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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 11–16, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($117/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 11–19, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,039 ($130/night)
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Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Dec 11–18, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,345 ($335/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 11–16, 2026 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,180 ($236/night)
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Voted Top Pick 2026
Marriott's Desert Springs Villas II
Palm Desert, California- Dec 11–14, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $738 ($246/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,456 ($922/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 11–15, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $648 ($162/night)
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Club Wyndham Austin
Austin, Texas- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,641 ($377/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 11–16, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,096 ($419/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 11–14, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $439 ($146/night)
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Voted Top Pick 2026
The Westin Kierland Villas
Scottsdale, Arizona- Dec 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,186 ($455/night)
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Club Wyndham Austin
Austin, Texas- Dec 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,978 ($283/night)
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Boulder Ridge Villas at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Dec 11–17, 2026 (6 nights)
- Studio/1 bath, sleeps 5
- $5,473 ($912/night)
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Club Wyndham Austin
Austin, Texas- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,513 ($502/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 11–18, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,550 ($221/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,001 ($429/night)
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Club Wyndham Park City
Park City, Utah- Dec 11–14, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($662/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,595 ($656/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–16, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $679 ($136/night)
DiamondHead Beach Resort
Fort Myers Beach, Florida- Dec 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,768 ($253/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,892 ($985/night)
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Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–16, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,312 ($262/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,222 ($603/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 11–16, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $4,521 ($904/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,600 ($1,086/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 11–18, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $1,550 ($221/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 11–14, 2026 (3 nights)
- 3 bed/2 bath, sleeps 10
- $808 ($269/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,058 ($1,151/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,456 ($922/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,711 ($673/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $995 ($142/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,402 ($914/night)
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Costa Linda Beach Resort
Oranjestad, Aruba- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,200 ($1,171/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 11–18, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,750 ($393/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Dec 11–16, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,205 ($441/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,731 ($533/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 11–18, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,458 ($494/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,621 ($517/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,494 ($642/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,649 ($521/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($821/night)
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Marriott's Lakeshore Reserve
Orlando, Florida- Dec 11–17, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($404/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)