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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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Jan 22–25, 2027 (3 nights)
- Studio/1 bath, sleeps 4
- $1,250 ($417/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 22–25, 2027 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,057 ($352/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 22–25, 2027 (3 nights)
- 3 bed/2 bath, sleeps 10
- $1,057 ($352/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 22–25, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $876 ($292/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 22–25, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($195/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Jan 23–24, 2027 (1 night)
- Studio/1 bath, sleeps 5
- $639 ($639/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Jan 23–30, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,831 ($404/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 23–30, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/night)
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Disney's Beach Club Villas
Lake Buena Vista, Florida- Jan 23–30, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $4,224 ($603/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Jan 23 – Feb 2, 2027 (10 nights)
- 2 bed/2 bath, sleeps 8
- $6,783 ($678/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 23–30, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)
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Copper Creek Villas & Cabins at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Jan 23–28, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,759 ($552/night)
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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Jan 23–25, 2027 (2 nights)
- Studio/1 bath, sleeps 5
- $1,150 ($575/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Jan 23–30, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $4,224 ($603/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 23–30, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,673 ($239/night)
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Holiday Inn Club Vacations Marco Island - Sunset Cove Resort
Marco Island, Florida- Jan 23–30, 2027 (7 nights)
- 3 bed/2 bath, sleeps 8
- $2,914 ($416/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 23–30, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,673 ($239/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Jan 23–28, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $3,186 ($637/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 23–30, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
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Holiday Inn Club Vacations Marco Island - Sunset Cove Resort
Marco Island, Florida- Jan 23–30, 2027 (7 nights)
- 3 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Holiday Inn Club Vacations Marco Island - Sunset Cove Resort
Marco Island, Florida- Jan 23–30, 2027 (7 nights)
- 3 bed/2 bath, sleeps 8
- $3,284 ($469/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Jan 24–29, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,478 ($496/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 24–31, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)
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Palm Beach Shores Resort and Vacation Villas
Palm Beach Shores, Florida- Jan 24–31, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,238 ($320/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 24–31, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,374 ($625/night)
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Holiday Inn Club Vacations Marco Island - Sunset Cove Resort
Marco Island, Florida- Jan 24 – Feb 7, 2027 (14 nights)
- 3 bed/2 bath, sleeps 8
- $6,565 ($469/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 24–31, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,205 ($315/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Jan 24–29, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $2,554 ($511/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- Jan 24–31, 2027 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $6,565 ($938/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 24–31, 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 24–31, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Jan 24–28, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,065 ($516/night)
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Palm Beach Shores Resort and Vacation Villas
Palm Beach Shores, Florida- Jan 24–31, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,734 ($248/night)
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 24–31, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,112 ($588/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Jan 24–29, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $1,660 ($332/night)
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Disney's Animal Kingdom Villas - Kidani Village
Lake Buena Vista, Florida- Jan 24–27, 2027 (3 nights)
- Studio/1 bath, sleeps 4
- $1,515 ($505/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Jan 24–30, 2027 (6 nights)
- Studio/1 bath, sleeps 4
- $2,758 ($460/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 24–31, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,673 ($239/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Jan 24–29, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,472 ($494/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- Jan 24–28, 2027 (4 nights)
- Studio/1 bath, sleeps 2
- $1,550 ($388/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Jan 24–29, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,379 ($476/night)
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The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Jan 24–26, 2027 (2 nights)
- Studio/1 bath, sleeps 5
- $981 ($491/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Jan 24–30, 2027 (6 nights)
- Studio/1 bath, sleeps 4
- $1,905 ($318/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Jan 24–28, 2027 (4 nights)
- Studio/1 bath, sleeps 5
- $2,327 ($582/night)
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Palm Beach Shores Resort and Vacation Villas
Palm Beach Shores, Florida- Jan 24–31, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,878 ($268/night)
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The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Jan 24–25, 2027 (1 night)
- Studio/1 bath, sleeps 5
- $429 ($429/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Jan 24–28, 2027 (4 nights)
- Studio/1 bath, sleeps 5
- $1,909 ($477/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 24–29, 2027 (5 nights)
- 3 bed/3 bath, sleeps 10
- $3,850 ($770/night)