb 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,412 ($630/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Feb 1–11, 2027 (10 nights)
- 2 bed/2 bath, sleeps 8
- $5,584 ($558/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 1–7, 2027 (6 nights)
- 2 bed/2 bath, sleeps 6
- $5,257 ($876/night)
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Novaispania Residences by Pueblo Bonito
Cabo San Lucas, Mexico- Feb 1–8, 2027 (7 nights)
- 4 bed/5 bath, sleeps 12
- $9,290 ($1,327/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Feb 1–5, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,026 ($507/night)
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Marriott's Lakeshore Reserve
Orlando, Florida- Feb 1–7, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($531/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,753 ($1,393/night)
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Marriott's Summit Watch
Park City, Utah- Feb 1–7, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $5,094 ($849/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 1–15, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $20,407 ($1,458/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 1–5, 2027 (4 nights)
- 3 bed/3 bath, sleeps 10
- $3,294 ($823/night)
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Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Feb 1–7, 2027 (6 nights)
- 1 bed/2 bath, sleeps 6
- $2,314 ($386/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 1–8, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,458 ($494/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 1–8, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $4,385 ($626/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,753 ($1,393/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 1–8, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,085 ($298/night)
Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Feb 1–8, 2027 (7 nights)
- 5 bed/6 bath, sleeps 10
- $10,925 ($1,561/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,494 ($642/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 1–8, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,535 ($505/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,437 ($1,062/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 1–8, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,366 ($767/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 1–8, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($440/night)
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Hacienda del Mar Resort
Cabo San Lucas, Mexico- Feb 1–8, 2027 (7 nights)
- 1 bed/1 bath, sleeps 6
- $1,330 ($190/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 1–6, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $8,195 ($1,639/night)
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Novaispania Residences by Pueblo Bonito
Cabo San Lucas, Mexico- Feb 1–8, 2027 (7 nights)
- 4 bed/4.5 bath, sleeps 12
- $8,636 ($1,234/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 2–6, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,232 ($558/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 2–14, 2027 (12 nights)
- 1 bed/1 bath, sleeps 4
- $7,284 ($607/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,128 ($875/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 2–9, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)