Winter Timeshare Rentals in Florida

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 21–26, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$941 ($188/night)

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Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 21–28, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,750 ($393/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 21–29, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$2,214 ($277/night)

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Palm Beach Shores Resort and Vacation Villas

Palm Beach Shores, Florida

Dec 21, 2026 – Jan 5, 2027 (15 nights)
1 bed/1 bath, sleeps 4
$4,112 ($274/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 21–25, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$959 ($240/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 21, 2026 – Jan 3, 2027 (13 nights)
2 bed/2 bath, sleeps 8
$3,583 ($276/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,404 ($486/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 21–25, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$710 ($178/night)

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Marriott's Oceana Palms

Riviera Beach, Florida

Dec 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,821 ($689/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 21–26, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$1,003 ($201/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 21–24, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$535 ($178/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 Ocean Walk

Daytona Beach, Florida

Dec 21–29, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$1,856 ($232/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 21–26, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$1,352 ($270/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 21–27, 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 21–28, 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 21–24, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$719 ($240/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 21–29, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$2,205 ($276/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 21–24, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$719 ($240/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,458 ($208/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,924 ($418/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 21–26, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$499 ($100/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)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 21–27, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$1,743 ($290/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,423 ($346/night)

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Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Dec 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,840 ($549/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 21–26, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,352 ($270/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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Marriott's Grande Vista

Orlando, Florida

Dec 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,222 ($603/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 21–29, 2026 (8 nights)
1 bed/1 bath, sleeps 4
$790 ($99/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 21–26, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$759 ($152/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 21–29, 2026 (8 nights)
1 bed/1 bath, sleeps 4
$1,074 ($134/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–25, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$535 ($178/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 Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–25, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$719 ($240/night)

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Holiday Inn Club Vacations Orlando Breeze Resort

Davenport, Florida

Dec 22–29, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$6,020 ($860/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–26, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,114 ($279/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–26, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$1,114 ($279/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22, 2026 – Jan 4, 2027 (13 nights)
2 bed/2 bath, sleeps 8
$2,615 ($201/night)

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Disney's BoardWalk Villas

Lake Buena Vista, Florida

Dec 22–24, 2026 (2 nights)
Studio/1 bath, sleeps 5
$1,026 ($513/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)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–28, 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 22–27, 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 22–27, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$1,506 ($301/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–28, 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 22–31, 2026 (9 nights)
1 bed/1 bath, sleeps 4
$1,821 ($202/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)