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.
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 6–11, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $459 ($92/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 6–11, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,185 ($237/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 6–11, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $924 ($185/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 16–30, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,765 ($126/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 16–20, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $986 ($246/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 16–20, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $897 ($224/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 16–20, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $764 ($191/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 16–20, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $523 ($131/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 16–20, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $395 ($99/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 16–30, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,273 ($91/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 16–30, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,016 ($215/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 16–30, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,321 ($237/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 16–30, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,589 ($185/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,581 ($226/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,427 ($204/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 22–29, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $591 ($84/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 22–29, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $839 ($120/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,242 ($177/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 24–31, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $839 ($120/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 24–31, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,581 ($226/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 24–31, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,242 ($177/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $866 ($124/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,629 ($233/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,268 ($181/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 25, 2027 – Jan 1, 2028 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,932 ($276/night)