Winter Timeshare Rentals in Greater Orlando

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 20–26, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$1,590 ($265/night)

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Disney's Polynesian Villas & Bungalows

Lake Buena Vista, Florida

Dec 20–26, 2026 (6 nights)
Studio/1 bath, sleeps 5
$4,640 ($773/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 20–26, 2026 (6 nights)
2 bed/2 bath, sleeps 6
$2,153 ($359/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 20, 2026 – Jan 1, 2027 (12 nights)
1 bed/1 bath, sleeps 4
$2,345 ($195/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,314 ($331/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 20–27, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,978 ($283/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,230 ($461/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 Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 21–24, 2026 (3 nights)
3 bed/2 bath, sleeps 10
$959 ($320/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 21–24, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$719 ($240/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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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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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 21–24, 2026 (3 nights)
2 bed/2 bath, sleeps 6
$959 ($320/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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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 21–26, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,605 ($321/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 Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–26, 2026 (4 nights)
2 bed/2 bath, sleeps 6
$1,524 ($381/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
$826 ($206/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)
3 bed/2 bath, sleeps 10
$1,524 ($381/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 Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–30, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$2,214 ($277/night)

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Marriott's Cypress Harbour Villas

Orlando, Florida

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

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Bay Lake Tower at Disney's Contemporary Resort

Lake Buena Vista, Florida

Dec 22–26, 2026 (4 nights)
Studio/1 bath, sleeps 4
$3,077 ($769/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 22–28, 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 22–30, 2026 (8 nights)
1 bed/1 bath, sleeps 4
$1,647 ($206/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 22–25, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$463 ($154/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 22–25, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$415 ($138/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 22–25, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$271 ($90/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 6
$959 ($320/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
$719 ($240/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–25, 2026 (3 nights)
3 bed/2 bath, sleeps 10
$959 ($320/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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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 Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23–27, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$941 ($235/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 23–30, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$839 ($120/night)

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Disney's BoardWalk Villas

Lake Buena Vista, Florida

Dec 23–28, 2026 (5 nights)
Studio/1 bath, sleeps 5
$4,063 ($813/night)

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Disney's BoardWalk Villas

Lake Buena Vista, Florida

Dec 23–27, 2026 (4 nights)
Studio/1 bath, sleeps 5
$2,313 ($578/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23–30, 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 23–30, 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 23–27, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$1,268 ($317/night)

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The Villas at Disney's Grand Floridian Resort & Spa

Lake Buena Vista, Florida

Dec 23–29, 2026 (6 nights)
Studio/1 bath, sleeps 5
$5,558 ($926/night)

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WorldMark Orlando – Reunion

Kissimmee, Florida

Dec 23–30, 2026 (7 nights)
3 bed/3 bath, sleeps 8
$2,641 ($377/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23–27, 2026 (4 nights)
3 bed/2 bath, sleeps 10
$1,769 ($442/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23–27, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,268 ($317/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 23–28, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,312 ($262/night)