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 1–8, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $710 ($101/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 1–6, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,141 ($228/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 1–6, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,312 ($262/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 1–6, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $568 ($114/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 1–6, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,273 ($255/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 1–7, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,488 ($248/night)
Sheraton PGA Vacation Resort
Port St. Lucie, Florida- Dec 1–13, 2026 (12 nights)
- 2 bed/2 bath, sleeps 6
- $5,257 ($438/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,458 ($208/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,664 ($238/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 1–13, 2026 (12 nights)
- 2 bed/2 bath, sleeps 8
- $2,680 ($223/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 1–5, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $499 ($125/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,039 ($434/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 1–7, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $639 ($107/night)
Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Dec 1–5, 2026 (4 nights)
- 1 bed/1 bath, sleeps 5
- $7,010 ($1,752/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 1–7, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,299 ($217/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 1–5, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $937 ($234/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,524 ($218/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 2–10, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,673 ($209/night)
Villas at Summer Bay Orlando
Clermont, Florida- Dec 2–6, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,326 ($331/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 2–9, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $799 ($114/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 2–6, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $950 ($238/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 2–6, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $495 ($124/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 2–5, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $755 ($252/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 2–10, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $879 ($110/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 2–6, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,119 ($280/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 2–5, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $347 ($116/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 2–5, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $666 ($222/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 3–7, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $919 ($230/night)
Marriott's Villas at Doral
Miami, Florida- Dec 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,191 ($456/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 3–7, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,101 ($275/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 3–6, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $924 ($308/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 3–6, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $423 ($141/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 3–7, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,026 ($256/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 3–6, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $759 ($253/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 3–7, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $535 ($134/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 3–6, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $999 ($333/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 3–7, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $487 ($122/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 3–10, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,505 ($358/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 3–6, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $2,311 ($770/night)
Vacation Village at Parkway
Kissimmee, Florida- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,033 ($148/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 4–11, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,849 ($264/night)
Eagle's Nest Beach Resort
Marco Island, Florida- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,505 ($358/night)
Parc Soleil by Hilton Grand Vacations
Orlando, Florida- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($385/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 4–7, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $439 ($146/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 4–8, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $977 ($244/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/night)