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 6–12, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $573 ($95/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 6–17, 2026 (11 nights)
- 2 bed/2 bath, sleeps 8
- $2,022 ($184/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 6–17, 2026 (11 nights)
- 2 bed/2 bath, sleeps 8
- $1,647 ($150/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 7–12, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $941 ($188/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 7–11, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $343 ($86/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 7–10, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $271 ($90/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,127 ($161/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $755 ($108/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,444 ($206/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 7–12, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $759 ($152/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 7–12, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $499 ($100/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 7–11, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $604 ($151/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 7–11, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $535 ($134/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 8–12, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $790 ($198/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 8–12, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $626 ($157/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,127 ($161/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 8–12, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $427 ($107/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,444 ($206/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 8–15, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $755 ($108/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 9–14, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,128 ($226/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 9–12, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $355 ($118/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 9–14, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($117/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,119 ($160/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 9–14, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $852 ($170/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 9–16, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 9–12, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $499 ($166/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 9–13, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $977 ($244/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 9–12, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $639 ($213/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 9–13, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $719 ($180/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,427 ($204/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 9–13, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($128/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 10–14, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $719 ($180/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 10–15, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $852 ($170/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 10–13, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $826 ($275/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 10–14, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($128/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 10–13, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $586 ($195/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 10–13, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $439 ($146/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 10–15, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($117/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 10–14, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $977 ($244/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 10–15, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,128 ($226/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–16, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,144 ($229/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–16, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $595 ($119/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,427 ($204/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–15, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $977 ($244/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 11–14, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $424 ($141/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,119 ($160/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–15, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $719 ($180/night)