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- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $14,086 ($2,012/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,186 ($455/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 14–21, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,128 ($875/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,513 ($502/night)
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Westgate Park City Resort & Spa
Park City, Utah- Feb 14–21, 2027 (7 nights)
- 4 bed/4 bath, sleeps 14
- $12,015 ($1,716/night)
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Westgate Park City Resort & Spa
Park City, Utah- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,696 ($385/night)
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The Ridge at Playa Grande
Cabo San Lucas, Mexico- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,878 ($268/night)
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Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Feb 14–19, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,022 ($604/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 14–21, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,066 ($152/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,816 ($1,545/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,745 ($1,249/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,497 ($214/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,004 ($286/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,346 ($907/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,451 ($493/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,782 ($969/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $11,470 ($1,639/night)
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Boulder Ridge Villas at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Feb 14–19, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $3,129 ($626/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Feb 14–16, 2027 (2 nights)
- Studio/1 bath, sleeps 4
- $1,244 ($622/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
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Westgate Park City Resort & Spa
Park City, Utah- Feb 14–21, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Feb 14–19, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($441/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,513 ($502/night)
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Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Feb 14–19, 2027 (5 nights)
- 1 bed/2 bath, sleeps 6
- $2,014 ($403/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $3,512 ($502/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,816 ($1,545/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,069 ($438/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $12,015 ($1,716/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,892 ($985/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,944 ($1,421/night)
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Marriott's Shadow Ridge II - The Enclaves
Palm Desert, California- Feb 14–19, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($441/night)
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Westgate Park City Resort & Spa
Park City, Utah- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,564 ($938/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–28, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,932 ($281/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,741 ($534/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–28, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $2,920 ($209/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–28, 2027 (14 nights)
- 3 bed/2 bath, sleeps 10
- $5,397 ($385/night)
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Grand Lodge on Peak 7
Breckenridge, Colorado- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,510 ($930/night)
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Grand Timber Lodge
Breckenridge, Colorado- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,428 ($347/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 14–21, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,832 ($547/night)
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Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,423 ($346/night)
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Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 14–18, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,550 ($388/night)
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,946 ($707/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,750 ($393/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,672 ($1,382/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–21, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,711 ($387/night)