Winter Timeshare Rentals in Disney World

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 10–14, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$719 ($180/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 11–15, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$977 ($244/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$971 ($139/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 11–15, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$719 ($180/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 11–16, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$595 ($119/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 11–16, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$862 ($172/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 11–15, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$511 ($128/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,119 ($160/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 11–14, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$424 ($141/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 11–16, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,144 ($229/night)

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Boulder Ridge Villas at Disney's Wilderness Lodge

Lake Buena Vista, Florida

Dec 11–17, 2026 (6 nights)
Studio/1 bath, sleeps 5
$5,473 ($912/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 11–18, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$746 ($107/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,427 ($204/night)

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Marriott's Lakeshore Reserve

Orlando, Florida

Dec 11–17, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$2,423 ($404/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 12–17, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$670 ($134/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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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 12–18, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$786 ($131/night)

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Westgate Town Center

Kissimmee, Florida

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/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 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 13–18, 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 13–19, 2026 (6 nights)
3 bed/2 bath, sleeps 10
$1,497 ($250/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)
3 bed/2 bath, sleeps 10
$932 ($186/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 13–20, 2026 (7 nights)
3 bed/2 bath, sleeps 10
$2,057 ($294/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,286 ($184/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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Disney's Animal Kingdom Villas - Kidani Village

Lake Buena Vista, Florida

Dec 13–18, 2026 (5 nights)
Studio/1 bath, sleeps 4
$2,363 ($473/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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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

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

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Bay Lake Tower at Disney's Contemporary Resort

Lake Buena Vista, Florida

Dec 13–18, 2026 (5 nights)
Studio/1 bath, sleeps 4
$3,442 ($688/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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Vacation Village at Parkway

Kissimmee, Florida

Dec 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,440 ($206/night)

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Westgate Town Center

Kissimmee, Florida

Dec 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,925 ($275/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
$271 ($90/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,638 ($234/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 13–20, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$870 ($124/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
$1,082 ($216/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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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–18, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$415 ($83/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 14–19, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$857 ($171/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 14–19, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$613 ($123/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 14–17, 2026 (3 nights)
3 bed/2 bath, sleeps 10
$559 ($186/night)

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Disney's Old Key West Resort

Lake Buena Vista, Florida

Dec 14–21, 2026 (7 nights)
Studio/1 bath, sleeps 4
$3,339 ($477/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 14–19, 2026 (5 nights)
3 bed/2 bath, sleeps 10
$1,312 ($262/night)