Winter Timeshare Rentals in Greater Orlando

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Westgate Town Center

Kissimmee, Florida

Dec 18–25, 2026 (7 nights)
4 bed/4 bath, sleeps 16
$2,257 ($322/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)

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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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Bay Lake Tower at Disney's Contemporary Resort

Lake Buena Vista, Florida

Dec 18–20, 2026 (2 nights)
Studio/1 bath, sleeps 4
$1,079 ($539/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–22, 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 18–23, 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 18–24, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$1,743 ($290/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–21, 2026 (3 nights)
2 bed/2 bath, sleeps 6
$1,453 ($484/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–23, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,506 ($301/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–23, 2026 (5 nights)
2 bed/2 bath, sleeps 6
$2,083 ($417/night)

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Disney's BoardWalk Villas

Lake Buena Vista, Florida

Dec 19–24, 2026 (5 nights)
2 bed/2 bath, sleeps 9
$6,020 ($1,204/night)

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Marriott's Harbour Lake

Orlando, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,240 ($463/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19, 2026 – Jan 2, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$2,855 ($204/night)

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Disney's Animal Kingdom Villas - Kidani Village

Lake Buena Vista, Florida

Dec 19–20, 2026 (1 night)
Studio/1 bath, sleeps 4
$415 ($415/night)

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Parc Soleil by Hilton Grand Vacations

Orlando, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$5,453 ($779/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–24, 2026 (5 nights)
3 bed/2 bath, sleeps 10
$1,839 ($368/night)

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Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Dec 19–24, 2026 (5 nights)
Studio/1 bath, sleeps 4
$1,778 ($356/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–31, 2026 (12 nights)
1 bed/1 bath, sleeps 4
$2,458 ($205/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–26, 2026 (7 nights)
3 bed/2 bath, sleeps 10
$4,380 ($626/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,550 ($221/night)

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Sheraton Vistana Villages

Orlando, Florida

Dec 19–24, 2026 (5 nights)
2 bed/2 bath, sleeps 6
$1,110 ($222/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–28, 2026 (9 nights)
1 bed/1 bath, sleeps 4
$1,935 ($215/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19, 2026 – Jan 2, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$3,875 ($277/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,978 ($283/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–24, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$1,352 ($270/night)

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Marriott's Harbour Lake

Orlando, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,840 ($549/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,211 ($173/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–24, 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 19–28, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$3,213 ($357/night)

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Disney's Polynesian Villas & Bungalows

Lake Buena Vista, Florida

Dec 19–24, 2026 (5 nights)
Studio/1 bath, sleeps 5
$4,191 ($838/night)

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Disney's Polynesian Villas & Bungalows

Lake Buena Vista, Florida

Dec 19–24, 2026 (5 nights)
Studio/1 bath, sleeps 5
$3,657 ($731/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–26, 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 19–28, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$2,602 ($289/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–24, 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 19–27, 2026 (8 nights)
1 bed/1 bath, sleeps 4
$1,760 ($220/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,471 ($210/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,314 ($331/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19, 2026 – Jan 1, 2027 (13 nights)
2 bed/2 bath, sleeps 8
$3,544 ($273/night)

Marriott's Grande Vista

Orlando, Florida

Dec 19, 2026 – Jan 2, 2027 (14 nights)
3 bed/3 bath, sleeps 12
$8,745 ($625/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19, 2026 – Jan 1, 2027 (13 nights)
1 bed/1 bath, sleeps 4
$2,632 ($202/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$839 ($120/night)

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Las Palmeras by Hilton Grand Vacations

Orlando, Florida

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 2
$1,550 ($221/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–23, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,114 ($279/night)

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Parc Soleil by Hilton Grand Vacations

Orlando, Florida

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,205 ($315/night)

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Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 4
$3,104 ($443/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,612 ($230/night)