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- Jan 29 – Feb 5, 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 29 – Feb 5, 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 29 – Feb 7, 2027 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,568 ($174/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 29 – Feb 7, 2027 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,815 ($313/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 29 – Feb 7, 2027 (9 nights)
- 3 bed/2 bath, sleeps 10
- $2,833 ($315/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 29 – Feb 5, 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 29 – Feb 5, 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 29 – Feb 7, 2027 (9 nights)
- 1 bed/1 bath, sleeps 4
- $2,336 ($260/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
- $5,802 ($829/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
- $6,129 ($876/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 30 – Feb 6, 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 30 – Feb 6, 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 30 – Feb 6, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/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 Old Key West Resort
Lake Buena Vista, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,321 ($474/night)
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Fantasy Island Resort II
Daytona Beach Shores, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,769 ($253/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/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
- $6,085 ($869/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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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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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 7, 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 30 – Feb 7, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,484 ($311/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
- $6,129 ($876/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 8
- $3,070 ($307/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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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)
- 1 bed/1 bath, sleeps 4
- $2,288 ($163/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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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $3,871 ($553/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 30 – Feb 7, 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 30 – Feb 7, 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 30 – Feb 9, 2027 (10 nights)
- 1 bed/1 bath, sleeps 4
- $2,399 ($240/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 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 8, 2027 (9 nights)
- 3 bed/2 bath, sleeps 10
- $2,680 ($298/night)
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Palm Beach Shores Resort and Vacation Villas
Palm Beach Shores, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($315/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 31 – Feb 13, 2027 (13 nights)
- 1 bed/1 bath, sleeps 4
- $2,065 ($159/night)
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The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Jan 31 – Feb 3, 2027 (3 nights)
- Studio/1 bath, sleeps 5
- $1,642 ($547/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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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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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,765 ($252/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 31 – Feb 13, 2027 (13 nights)
- 3 bed/2 bath, sleeps 10
- $3,818 ($294/night)
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Hyatt Beach House Resort
Key West, Florida- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,031 ($576/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 31 – Feb 13, 2027 (13 nights)
- 2 bed/2 bath, sleeps 8
- $4,006 ($308/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 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)