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
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,001 ($1,000/night)
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Marriott's Desert Springs Villas
Palm Desert, California- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
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Marriott's Desert Springs Villas
Palm Desert, California- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,602 ($657/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–12, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,339 ($223/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,451 ($493/night)
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Westgate Park City Resort & Spa
Park City, Utah- Feb 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,532 ($362/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,072 ($1,296/night)
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Marriott's Summit Watch
Park City, Utah- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,474 ($782/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Feb 6–7, 2027 (1 night)
- Studio/1 bath, sleeps 4
- $415 ($415/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,053 ($865/night)
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Hyatt Residence Club Beaver Creek, Mountain Lodge
Beaver Creek, Colorado- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,320 ($903/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,546 ($1,078/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–9, 2027 (3 nights)
- 3 bed/2 bath, sleeps 10
- $901 ($300/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $10,516 ($1,502/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–9, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $499 ($166/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–18, 2027 (12 nights)
- 2 bed/2 bath, sleeps 8
- $3,060 ($255/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–9, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $739 ($246/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,584 ($798/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 6–11, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $4,712 ($942/night)
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Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Feb 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 6
- $3,076 ($439/night)
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Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($276/night)
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Voted Top Pick 2026
The Westin Kierland Villas
Scottsdale, Arizona- Feb 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,217 ($602/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $968 ($138/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,290 ($1,327/night)
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Hyatt Residence Club Beaver Creek, Mountain Lodge
Beaver Creek, Colorado- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,153 ($450/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $5,358 ($765/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Feb 6–13, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $6,510 ($930/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $8,200 ($1,171/night)
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Marriott's Summit Watch
Park City, Utah- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,474 ($782/night)
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The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Feb 6–13, 2027 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $9,830 ($1,404/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $14,522 ($2,075/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Voted Top Pick 2026
The Westin Kierland Villas
Scottsdale, Arizona- Feb 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,167 ($595/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,298 ($614/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,392 ($199/night)
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Voted Top Pick 2026
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Feb 6–13, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,494 ($642/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,513 ($502/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,655 ($1,094/night)
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Royal Cancun (Formerly Club Internacional de Cancun)
Cancun, Mexico- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
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Marriott's Summit Watch
Park City, Utah- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,023 ($718/night)
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The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Feb 6–13, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $8,200 ($1,171/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,347 ($907/night)
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The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,195 ($1,171/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,129 ($876/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,295 ($471/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–12, 2027 (6 nights)
- 3 bed/2 bath, sleeps 10
- $1,642 ($274/night)