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.
Holiday Inn Club Vacations Cape Canaveral Beach Resort
Cape Canaveral, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 13–18, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $755 ($151/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 13–19, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $635 ($106/night)
The Houses at Summer Bay Orlando
Clermont, Florida- Dec 13–20, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,314 ($331/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $684 ($98/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
Marriott's Oceana Palms
Riviera Beach, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,374 ($625/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,612 ($230/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 13–19, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $977 ($163/night)
Marriott's Oceana Palms
Riviera Beach, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,230 ($461/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Dec 13–19, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($277/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
Hyatt Windward Pointe Resort
Key West, Florida- Dec 13–17, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,878 ($470/night)
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,619 ($374/night)
Marriott's Grande Vista
Orlando, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,505 ($358/night)
Westgate Town Center
Kissimmee, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,696 ($242/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 13–19, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $523 ($87/night)
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 14–20, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $1,220 ($203/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–20, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $790 ($132/night)
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 14–20, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $1,220 ($203/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–20, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,154 ($192/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 14–17, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $271 ($90/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–20, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,488 ($248/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 14–20, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,436 ($239/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 14–20, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $826 ($138/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 14–26, 2026 (12 nights)
- 1 bed/1 bath, sleeps 4
- $1,563 ($130/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 14–20, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $613 ($102/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–17, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $271 ($90/night)
Sheraton Vistana Villages
Orlando, Florida- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,856 ($265/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–19, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $555 ($111/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,734 ($248/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–18, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $343 ($86/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–17, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $463 ($154/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–17, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $415 ($138/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $924 ($132/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–18, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $535 ($134/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 14–26, 2026 (12 nights)
- 2 bed/2 bath, sleeps 8
- $2,305 ($192/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–19, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $844 ($169/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 14–26, 2026 (12 nights)
- 2 bed/2 bath, sleeps 8
- $2,685 ($224/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,339 ($191/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 14–26, 2026 (12 nights)
- 1 bed/1 bath, sleeps 4
- $1,141 ($95/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 14–20, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,207 ($201/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–19, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,048 ($210/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–18, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $604 ($151/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 15–25, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $1,839 ($184/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $932 ($133/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 15–25, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $897 ($90/night)