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 Ocean Walk
Daytona Beach, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,612 ($230/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $684 ($98/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 15–18, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $271 ($90/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 15–19, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $483 ($121/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 15–19, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $897 ($224/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 15–25, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,251 ($125/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 Cypress Palms
Kissimmee, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,830 ($261/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 15–19, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $710 ($178/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 15–18, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $463 ($154/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,392 ($199/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)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $977 ($140/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 15–25, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $2,135 ($214/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $684 ($98/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 16–22, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $826 ($138/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $932 ($133/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,612 ($230/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 16–22, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $613 ($102/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,030 ($147/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 16–22, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,207 ($201/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,926 ($275/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,444 ($206/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 16–22, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,436 ($239/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–23, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,778 ($296/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–20, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,039 ($346/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–20, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $551 ($184/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,497 ($214/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,022 ($289/night)
Hilton Grand Vacations at SeaWorld
Orlando, Florida- Dec 17–20, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $583 ($194/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–23, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,312 ($219/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–21, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,286 ($322/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 17–21, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,594 ($398/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–21, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $684 ($171/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–23, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $950 ($158/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–22, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,532 ($306/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–21, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $941 ($235/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–22, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,128 ($226/night)
Marriott's Grande Vista
Orlando, Florida- Dec 17–22, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($266/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–24, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,083 ($155/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–22, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $817 ($163/night)
Marriott's Oceana Palms
Riviera Beach, Florida- Dec 17–23, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,622 ($604/night)
Hilton Grand Vacations at McAlpin-Ocean Plaza
Miami Beach, Florida- Dec 17–24, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,581 ($369/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–20, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $755 ($252/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 18–22, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,383 ($346/night)