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.
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($412/night)
Seawatch On-the-Beach Resort
Fort Myers Beach, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,994 ($285/night)
Lighthouse Resort & Club
Sanibel Island, Florida- Dec 5–12, 2026 (7 nights)
- 3 bed/2 bath, sleeps 6
- $2,207 ($315/night)
Shell Island Beach Club
Sanibel Island, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,306 ($329/night)
DiamondHead Beach Resort
Fort Myers Beach, Florida- Dec 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,768 ($253/night)
Casa Ybel Resort
Sanibel Island, Florida- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
DiamondHead Beach Resort
Fort Myers Beach, Florida- Dec 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,849 ($264/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 Vacation Club At Coconut Cove
Bonita Springs, Florida- Dec 13–17, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,418 ($354/night)
Casa Ybel Resort
Sanibel Island, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,984 ($712/night)
Casa Ybel Resort
Sanibel Island, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($712/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,260 ($323/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,260 ($323/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,925 ($275/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Dec 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,261 ($323/night)
Casa Ybel Resort
Sanibel Island, Florida- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,984 ($712/night)
Hurricane House
Sanibel Island, Florida- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,328 ($761/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Dec 29, 2026 – Jan 2, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,815 ($704/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Dec 29, 2026 – Jan 2, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,943 ($486/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Dec 29, 2026 – Jan 2, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $1,299 ($325/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Dec 29, 2026 – Jan 2, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,943 ($486/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Jan 4–9, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,750 ($550/night)
Plantation Beach Club at South Seas Island Resort
Captiva, Florida- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
Plantation Beach Club at South Seas Island Resort
Captiva, Florida- Jan 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,123 ($303/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Jan 23–30, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($276/night)
Plantation Beach Club at South Seas Island Resort
Captiva, Florida- Jan 29 – Feb 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,123 ($303/night)
Shell Island Beach Club
Sanibel Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,458 ($494/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 7–14, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($276/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 12–18, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,942 ($657/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 13–20, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,765 ($252/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 13–20, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,260 ($323/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,412 ($630/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 14–20, 2027 (6 nights)
- Studio/1 bath, sleeps 4
- $1,660 ($277/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 20–27, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,586 ($370/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,649 ($521/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 20–27, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,818 ($260/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 27 – Mar 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($712/night)