Winter Rentals
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 14–21, 2025 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,550 ($221/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 14–20, 2025 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,534 ($256/night)
Verified & Protected
Voted Top Pick 2025
Marriott's MountainSide at Park City
Park City, Utah- Dec 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($315/night)
Verified & Protected
Voted Top Pick 2025
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- Dec 14–20, 2025 (6 nights)
- 2 bed/2 bath, sleeps 8
- $777 ($130/night)
Verified & Protected
Voted Top Pick 2025
Marriott's MountainSide at Park City
Park City, Utah- Dec 14–19, 2025 (5 nights)
- Studio/1 bath, sleeps 4
- $1,654 ($331/night)
Verified & Protected
Los Cabos Golf Resort
Cabo San Lucas, Mexico- Dec 14–21, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $999 ($143/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 14–19, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,110 ($222/night)
Verified & Protected
Marriott's Summit Watch
Park City, Utah- Dec 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,384 ($626/night)
Verified & Protected
Westin Desert Willow
Palm Desert, California- Dec 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
Verified & Protected
Voted Top Pick 2025
Marriott's MountainSide at Park City
Park City, Utah- Dec 14–19, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($441/night)
Verified & Protected
Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Dec 14–21, 2025 (7 nights)
- 1 bed/1 bath, sleeps 6
- $1,110 ($159/night)
Verified & Protected
Marriott's Shadow Ridge - The Villages
Palm Desert, California- Dec 14–21, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $505 ($72/night)
Verified & Protected
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 14–21, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,385 ($198/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Newport Coast Villas
Newport Coast, California- Dec 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,042 ($292/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/night)
Verified & Protected
Voted Top Pick 2025
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 14–19, 2025 (5 nights)
- Studio/1 bath, sleeps 4
- $1,110 ($222/night)
Verified & Protected
Voted Top Pick 2025
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($284/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Dec 14–21, 2025 (7 nights)
- 4 bed/4 bath, sleeps 16
- $666 ($95/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Dec 14–18, 2025 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,725 ($431/night)
Verified & Protected
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 14–19, 2025 (5 nights)
- 1 bed/1 bath, sleeps 4
- $971 ($194/night)
Verified & Protected
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 14–21, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($237/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Dec 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,488 ($355/night)
Verified & Protected
Marriott's Cypress Harbour Villas
Orlando, Florida- Dec 14–19, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $888 ($178/night)
Verified & Protected
Voted Top Pick 2025
Marriott's MountainSide at Park City
Park City, Utah- Dec 14–19, 2025 (5 nights)
- Studio/1 bath, sleeps 4
- $540 ($108/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Dec 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,110 ($159/night)
Verified & Protected
Branson's Nantucket
Branson, Missouri- Dec 14–21, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $738 ($105/night)
Verified & Protected
Aspen Mountain Residences
Aspen, Colorado- Dec 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
Verified & Protected
Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 14–19, 2025 (5 nights)
- 2 bed/3 bath, sleeps 8
- $1,495 ($299/night)
Verified & Protected
Voted Top Pick 2025
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 14–21, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $998 ($143/night)
Verified & Protected
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 14–19, 2025 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,987 ($397/night)
Verified & Protected
Playa Linda Beach Resort
Palm Beach, Aruba- Dec 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/night)
Verified & Protected
Powell Place
San Francisco, California- Dec 14–17, 2025 (3 nights)
- 1 bed/1 bath, sleeps 4
- $453 ($151/night)
Verified & Protected
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 14–21, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $944 ($135/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,110 ($159/night)
Verified & Protected
Marriott's Cypress Harbour Villas
Orlando, Florida- Dec 14–20, 2025 (6 nights)
- 2 bed/2 bath, sleeps 8
- $832 ($139/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 14–21, 2025 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,205 ($315/night)
Verified & Protected
Branson's Nantucket
Branson, Missouri- Dec 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,280 ($183/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,649 ($236/night)
Verified & Protected
Eagle Trace at Massanutten
McGaheysville, Virginia- Dec 14–21, 2025 (7 nights)
- 1 bed/1 bath, sleeps 6
- $305 ($44/night)
Verified & Protected
Voted Top Pick 2025
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 14–18, 2025 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,660 ($415/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Dec 14–19, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $888 ($178/night)
Verified & Protected
Hilton Grand Vacations at MarBrisa
Carlsbad, California- Dec 14–21, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,110 ($159/night)
Verified & Protected
Marriott's Grand Chateau
Las Vegas, Nevada- Dec 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $832 ($119/night)
Verified & Protected
Marriott's St. Kitts Beach Club
Frigate Bay, St. Kitts- Dec 14–21, 2025 (7 nights)
- 3 bed/3 bath, sleeps 10
- $2,750 ($393/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Desert Springs Villas II
Palm Desert, California- Dec 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,385 ($198/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 14–20, 2025 (6 nights)
- 1 bed/1 bath, sleeps 4
- $484 ($81/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Newport Coast Villas
Newport Coast, California- Dec 14–20, 2025 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,528 ($255/night)