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 Cypress Palms
Kissimmee, Florida- Dec 18–22, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $995 ($249/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 18–22, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,383 ($346/night)
Club Wyndham Clearwater Beach Resort
Clearwater, Florida- Dec 18–23, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,204 ($441/night)
Eagle's Nest Beach Resort
Marco Island, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,458 ($494/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 18–23, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,260 ($252/night)
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($276/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 18–23, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,048 ($210/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 18–23, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,180 ($236/night)
Eagle's Nest Beach Resort
Marco Island, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,451 ($493/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,612 ($230/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,107 ($158/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 18–23, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,629 ($326/night)
Casa Ybel Resort
Sanibel Island, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,984 ($712/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $684 ($98/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $932 ($133/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 18–21, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $415 ($138/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
WorldMark Orlando Kingstown Reef
Orlando, Florida- Dec 18–21, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,165 ($388/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 18–21, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($170/night)
Marriott's Lakeshore Reserve
Orlando, Florida- Dec 18–22, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $1,765 ($441/night)
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,207 ($315/night)
Westgate Town Center
Kissimmee, Florida- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($315/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,076 ($297/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 18–21, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $728 ($243/night)
Eagle's Nest Beach Resort
Marco Island, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,298 ($471/night)
Aqua Sol, a Hilton Vacation Club
Winter Garden, Greater Orlando, Florida- Dec 18–24, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($277/night)
Eagle's Nest Beach Resort
Marco Island, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,731 ($533/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 18–23, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $543 ($109/night)
Casa Ybel Resort
Sanibel Island, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
Eagle's Nest Beach Resort
Marco Island, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,687 ($527/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 18–23, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $719 ($144/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 18–26, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,370 ($171/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 18–21, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $906 ($302/night)
Sheraton Vistana Resort
Orlando, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,473 ($210/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 18–23, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $4,358 ($872/night)
Westgate Town Center
Kissimmee, Florida- Dec 18–25, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,257 ($322/night)
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,268 ($467/night)
Marriott's Lakeshore Reserve
Orlando, Florida- Dec 18–22, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $1,765 ($441/night)
Westgate Vacation Villas
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 10
- $2,123 ($303/night)
Westgate Vacation Villas
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,198 ($171/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 19–22, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $507 ($169/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,016 ($431/night)
Westgate Town Center
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,381 ($197/night)
The Resort on Cocoa Beach
Cocoa Beach, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($221/night)
Grande Villas Resort
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $1,550 ($221/night)