Winter Timeshare Rentals in Greater Orlando

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 14–21, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$839 ($120/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 14–18, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$1,271 ($318/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 14–19, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,566 ($313/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 14–19, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$852 ($170/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 14–18, 2027 (4 nights)
3 bed/2 bath, sleeps 10
$1,304 ($326/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 14–18, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$719 ($180/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 14–18, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$1,077 ($269/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 14–19, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$1,276 ($255/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 14–18, 2027 (4 nights)
2 bed/2 bath, sleeps 6
$1,304 ($326/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 15–19, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$719 ($180/night)

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Disney's Old Key West Resort

Lake Buena Vista, Florida

Jan 15–21, 2027 (6 nights)
Studio/1 bath, sleeps 4
$2,471 ($412/night)

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Boulder Ridge Villas at Disney's Wilderness Lodge

Lake Buena Vista, Florida

Jan 15–19, 2027 (4 nights)
Studio/1 bath, sleeps 5
$2,255 ($564/night)

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Disney's Animal Kingdom Villas - Kidani Village

Lake Buena Vista, Florida

Jan 15–22, 2027 (7 nights)
Studio/1 bath, sleeps 4
$2,903 ($415/night)

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The Villas at Disney's Grand Floridian Resort & Spa

Lake Buena Vista, Florida

Jan 15–18, 2027 (3 nights)
Studio/1 bath, sleeps 5
$1,640 ($547/night)

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Copper Creek Villas & Cabins at Disney's Wilderness Lodge

Lake Buena Vista, Florida

Jan 15–17, 2027 (2 nights)
Studio/1 bath, sleeps 4
$924 ($462/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 15–18, 2027 (3 nights)
1 bed/1 bath, sleeps 4
$586 ($195/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 15–18, 2027 (3 nights)
2 bed/2 bath, sleeps 6
$1,057 ($352/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 15–23, 2027 (8 nights)
1 bed/1 bath, sleeps 4
$1,039 ($130/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 15–23, 2027 (8 nights)
2 bed/2 bath, sleeps 8
$1,524 ($190/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 15–23, 2027 (8 nights)
2 bed/2 bath, sleeps 8
$1,961 ($245/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 15–18, 2027 (3 nights)
1 bed/1 bath, sleeps 4
$876 ($292/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 15–18, 2027 (3 nights)
2 bed/2 bath, sleeps 8
$973 ($324/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 15–19, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$1,271 ($318/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 15–19, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$1,077 ($269/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 15–18, 2027 (3 nights)
3 bed/2 bath, sleeps 10
$1,057 ($352/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 15–22, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,119 ($160/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 15–22, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,153 ($308/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 15–22, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,673 ($239/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 15–22, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$2,039 ($291/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 15–22, 2027 (7 nights)
3 bed/2 bath, sleeps 10
$2,039 ($291/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 15–23, 2027 (8 nights)
1 bed/1 bath, sleeps 4
$2,004 ($251/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 15–19, 2027 (4 nights)
2 bed/2 bath, sleeps 6
$1,304 ($326/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 15–23, 2027 (8 nights)
1 bed/1 bath, sleeps 4
$1,343 ($168/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 15–23, 2027 (8 nights)
2 bed/2 bath, sleeps 8
$2,484 ($311/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 15–23, 2027 (8 nights)
3 bed/2 bath, sleeps 10
$2,436 ($305/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 15–23, 2027 (8 nights)
2 bed/2 bath, sleeps 6
$2,436 ($305/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 15–19, 2027 (4 nights)
3 bed/2 bath, sleeps 10
$1,304 ($326/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 16–23, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,673 ($239/night)

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Boulder Ridge Villas at Disney's Wilderness Lodge

Lake Buena Vista, Florida

Jan 16–21, 2027 (5 nights)
Studio/1 bath, sleeps 5
$2,345 ($469/night)

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Boulder Ridge Villas at Disney's Wilderness Lodge

Lake Buena Vista, Florida

Jan 16–17, 2027 (1 night)
Studio/1 bath, sleeps 5
$586 ($586/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 16–29, 2027 (13 nights)
1 bed/1 bath, sleeps 4
$2,990 ($230/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 16–29, 2027 (13 nights)
3 bed/2 bath, sleeps 10
$3,657 ($281/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 16–29, 2027 (13 nights)
2 bed/2 bath, sleeps 8
$3,949 ($304/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 16–29, 2027 (13 nights)
1 bed/1 bath, sleeps 4
$2,000 ($154/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 16–23, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$2,039 ($291/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 16–23, 2027 (7 nights)
3 bed/2 bath, sleeps 10
$2,039 ($291/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 16–23, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,119 ($160/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 16–23, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,153 ($308/night)