Winter Timeshare Rentals in Greater Orlando

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 11–20, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$1,778 ($198/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 12–15, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$451 ($150/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 12–15, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$451 ($150/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 12–15, 2026 (3 nights)
3 bed/2 bath, sleeps 10
$684 ($228/night)

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Westgate Town Center

Kissimmee, Florida

Dec 12–19, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,314 ($331/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 12–15, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$355 ($118/night)

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Disney's Riviera Resort

Lake Buena Vista, Florida

Dec 12–16, 2026 (4 nights)
Studio/1 bath, sleeps 5
$2,556 ($639/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 12–19, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,180 ($169/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 12–19, 2026 (7 nights)
3 bed/2 bath, sleeps 10
$1,804 ($258/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,180 ($169/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 12–19, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$866 ($124/night)

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Marriott's Lakeshore Reserve

Orlando, Florida

Dec 12–19, 2026 (7 nights)
2 bed/2.5 bath, sleeps 8
$5,475 ($782/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 12–16, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$555 ($139/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 12–18, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$786 ($131/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 12–18, 2026 (6 nights)
3 bed/2 bath, sleeps 10
$1,242 ($207/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 12–18, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$573 ($95/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 12–18, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$786 ($131/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 12–16, 2026 (4 nights)
3 bed/2 bath, sleeps 10
$870 ($218/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 12–18, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,277 ($213/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 12–16, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$555 ($139/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 12–18, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$986 ($164/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 12–16, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$427 ($107/night)

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Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Dec 12–18, 2026 (6 nights)
Studio/1 bath, sleeps 4
$2,379 ($397/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,365 ($195/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–19, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$972 ($162/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–18, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$577 ($115/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–18, 2026 (5 nights)
3 bed/2 bath, sleeps 10
$932 ($186/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–17, 2026 (4 nights)
3 bed/2 bath, sleeps 10
$746 ($186/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–21, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$1,603 ($200/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,314 ($331/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 13–19, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$986 ($164/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 13–19, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,277 ($213/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–19, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$972 ($162/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–16, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$367 ($122/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–17, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$471 ($118/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–20, 2026 (7 nights)
3 bed/2 bath, sleeps 10
$2,057 ($294/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–19, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$693 ($115/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–27, 2026 (14 nights)
1 bed/1 bath, sleeps 4
$3,321 ($237/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–20, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$986 ($141/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–20, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,365 ($195/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–17, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$471 ($118/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–17, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$343 ($86/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–16, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$367 ($122/night)

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Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Dec 13–19, 2026 (6 nights)
Studio/1 bath, sleeps 4
$2,903 ($484/night)

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Vacation Village at Parkway

Kissimmee, Florida

Dec 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

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Disney's Animal Kingdom Villas - Kidani Village

Lake Buena Vista, Florida

Dec 13–16, 2026 (3 nights)
Studio/1 bath, sleeps 4
$1,640 ($547/night)

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Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Dec 13–19, 2026 (6 nights)
Studio/1 bath, sleeps 4
$2,074 ($346/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–16, 2026 (3 nights)
3 bed/2 bath, sleeps 10
$559 ($186/night)