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 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,427 ($204/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,917 ($417/night)
Vacation Village at Parkway
Kissimmee, Florida- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,033 ($148/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)
Westgate Lakes Resort & Spa
Orlando, Florida- Dec 4–11, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $971 ($139/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/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)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 4–7, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $826 ($275/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($603/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,404 ($486/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 5–19, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,550 ($111/night)
Shell Island Beach Club
Sanibel Island, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,306 ($329/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 5–13, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $919 ($115/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,382 ($483/night)
Parc Soleil by Hilton Grand Vacations
Orlando, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 5–19, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,937 ($210/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
Westgate Lakes Resort & Spa
Orlando, Florida- Dec 5–12, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,123 ($303/night)
Grand Beach Resort
Orlando, Florida- Dec 5–12, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $1,660 ($237/night)
Marriott's Oceana Palms
Riviera Beach, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,069 ($438/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $684 ($98/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,612 ($230/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 5–11, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $523 ($87/night)
Ocean East Resort Club
Ormond Beach, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/1 bath, sleeps 6
- $1,550 ($221/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,268 ($467/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 5–13, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $848 ($106/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 5–11, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,251 ($208/night)
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)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 5–10, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $941 ($188/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,696 ($385/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 5–10, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $499 ($100/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,750 ($393/night)
Marriott's Villas at Doral
Miami, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 5–13, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,760 ($220/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,427 ($204/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)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 5–13, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,970 ($246/night)
Marriott's Grande Vista
Orlando, Florida- Dec 5–12, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,077 ($440/night)
Sheraton Vistana Resort
Orlando, Florida- Dec 5–9, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($332/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,968 ($424/night)
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,298 ($471/night)
Lighthouse Resort & Club
Sanibel Island, Florida- Dec 5–12, 2026 (7 nights)
- 3 bed/2 bath, sleeps 6
- $2,207 ($315/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
Blue Tree Resort at Lake Buena Vista
Orlando, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $702 ($100/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 6–10, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $710 ($178/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 6–10, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $311 ($78/night)
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 6–11, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,248 ($250/night)