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.
Club Wyndham Nashville
Nashville, Tennessee- Dec 8–11, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $247 ($82/night)
Club Wyndham Nashville
Nashville, Tennessee- Dec 8–11, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $463 ($154/night)
Branson's Nantucket
Branson, Missouri- Dec 8–15, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,987 ($284/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Dec 8–12, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($769/night)
Hyatt Residence Club Beaver Creek, Mountain Lodge
Beaver Creek, Colorado- Dec 8–12, 2026 (4 nights)
- 2 bed/2 bath, sleeps 5
- $2,619 ($655/night)
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 8–15, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $2,314 ($331/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 8–22, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,365 ($98/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 8–11, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $439 ($146/night)
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 8–15, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $2,750 ($393/night)
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 8–12, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $626 ($157/night)
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Dec 8–10, 2026 (2 nights)
- 2 bed/2 bath, sleeps 8
- $455 ($228/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 8–15, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,420 ($489/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 8–15, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,420 ($489/night)
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 9–13, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,769 ($442/night)
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 9–16, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $2,314 ($331/night)
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 9–15, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $986 ($164/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 9–16, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 9–14, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($117/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 9–14, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,128 ($226/night)
Marriott's Kauai Lagoons - Kalanipu'u
Lihue, Hawaii- Dec 9–15, 2026 (6 nights)
- 3 bed/3 bath, sleeps 8
- $4,603 ($767/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 9–16, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $7,045 ($1,006/night)
The Manhattan Club
New York City, New York- Dec 9–12, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $1,495 ($498/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 9–14, 2026 (5 nights)
- 3 bed/3 bath, sleeps 10
- $2,750 ($550/night)
Club Wyndham Austin
Austin, Texas- Dec 9–13, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $2,257 ($564/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($385/night)
Club Wyndham Austin
Austin, Texas- Dec 9–13, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,268 ($317/night)
Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 9–13, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $670 ($168/night)
Grand Colorado on Peak 8
Breckenridge, Colorado- Dec 9–12, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $1,165 ($388/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,427 ($204/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,467 ($352/night)
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 9–16, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $2,314 ($331/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 9–19, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $7,437 ($744/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 9–12, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $355 ($118/night)
Hyatt Vacation Club at Northstar Lodge
Truckee, California- Dec 9–12, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,412 ($471/night)
The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 9–14, 2026 (5 nights)
- 3 bed/3.5 bath, sleeps 8
- $7,873 ($1,575/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 9–13, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $977 ($244/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 9–13, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($128/night)
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 9–23, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,222 ($159/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 9–12, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $639 ($213/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 9–13, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $1,769 ($442/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 9–13, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $733 ($183/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,085 ($298/night)
The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 10–18, 2026 (8 nights)
- 2 bed/2 bath, sleeps 6
- $5,693 ($712/night)
Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 10–13, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $545 ($182/night)
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Dec 10–15, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $971 ($194/night)