Winter Rentals | RedWeek

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Marriott's Canyon Villas at Desert Ridge

Phoenix, Arizona

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,742 ($249/night)

Verified & Protected Voted Top Pick 2025

Harborside Resort at Atlantis

Paradise Island, Bahamas

Dec 20–27, 2025 (7 nights)
1 bed/1 bath, sleeps 4
$4,057 ($580/night)

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Sheraton Steamboat Resort Villas

Steamboat Springs, Colorado

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 6
$4,603 ($658/night)

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Holiday Inn Club Vacations Cape Canaveral Beach Resort

Cape Canaveral, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,878 ($268/night)

Verified & Protected Voted Top Pick 2025

Marriott's MountainSide at Park City

Park City, Utah

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$4,275 ($611/night)

Verified & Protected Voted Top Pick 2025

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii

Dec 20–27, 2025 (7 nights)
1 bed/2 bath, sleeps 4
$3,840 ($549/night)

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Mayan Palace at Vidanta Riviera Maya

Playa del Carmen, Mexico

Dec 20–27, 2025 (7 nights)
1 bed/1 bath, sleeps 4
$2,314 ($331/night)

Verified & Protected Voted Top Pick 2025

Harborside Resort at Atlantis

Paradise Island, Bahamas

Dec 20–27, 2025 (7 nights)
1 bed/1 bath, sleeps 4
$3,294 ($471/night)

Verified & Protected AAA 5-Diamond Award

Grand Luxxe at Vidanta Nuevo Vallarta

Nuevo Vallarta, Mexico

Dec 20–27, 2025 (7 nights)
2 bed/2.5 bath, sleeps 6
$7,001 ($1,000/night)

Verified & Protected Voted Top Pick 2025

Marriott's Crystal Shores

Marco Island, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$4,494 ($642/night)

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Westgate Vacation Villas

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
1 bed/1 bath, sleeps 4
$1,166 ($167/night)

Verified & Protected Voted Top Pick 2025

Lagoon Tower by Hilton Grand Vacations

Honolulu, Hawaii

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 6
$6,565 ($938/night)

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Villa del Palmar Cabo San Lucas

Cabo San Lucas, Mexico

Dec 20–27, 2025 (7 nights)
2 bed/3 bath, sleeps 6
$2,863 ($409/night)

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Camaron Cove Resort

Indian Rocks Beach, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 6
$2,205 ($315/night)

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The Estates at Vidanta Nuevo Vallarta

Nuevo Vallarta, Mexico

Dec 20–27, 2025 (7 nights)
4 bed/4.5 bath, sleeps 12
$13,650 ($1,950/night)

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Grand Solmar Land's End Resort

Cabo San Lucas, Mexico

Dec 20–27, 2025 (7 nights)
2 bed/3 bath, sleeps 6
$3,840 ($549/night)

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Maui Bay Villas by Hilton Grand Vacations

Kihei, Hawaii

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 6
$3,513 ($502/night)

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Sheraton Desert Oasis

Scottsdale, Arizona

Dec 20–27, 2025 (7 nights)
1 bed/1 bath, sleeps 4
$2,728 ($390/night)

Verified & Protected Voted Top Pick 2025

Marriott's MountainSide at Park City

Park City, Utah

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$3,186 ($455/night)

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Royal Haciendas

Playa del Carmen, Mexico

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 6
$2,314 ($331/night)

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Valdoro Mountain Lodge

Breckenridge, Colorado

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 6
$2,886 ($412/night)

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Casa del Mar Beach Resort

Oranjestad, Aruba

Dec 20, 2025 – Jan 3, 2026 (14 nights)
1 bed/1 bath, sleeps 4
$4,222 ($302/night)

The Galleon Resort

Key West, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 6
$4,112 ($588/night)

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Park Royal Homestay Los Tules Puerto Vallarta

Puerto Vallarta, Mexico

Dec 20–27, 2025 (7 nights)
1 bed/2 bath, sleeps 5
$855 ($122/night)

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Sheraton Desert Oasis

Scottsdale, Arizona

Dec 20–27, 2025 (7 nights)
1 bed/1 bath, sleeps 4
$1,110 ($159/night)

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Marriott's Villas at Doral

Miami, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$2,314 ($331/night)

Verified & Protected Voted Top Pick 2025

Marriott's MountainSide at Park City

Park City, Utah

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$6,565 ($938/night)

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Villa del Palmar Cabo San Lucas

Cabo San Lucas, Mexico

Dec 20–27, 2025 (7 nights)
1 bed/2 bath, sleeps 4
$1,330 ($190/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 6
$944 ($135/night)

Verified & Protected Voted Top Pick 2025

Harborside Resort at Atlantis

Paradise Island, Bahamas

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$4,384 ($626/night)

Verified & Protected Voted Top Pick 2025

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$5,829 ($833/night)

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Westgate Park City Resort & Spa

Park City, Utah

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$3,077 ($440/night)

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Marriott's Summit Watch

Park City, Utah

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$5,475 ($782/night)

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Sheraton Vistana Villages

Orlando, Florida

Dec 20–27, 2025 (7 nights)
1 bed/1 bath, sleeps 4
$1,109 ($158/night)

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The Resort on Cocoa Beach

Cocoa Beach, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 6
$1,932 ($276/night)

Verified & Protected Voted Top Pick 2025

Marriott's OceanWatch Villas at Grande Dunes

Myrtle Beach, South Carolina

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$3,294 ($471/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,110 ($159/night)

Verified & Protected Voted Top Pick 2025

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$4,930 ($704/night)

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Villa del Palmar at the Islands of Loreto

Loreto, Mexico

Dec 20–27, 2025 (7 nights)
2 bed/3 bath, sleeps 6
$7,382 ($1,055/night)

Voted Top Pick 2025

Divi Aruba Phoenix Beach Resort

Palm Beach, Aruba

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 6
$7,328 ($1,047/night)

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The Westin Lagunamar Ocean Resort Villas & Spa

Cancun, Mexico

Dec 20–27, 2025 (7 nights)
Studio/1 bath, sleeps 4
$1,157 ($165/night)

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Villa La Estancia Cabo San Lucas

Cabo San Lucas, Mexico

Dec 20–27, 2025 (7 nights)
2 bed/3 bath, sleeps 8
$2,096 ($299/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 20–26, 2025 (6 nights)
2 bed/2 bath, sleeps 8
$1,889 ($315/night)

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Grand Solmar Pacific Dunes Resort Golf & Spa

Cabo San Lucas, Mexico

Dec 20–27, 2025 (7 nights)
2 bed/3 bath, sleeps 8
$2,205 ($315/night)

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WorldMark Big Bear

Big Bear Lake, California

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 6
$1,987 ($284/night)

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The Manhattan Club

New York City, New York

Dec 20–27, 2025 (7 nights)
1 bed/2 bath, sleeps 4
$3,840 ($549/night)

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Island Club - Ocean View

Hilton Head Island, South Carolina

Dec 20–27, 2025 (7 nights)
1 bed/2 bath, sleeps 6
$1,330 ($190/night)

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Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 20–27, 2025 (7 nights)
1 bed/2 bath, sleeps 4
$1,932 ($276/night)