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- Feb 2–9, 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 2–7, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,550 ($310/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 2–7, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,276 ($255/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,128 ($875/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 2–8, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,568 ($261/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 2–8, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,207 ($201/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 2–8, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $826 ($138/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 2–8, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,475 ($246/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 2–3, 2027 (1 night)
- Studio/1 bath, sleeps 5
- $506 ($506/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 3–10, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $3,818 ($545/night)
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Copper Creek Villas & Cabins at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Feb 3–8, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,301 ($460/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 3–7, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,077 ($269/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 3–7, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $719 ($180/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 3–7, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,304 ($326/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 4–7, 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- Feb 4–8, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,304 ($326/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 4–7, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($195/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 4–8, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $719 ($180/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 4–7, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $876 ($292/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 4–13, 2027 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,397 ($266/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 4–13, 2027 (9 nights)
- 2 bed/2 bath, sleeps 8
- $1,830 ($203/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 4–13, 2027 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,273 ($141/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($712/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 4–8, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,077 ($269/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 5–14, 2027 (9 nights)
- 3 bed/2 bath, sleeps 10
- $3,155 ($351/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,766 ($681/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 5–8, 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- Feb 5–8, 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- Feb 5–19, 2027 (14 nights)
- 3 bed/2 bath, sleeps 10
- $4,725 ($338/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 5–13, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,170 ($271/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 5–14, 2027 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,449 ($272/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 5–13, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,943 ($243/night)
Marriott's Oceana Palms
Riviera Beach, Florida- Feb 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,076 ($868/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 5–12, 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- Feb 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,800 ($1,257/night)
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Holiday Inn Club Vacations Marco Island - Sunset Cove Resort
Marco Island, Florida- Feb 5–12, 2027 (7 nights)
- 3 bed/2 bath, sleeps 8
- $3,649 ($521/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 5–13, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $946 ($118/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 5–12, 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 5–19, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,626 ($259/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,673 ($239/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 5–19, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $2,571 ($184/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,821 ($689/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 5–14, 2027 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,699 ($189/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 5–8, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($195/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Feb 5–9, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $1,462 ($366/night)
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Marriott's Cypress Harbour Villas
Orlando, Florida- Feb 5–10, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($397/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–13, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,201 ($314/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 6–20, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,894 ($207/night)