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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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,355 ($765/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 30 – Feb 9, 2027 (10 nights)
- 2 bed/2 bath, sleeps 6
- $2,924 ($292/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 30 – Feb 9, 2027 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,607 ($161/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 30 – Feb 9, 2027 (10 nights)
- 3 bed/2 bath, sleeps 10
- $2,924 ($292/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 30 – Feb 13, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $2,288 ($163/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 30 – Feb 13, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $4,337 ($310/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 30 – Feb 13, 2027 (14 nights)
- 3 bed/2 bath, sleeps 10
- $4,215 ($301/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 30 – Feb 13, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $3,378 ($241/night)
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Vistana Beach Club
Jensen Beach, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,911 ($844/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,692 ($813/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,831 ($547/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Jan 31 – Feb 5, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,558 ($512/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Jan 31 – Feb 6, 2027 (6 nights)
- Studio/1 bath, sleeps 4
- $2,833 ($472/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 31 – Feb 6, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,339 ($223/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 31 – Feb 6, 2027 (6 nights)
- 3 bed/2 bath, sleeps 10
- $1,642 ($274/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 31 – Feb 6, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,821 ($304/night)
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The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Jan 31 – Feb 5, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $3,032 ($606/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Jan 31 – Feb 4, 2027 (4 nights)
- Studio/1 bath, sleeps 5
- $2,143 ($536/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 31 – Feb 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,673 ($239/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 31 – Feb 7, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,878 ($268/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 31 – Feb 6, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $892 ($149/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Jan 31 – Feb 1, 2027 (1 night)
- Studio/1 bath, sleeps 4
- $343 ($343/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Jan 31 – Feb 1, 2027 (1 night)
- Studio/1 bath, sleeps 2
- $379 ($379/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $13,105 ($1,872/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 31 – Feb 6, 2027 (6 nights)
- 2 bed/2 bath, sleeps 6
- $1,642 ($274/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 31 – Feb 7, 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 31 – Feb 7, 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 31 – Feb 7, 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 31 – Feb 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 1–6, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,185 ($237/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 1–6, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $626 ($125/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 1–6, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $924 ($185/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,707 ($1,530/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 1–6, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,528 ($306/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,437 ($1,062/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 1–6, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,141 ($228/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 1–7, 2027 (6 nights)
- 3 bed/3 bath, sleeps 10
- $6,565 ($1,094/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 1–5, 2027 (4 nights)
- 3 bed/3 bath, sleeps 10
- $3,840 ($960/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Feb 1–5, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,026 ($507/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 1–13, 2027 (12 nights)
- 2 bed/2 bath, sleeps 8
- $2,794 ($233/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 1–13, 2027 (12 nights)
- 2 bed/2 bath, sleeps 8
- $2,179 ($182/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 1–13, 2027 (12 nights)
- 1 bed/1 bath, sleeps 4
- $1,488 ($124/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 1–8, 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- Feb 1–8, 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- Feb 1–8, 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- Feb 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,039 ($291/night)