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 1–4, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $271 ($90/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 1–5, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $706 ($176/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 1–5, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $499 ($125/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Dec 1–5, 2026 (4 nights)
- 1 bed/1 bath, sleeps 5
- $7,010 ($1,752/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 1–4, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $367 ($122/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Dec 1–2, 2026 (1 night)
- Studio/1 bath, sleeps 5
- $622 ($622/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 1–5, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $937 ($234/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 3–6, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $832 ($278/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,119 ($160/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
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Westgate Lakes Resort & Spa
Orlando, Florida- Dec 4–11, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $971 ($139/night)
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Westgate Town Center
Kissimmee, Florida- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,022 ($432/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,427 ($204/night)
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Grand Beach Resort
Orlando, Florida- Dec 5–12, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $1,660 ($237/night)
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Blue Tree Resort at Lake Buena Vista
Orlando, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $760 ($109/night)
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Sheraton Vistana Resort
Orlando, Florida- Dec 5–9, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($332/night)
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Parc Soleil by Hilton Grand Vacations
Orlando, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
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Vacation Village at Parkway
Kissimmee, Florida- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,385 ($198/night)
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Hilton Grand Vacations at SeaWorld
Orlando, Florida- Dec 6–13, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $2,478 ($354/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 6–12, 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 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($190/night)
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Westgate Lakes Resort & Spa
Orlando, Florida- Dec 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $777 ($111/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 6–12, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $892 ($149/night)
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Silver Lake Resort
Kissimmee, Florida- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 6–12, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,092 ($182/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 7–12, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $499 ($100/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,127 ($161/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 7–11, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $604 ($151/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 7–11, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $343 ($86/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $755 ($108/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 7–10, 2026 (3 nights)
- 3 bed/2 bath, sleeps 10
- $559 ($186/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 7–11, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $535 ($134/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 7–10, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $367 ($122/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,444 ($206/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 7–12, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $941 ($188/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 7–12, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $759 ($152/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 7–11, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $471 ($118/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 9–12, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $499 ($166/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 9–12, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $639 ($213/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 9–12, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $355 ($118/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 10–13, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $439 ($146/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 10–13, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $586 ($195/night)
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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 10–13, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $826 ($275/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 10–15, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $852 ($170/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 10–15, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,128 ($226/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 10–14, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $977 ($244/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 10–15, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($117/night)