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.
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Dec 18–25, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,257 ($322/night)
Verified & Protected
Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 18–24, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $2,349 ($391/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–26, 2026 (8 nights)
- 2 bed/2 bath, sleeps 6
- $3,031 ($379/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Dec 18–25, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,257 ($322/night)
Verified & Protected
Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Dec 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $4,725 ($675/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–22, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,769 ($442/night)
Verified & Protected
Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Dec 18–19, 2026 (1 night)
- Studio/1 bath, sleeps 4
- $415 ($415/night)
Verified & Protected
Disney's BoardWalk Villas
Lake Buena Vista, Florida- Dec 18–24, 2026 (6 nights)
- Studio/1 bath, sleeps 5
- $3,871 ($645/night)
Eagle's Nest Beach Resort
Marco Island, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,712 ($673/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–22, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,769 ($442/night)
Verified & Protected
Eagle's Nest Beach Resort
Marco Island, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,622 ($517/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–26, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,760 ($220/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–26, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,366 ($296/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–26, 2026 (8 nights)
- 3 bed/2 bath, sleeps 10
- $3,269 ($409/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–26, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $2,366 ($296/night)
Verified & Protected
Disney's Beach Club Villas
Lake Buena Vista, Florida- Dec 19–24, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $2,762 ($552/night)
Verified & Protected
Holiday Inn Club Vacations Marco Island - Sunset Cove Resort
Marco Island, Florida- Dec 19–26, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $3,076 ($439/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,150 ($307/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,546 ($1,078/night)
Verified & Protected
Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Dec 19–23, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $2,144 ($536/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,546 ($1,078/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,967 ($995/night)
Verified & Protected
Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Dec 19–23, 2026 (4 nights)
- Studio/1 bath, sleeps 5
- $2,694 ($674/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 19–26, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $11,143 ($1,592/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 19–26, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $11,361 ($1,623/night)
Verified & Protected
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,058 ($580/night)
Marriott's Grande Vista
Orlando, Florida- Dec 19, 2026 – Jan 2, 2027 (14 nights)
- 3 bed/3 bath, sleeps 12
- $8,745 ($625/night)
Verified & Protected
Marriott's Harbour Lake
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($712/night)
Verified & Protected
Marriott's Oceana Palms
Riviera Beach, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,910 ($844/night)
Verified & Protected
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,894 ($556/night)
Verified & Protected
WorldMark Ocean Walk
Daytona Beach, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
Verified & Protected
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
Verified & Protected
The Charter Club of Marco Beach
Marco Island, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($626/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,712 ($673/night)
Verified & Protected
Westgate Vacation Villas
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,198 ($171/night)
Verified & Protected
Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 19–24, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,705 ($341/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($276/night)
Verified & Protected
Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Dec 19–24, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $3,016 ($603/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,362 ($623/night)
Verified & Protected
Disney's Animal Kingdom Villas - Kidani Village
Lake Buena Vista, Florida- Dec 19–20, 2026 (1 night)
- Studio/1 bath, sleeps 4
- $415 ($415/night)
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 19–26, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,726 ($1,389/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,978 ($283/night)
Verified & Protected
Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 19–24, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,778 ($356/night)