Winter Timeshare Rentals

Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 28, 2026 – Jan 4, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$8,723 ($1,246/night)

Verified & Protected Voted Top Pick 2026

Pueblo Bonito Sunset Beach Resort & Spa

Cabo San Lucas, Mexico

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,687 ($527/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 28, 2026 – Jan 4, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$746 ($107/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,581 ($226/night)

Verified & Protected

Westin Desert Willow

Palm Desert, California

Dec 28, 2026 – Jan 2, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$1,660 ($332/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$16,375 ($2,339/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 28, 2026 – Jan 2, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,378 ($276/night)

Verified & Protected Voted Top Pick 2026

Pueblo Bonito Sunset Beach Resort & Spa

Cabo San Lucas, Mexico

Dec 28, 2026 – Jan 11, 2027 (14 nights)
1 bed/2 bath, sleeps 6
$3,786 ($270/night)

Verified & Protected Voted Top Pick 2026

Pueblo Bonito Sunset Beach Resort & Spa

Cabo San Lucas, Mexico

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,840 ($549/night)

Verified & Protected

Hacienda del Mar Resort

Cabo San Lucas, Mexico

Dec 28, 2026 – Jan 4, 2027 (7 nights)
1 bed/1 bath, sleeps 6
$2,543 ($363/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 28, 2026 – Jan 2, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$733 ($147/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 28–31, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$586 ($195/night)

Verified & Protected Voted Top Pick 2026

Pueblo Bonito Sunset Beach Resort & Spa

Cabo San Lucas, Mexico

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,382 ($626/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$14,522 ($2,075/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 28, 2026 – Jan 4, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$11,143 ($1,592/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 28, 2026 – Jan 1, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$781 ($195/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 28, 2026 – Jan 1, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$343 ($86/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 28–31, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$271 ($90/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 28, 2026 – Jan 1, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$471 ($118/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 28–31, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$573 ($191/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 28, 2026 – Jan 4, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$12,887 ($1,841/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 28, 2026 – Jan 1, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$764 ($191/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 28–31, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$367 ($122/night)

Verified & Protected

Club Wyndham Harbour Lights

San Diego, California

Dec 28, 2026 – Jan 2, 2027 (5 nights)
Studio/1 bath, sleeps 4
$1,136 ($227/night)

Verified & Protected

Club Wyndham Harbour Lights

San Diego, California

Dec 28, 2026 – Jan 1, 2027 (4 nights)
Studio/1 bath, sleeps 4
$852 ($213/night)

Verified & Protected Voted Top Pick 2026

Pueblo Bonito Sunset Beach Resort & Spa

Cabo San Lucas, Mexico

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,840 ($549/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 28, 2026 – Jan 4, 2027 (7 nights)
Studio/1 bath, sleeps 4
$6,121 ($874/night)

Verified & Protected

Parc Soleil by Hilton Grand Vacations

Orlando, Florida

Dec 28, 2026 – Jan 3, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$1,660 ($277/night)

Verified & Protected

Lifestyle Holidays Vacation Resort - Puerto Plata

Puerto Plata, Dominican Republic

Dec 28, 2026 – Jan 4, 2027 (7 nights)
6 bed/6 bath, sleeps 12
$4,984 ($712/night)

Verified & Protected

Marriott Grand Residence Club - Lake Tahoe

South Lake Tahoe, California

Dec 28, 2026 – Jan 2, 2027 (5 nights)
Studio/1 bath, sleeps 2
$1,932 ($386/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 28, 2026 – Jan 4, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,224 ($175/night)

Verified & Protected

The Ritz-Carlton Club, Vail

Vail, Colorado

Dec 28, 2026 – Jan 4, 2027 (7 nights)
3 bed/3.5 bath, sleeps 8
$32,180 ($4,597/night)

Verified & Protected Voted Top Pick 2026

Pueblo Bonito Sunset Beach Resort & Spa

Cabo San Lucas, Mexico

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,385 ($626/night)

Montecristo Estates by Pueblo Bonito

Cabo San Lucas, Mexico

Dec 28, 2026 – Jan 2, 2027 (5 nights)
3 bed/3.5 bath, sleeps 10
$4,249 ($850/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 28, 2026 – Jan 1, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$995 ($249/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$18,337 ($2,620/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 28–31, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$415 ($138/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,956 ($280/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 28, 2026 – Jan 1, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$535 ($134/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 28–31, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$746 ($249/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Orange Tree Golf Resort

Scottsdale, Arizona

Dec 28, 2026 – Jan 2, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$972 ($194/night)

Verified & Protected Voted Top Pick 2026

Pueblo Bonito Sunset Beach Resort & Spa

Cabo San Lucas, Mexico

Dec 28, 2026 – Jan 4, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$2,750 ($393/night)

Verified & Protected

Club Wyndham SeaWatch Resort

Myrtle Beach, South Carolina

Dec 28, 2026 – Jan 3, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$666 ($111/night)

Verified & Protected Voted Top Pick 2026

Pueblo Bonito Sunset Beach Resort & Spa

Cabo San Lucas, Mexico

Dec 28, 2026 – Jan 4, 2027 (7 nights)
1 bed/2 bath, sleeps 6
$2,750 ($393/night)

Verified & Protected

Aulani, a Disney Resort & Spa

Kapolei, Hawaii

Dec 28, 2026 – Jan 1, 2027 (4 nights)
Studio/1 bath, sleeps 4
$4,647 ($1,162/night)

Verified & Protected

Marriott Grand Residence Club - Lake Tahoe

South Lake Tahoe, California

Dec 28, 2026 – Jan 1, 2027 (4 nights)
Studio/1 bath, sleeps 2
$5,689 ($1,422/night)

Verified & Protected

Sheraton Vistana Resort

Orlando, Florida

Dec 28–31, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$1,330 ($443/night)

Verified & Protected Voted Top Pick 2026

Pueblo Bonito Sunset Beach Resort & Spa

Cabo San Lucas, Mexico

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,069 ($438/night)