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 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 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 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
- $499 ($166/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)
- 1 bed/1 bath, sleeps 4
- $355 ($118/night)
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Hyatt Windward Pointe Resort
Key West, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/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)
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,835 ($1,405/night)
Marriott's Sabal Palms
Orlando, Florida- Dec 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,859 ($408/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)
- 3 bed/2 bath, sleeps 10
- $3,269 ($409/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 Ocean Walk
Daytona Beach, Florida- Dec 19, 2026 – Jan 2, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,343 ($96/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 19, 2026 – Jan 2, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,834 ($131/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,488 ($213/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,682 ($240/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $968 ($138/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $719 ($103/night)
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 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)
- 2 bed/2 bath, sleeps 8
- $1,462 ($244/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 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 20, 2026 – Jan 3, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,397 ($171/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 19, 2026 – Jan 2, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,833 ($202/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 19, 2026 – Jan 2, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,155 ($225/night)
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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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)
- 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
- $1,211 ($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 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)
- 2 bed/2 bath, sleeps 8
- $1,612 ($230/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)