Winter Timeshare Rentals in Greater Orlando

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 15–23, 2026 (8 nights)
1 bed/1 bath, sleeps 4
$1,356 ($170/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 15–22, 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 15–19, 2026 (4 nights)
3 bed/2 bath, sleeps 10
$1,128 ($282/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 15–22, 2026 (7 nights)
3 bed/2 bath, sleeps 10
$2,318 ($331/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 16–22, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$759 ($127/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 16–21, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$1,260 ($252/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 16–21, 2026 (5 nights)
3 bed/2 bath, sleeps 10
$1,821 ($364/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 16–22, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,079 ($180/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 16–21, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$679 ($136/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 16–21, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$946 ($189/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 16–21, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$924 ($185/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 16–21, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,312 ($262/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 16–20, 2026 (4 nights)
3 bed/2 bath, sleeps 10
$1,506 ($376/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 16–22, 2026 (6 nights)
3 bed/2 bath, sleeps 10
$2,135 ($356/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 16–22, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$1,497 ($250/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 16–20, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,021 ($255/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 16–20, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$1,021 ($255/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 16–23, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,277 ($182/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 16–22, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$1,101 ($184/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 16–23, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,734 ($248/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 16–21, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,260 ($252/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 16–23, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,734 ($248/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 16–22, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,497 ($250/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 16–22, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,462 ($244/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 16–20, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$746 ($186/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 16–23, 2026 (7 nights)
3 bed/2 bath, sleeps 10
$2,449 ($350/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)
2 bed/2 bath, sleeps 8
$813 ($203/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 17–22, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,330 ($266/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 17–31, 2026 (14 nights)
1 bed/1 bath, sleeps 4
$2,824 ($202/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 17–24, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,856 ($265/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 17–24, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,856 ($265/night)

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Disney's Animal Kingdom Villas - Jambo House

Lake Buena Vista, Florida

Dec 17–20, 2026 (3 nights)
Studio/1 bath, sleeps 4
$1,759 ($586/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
$1,383 ($277/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
$2,480 ($276/night)

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Disney's Old Key West Resort

Lake Buena Vista, Florida

Dec 17–24, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,903 ($415/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 17–22, 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 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 17–23, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$1,620 ($270/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 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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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 17–20, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$906 ($302/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 17–31, 2026 (14 nights)
2 bed/2 bath, sleeps 8
$3,809 ($272/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 17–24, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,374 ($196/night)