Winter Timeshare Rentals in Disney World

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 27, 2026 – Jan 1, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,198 ($240/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 27, 2026 – Jan 1, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$888 ($178/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 27, 2026 – Jan 2, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$693 ($115/night)

Marriott's Grande Vista

Orlando, Florida

Dec 27, 2026 – Jan 2, 2027 (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 27–30, 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 27–30, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$719 ($240/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,077 ($440/night)

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Marriott's Harbour Lake

Orlando, Florida

Dec 27, 2026 – Jan 1, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,932 ($386/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 27, 2026 – Jan 4, 2027 (8 nights)
2 bed/2 bath, sleeps 8
$2,158 ($270/night)

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The Villas at Disney's Grand Floridian Resort & Spa

Lake Buena Vista, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
Studio/1 bath, sleeps 5
$5,473 ($782/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 28, 2026 – Jan 2, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$817 ($163/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 28, 2026 – Jan 4, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,295 ($185/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 28–31, 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 28, 2026 – Jan 2, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$937 ($187/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,923 ($275/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 28–31, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$719 ($240/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 28–31, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$271 ($90/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 28–31, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$463 ($154/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 28, 2026 – Jan 2, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$990 ($198/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 28, 2026 – Jan 2, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$523 ($105/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 28, 2026 – Jan 4, 2027 (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 28, 2026 – Jan 2, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,295 ($259/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 28–31, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$415 ($138/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 29, 2026 – Jan 4, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$653 ($109/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 29, 2026 – Jan 1, 2027 (3 nights)
1 bed/1 bath, sleeps 4
$1,297 ($432/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 29, 2026 – Jan 2, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$1,057 ($264/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 29, 2026 – Jan 4, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,687 ($281/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 29, 2026 – Jan 5, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,980 ($283/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 29, 2026 – Jan 5, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,251 ($179/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 29, 2026 – Jan 4, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,003 ($167/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 29, 2026 – Jan 4, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,238 ($206/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 29, 2026 – Jan 4, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$1,119 ($186/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 29, 2026 – Jan 2, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$759 ($190/night)

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Marriott's Lakeshore Reserve

Orlando, Florida

Dec 30, 2026 – Jan 2, 2027 (3 nights)
2 bed/2 bath, sleeps 8
$1,987 ($662/night)

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Disney's Polynesian Villas & Bungalows

Lake Buena Vista, Florida

Dec 30, 2026 – Jan 4, 2027 (5 nights)
Studio/1 bath, sleeps 5
$3,976 ($795/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 30, 2026 – Jan 3, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$808 ($202/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 30, 2026 – Jan 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,038 ($291/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 30, 2026 – Jan 3, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$1,154 ($288/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 30, 2026 – Jan 2, 2027 (3 nights)
1 bed/1 bath, sleeps 4
$582 ($194/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 30, 2026 – Jan 4, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$941 ($188/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 30, 2026 – Jan 4, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,450 ($290/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 30, 2026 – Jan 6, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,207 ($172/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 30, 2026 – Jan 5, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,745 ($291/night)

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Disney's Beach Club Villas

Lake Buena Vista, Florida

Dec 30, 2026 – Jan 2, 2027 (3 nights)
Studio/1 bath, sleeps 5
$2,238 ($746/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 30, 2026 – Jan 2, 2027 (3 nights)
2 bed/2 bath, sleeps 8
$817 ($272/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 30, 2026 – Jan 5, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$1,074 ($179/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 31, 2026 – Jan 5, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,508 ($302/night)

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Disney's Riviera Resort

Lake Buena Vista, Florida

Dec 31, 2026 – Jan 2, 2027 (2 nights)
Studio/1 bath, sleeps 5
$1,509 ($755/night)