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.
Disney's Old Key West Resort
Lake Buena Vista, Florida- Jan 29 – Feb 1, 2027 (3 nights)
- Studio/1 bath, sleeps 4
- $886 ($295/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 29 – Feb 1, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $876 ($292/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 29 – Feb 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,734 ($248/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 29 – Feb 12, 2027 (14 nights)
- 3 bed/2 bath, sleeps 10
- $4,054 ($290/night)
Marriott's Crystal Shores
Marco Island, Florida- Jan 29 – Feb 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,564 ($938/night)
Eagle's Nest Beach Resort
Marco Island, Florida- Jan 29 – Feb 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,412 ($630/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 29 – Feb 2, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $719 ($180/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 29 – Feb 5, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/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)
Marriott's Crystal Shores
Marco Island, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
Marriott's Crystal Shores
Marco Island, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,701 ($243/night)
The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Jan 30–31, 2027 (1 night)
- Studio/1 bath, sleeps 5
- $719 ($719/night)
Marriott's Crystal Shores
Marco Island, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,789 ($827/night)
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,268 ($467/night)
Fantasy Island Resort II
Daytona Beach Shores, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,769 ($253/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $727 ($104/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,558 ($223/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($276/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 30 – Feb 7, 2027 (8 nights)
- 3 bed/2 bath, sleeps 10
- $2,436 ($305/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 30 – Feb 3, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $968 ($242/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 30 – Feb 13, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,515 ($108/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 30 – Feb 13, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,190 ($228/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 30 – Feb 3, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $888 ($222/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 30 – Feb 3, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $427 ($107/night)
Marriott's Crystal Shores
Marco Island, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,740 ($820/night)
Hyatt Windward Pointe Resort
Key West, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,458 ($494/night)
Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,831 ($547/night)
Marriott's Crystal Shores
Marco Island, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,673 ($239/night)
Palm Beach Shores Resort and Vacation Villas
Palm Beach Shores, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($315/night)
Marriott's Crystal Shores
Marco Island, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($821/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,696 ($385/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 30 – Feb 12, 2027 (13 nights)
- 3 bed/2 bath, sleeps 10
- $3,657 ($281/night)
Marriott's Crystal Shores
Marco Island, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,451 ($922/night)
Palm Beach Shores Resort and Vacation Villas
Palm Beach Shores, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,207 ($315/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 30 – Feb 4, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,396 ($279/night)
Disney's Old Key West Resort
Lake Buena Vista, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,321 ($474/night)
Vistana Beach Club
Jensen Beach, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 30 – Feb 9, 2027 (10 nights)
- 3 bed/2 bath, sleeps 10
- $2,924 ($292/night)
The Galleon Resort
Key West, Florida- Jan 30 – Feb 13, 2027 (14 nights)
- 2 bed/2 bath, sleeps 6
- $11,470 ($819/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Jan 31 – Feb 4, 2027 (4 nights)
- Studio/1 bath, sleeps 2
- $2,205 ($551/night)
Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Jan 31 – Feb 6, 2027 (6 nights)
- Studio/1 bath, sleeps 4
- $2,796 ($466/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 31 – Feb 6, 2027 (6 nights)
- 3 bed/2 bath, sleeps 10
- $1,642 ($274/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 31 – Feb 9, 2027 (9 nights)
- 3 bed/2 bath, sleeps 10
- $2,528 ($281/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 31 – Feb 7, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,009 ($287/night)
Marriott's Crystal Shores
Marco Island, Florida- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,320 ($903/night)