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 Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–26, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $6,565 ($938/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–26, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $6,565 ($938/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,042 ($292/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 22, 2026 – Jan 3, 2027 (12 nights)
- 2 bed/2 bath, sleeps 8
- $3,256 ($271/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 21–28, 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 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,978 ($283/night)
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Sheraton Vistana Resort
Orlando, Florida- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,096 ($299/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 24–30, 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 24–30, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,743 ($290/night)
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Marriott's Harbour Lake
Orlando, Florida- Dec 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,268 ($467/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–29, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $2,109 ($211/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–29, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $2,837 ($284/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 24, 2026 – Jan 1, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,214 ($277/night)
Marriott's Grande Vista
Orlando, Florida- Dec 20–26, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($549/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 19–27, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,943 ($243/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 19–27, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,012 ($127/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 19–27, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,436 ($179/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($412/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 24–31, 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 24–31, 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 24–27, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $764 ($255/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 24–27, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $1,030 ($343/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 24–27, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,030 ($343/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 25–31, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,462 ($244/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 25–31, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $759 ($127/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 25–31, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,079 ($180/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 21–31, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,996 ($200/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 21–31, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $2,685 ($268/night)
Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Dec 22–29, 2026 (7 nights)
- 3 bed/4 bath, sleeps 12
- $16,375 ($2,339/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,404 ($486/night)
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Parc Soleil by Hilton Grand Vacations
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($315/night)
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Marriott's Royal Palms
Orlando, Florida- Dec 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,039 ($434/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,432 ($1,062/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,022 ($432/night)
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Marriott's Imperial Palm Villas
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $1,660 ($237/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,603 ($658/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 23–28, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($224/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,506 ($301/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,894 ($271/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 25–30, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,506 ($301/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 25–30, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($224/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 24–29, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,506 ($301/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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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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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)
- 1 bed/1 bath, sleeps 4
- $2,632 ($202/night)