Christmas Timeshare Rentals
Celebrated each year on December 25, Christmas is the time for family traditions and festive travel. With schools and many businesses closed between Christmas Eve and New Year’s Day, the holiday season is perfect for a getaway - whether you’re dreaming of a snowy winter wonderland at a ski resort or a sunny beach Christmas with your loved ones!
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 23–26, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $355 ($118/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 23–26, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $639 ($213/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 23–26, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $499 ($166/night)
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Marriott's Cypress Harbour Villas
Orlando, Florida- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19, 2026 – Jan 1, 2027 (13 nights)
- 2 bed/2 bath, sleeps 8
- $3,544 ($273/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19, 2026 – Jan 1, 2027 (13 nights)
- 1 bed/1 bath, sleeps 4
- $2,632 ($202/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 21–29, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,647 ($206/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 23, 2026 – Jan 1, 2027 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,821 ($202/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $839 ($120/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Dec 23–28, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $4,843 ($969/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–27, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,366 ($296/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–27, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,760 ($220/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–27, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $2,366 ($296/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 24, 2026 – Jan 4, 2027 (11 nights)
- 1 bed/1 bath, sleeps 4
- $2,222 ($202/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 24, 2026 – Jan 4, 2027 (11 nights)
- 2 bed/2 bath, sleeps 8
- $3,170 ($288/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 23–29, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,079 ($180/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 23–29, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $759 ($127/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 23–29, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,462 ($244/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 20, 2026 – Jan 3, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,397 ($171/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 20, 2026 – Jan 3, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,112 ($222/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $839 ($120/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,612 ($230/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,211 ($173/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,612 ($230/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,211 ($173/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $839 ($120/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–31, 2026 (12 nights)
- 1 bed/1 bath, sleeps 4
- $2,458 ($205/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–31, 2026 (12 nights)
- 2 bed/2 bath, sleeps 8
- $3,308 ($276/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19, 2026 – Jan 2, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $2,855 ($204/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19, 2026 – Jan 2, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,875 ($277/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 19, 2026 – Jan 2, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,699 ($121/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 19, 2026 – Jan 2, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,462 ($176/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 19, 2026 – Jan 2, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,247 ($232/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 20, 2026 – Jan 3, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $2,789 ($199/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 20, 2026 – Jan 3, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,818 ($273/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,612 ($230/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,211 ($173/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 25–31, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,295 ($216/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 25–31, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,743 ($290/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,978 ($283/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,471 ($210/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 24–28, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,268 ($317/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 24–28, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $941 ($235/night)
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Las Palmeras by Hilton Grand Vacations
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,550 ($221/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 23–26, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $648 ($216/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 23–26, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $875 ($292/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 23–26, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $875 ($292/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,586 ($370/night)