Winter Timeshare Rentals
Winter getaways are always popular, making now the perfect time to secure exclusive timeshare deals for your seasonal escape! Whether you're dreaming of a snowy mountain retreat or a warm-weather getaway, these timeshare rentals offer the perfect setting to make your winter vacation unforgettable.
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 8–12, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $555 ($139/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,211 ($173/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 8–15, 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 8–11, 2026 (3 nights)
- 3 bed/2 bath, sleeps 10
- $559 ($186/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 8–11, 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 8–12, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $870 ($218/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 9–13, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($128/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 9–13, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $995 ($249/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 9–12, 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 9–12, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $355 ($118/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 9–12, 2026 (3 nights)
- 3 bed/2 bath, sleeps 10
- $684 ($228/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 10–13, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $439 ($146/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 10–13, 2026 (3 nights)
- 3 bed/2 bath, sleeps 10
- $808 ($269/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 10–13, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $535 ($178/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 11–19, 2026 (8 nights)
- 3 bed/2 bath, sleeps 10
- $2,109 ($264/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–20, 2026 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,275 ($253/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 11–16, 2026 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,180 ($236/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 11–19, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,039 ($130/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–20, 2026 (9 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($184/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 11–20, 2026 (9 nights)
- 3 bed/2 bath, sleeps 10
- $2,667 ($296/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 11–16, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $764 ($153/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 11–15, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $648 ($162/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 Cypress Palms
Kissimmee, Florida- Dec 11–20, 2026 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,185 ($132/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 11–20, 2026 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,330 ($148/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
- $439 ($146/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–19, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,943 ($243/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 Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
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Disney's Beach Club Villas
Lake Buena Vista, Florida- Dec 11–16, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $3,077 ($615/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
- $995 ($142/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 11–15, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $995 ($249/night)
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Disney's Beach Club Villas
Lake Buena Vista, Florida- Dec 11–16, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $3,077 ($615/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 11–16, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($117/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–19, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,012 ($127/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
- $599 ($200/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–19, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,436 ($179/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 11–18, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $1,550 ($221/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 11–15, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($128/night)
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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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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $4,267 ($610/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Dec 12–14, 2026 (2 nights)
- Studio/1 bath, sleeps 4
- $981 ($491/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Dec 12–16, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $2,471 ($618/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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The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Dec 12–18, 2026 (6 nights)
- Studio/1 bath, sleeps 5
- $4,381 ($730/night)
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The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $5,205 ($744/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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Marriott's Lakeshore Reserve
Orlando, Florida- Dec 12–19, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 8
- $5,475 ($782/night)