Winter Timeshare Rentals in Florida

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 17–23, 2026 (6 nights)
3 bed/2 bath, sleeps 10
$2,266 ($378/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 17–20, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$906 ($302/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 17–23, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,620 ($270/night)

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Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Dec 17–22, 2026 (5 nights)
Studio/1 bath, sleeps 4
$2,357 ($471/night)

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Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Dec 17–21, 2026 (4 nights)
Studio/1 bath, sleeps 4
$1,917 ($479/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 17–23, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$1,198 ($200/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 17–21, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,163 ($291/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 17–21, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$599 ($150/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 17–26, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$2,480 ($276/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 17–26, 2026 (9 nights)
1 bed/1 bath, sleeps 4
$1,839 ($204/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 17–21, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$813 ($203/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 17–22, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$1,021 ($204/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18, 2026 – Jan 1, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$3,932 ($281/night)

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Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Dec 18–25, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,750 ($393/night)

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Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 18–25, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,077 ($440/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–22, 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 18–25, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,978 ($283/night)

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Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,840 ($549/night)

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Eagle's Nest Beach Resort

Marco Island, Florida

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,222 ($603/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 18–27, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$1,660 ($184/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–23, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$1,506 ($301/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,080 ($297/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–31, 2026 (13 nights)
1 bed/1 bath, sleeps 4
$2,551 ($196/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 18–27, 2026 (9 nights)
1 bed/1 bath, sleeps 4
$1,185 ($132/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 18–27, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$2,275 ($253/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,978 ($283/night)

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Eagle's Nest Beach Resort

Marco Island, Florida

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,568 ($510/night)

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Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Dec 18–25, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,207 ($315/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–27, 2026 (9 nights)
1 bed/1 bath, sleeps 4
$2,048 ($228/night)

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Club Wyndham Clearwater Beach Resort

Clearwater, Florida

Dec 18–23, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$2,204 ($441/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18, 2026 – Jan 1, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$2,920 ($209/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–25, 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 18–22, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$941 ($235/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 18–24, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,436 ($239/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 18–24, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$826 ($138/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 18–24, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,207 ($201/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–22, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$1,268 ($317/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 18, 2026 – Jan 1, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$2,924 ($209/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 18–24, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$613 ($102/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 18, 2026 – Jan 1, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$3,321 ($237/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–23, 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 18–23, 2026 (5 nights)
3 bed/2 bath, sleeps 10
$2,083 ($417/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–30, 2026 (12 nights)
1 bed/1 bath, sleeps 4
$2,571 ($214/night)

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Marriott's Oceana Palms

Riviera Beach, Florida

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,693 ($813/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–27, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$2,754 ($306/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–26, 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 18–30, 2026 (12 nights)
2 bed/2 bath, sleeps 8
$3,461 ($288/night)

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Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Dec 18–24, 2026 (6 nights)
Studio/1 bath, sleeps 4
$2,349 ($391/night)