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 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 4–8, 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 4–10, 2027 (6 nights)
- 3 bed/2 bath, sleeps 10
- $1,795 ($299/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 4–12, 2027 (8 nights)
- 3 bed/2 bath, sleeps 10
- $2,283 ($285/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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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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The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Feb 5–7, 2027 (2 nights)
- Studio/1 bath, sleeps 5
- $1,257 ($629/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
- $2,153 ($308/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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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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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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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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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 5–11, 2027 (6 nights)
- Studio/1 bath, sleeps 5
- $3,090 ($515/night)
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Hilton Grand Vacations at McAlpin-Ocean Plaza
Miami Beach, Florida- Feb 5–12, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,478 ($354/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
- $3,839 ($548/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–11, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,396 ($279/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–11, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $759 ($152/night)
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Westgate Vacation Villas
Kissimmee, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,486 ($212/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $3,913 ($559/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,072 ($1,296/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–15, 2027 (9 nights)
- 3 bed/2 bath, sleeps 10
- $3,073 ($341/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–15, 2027 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,833 ($315/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–15, 2027 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,651 ($183/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–20, 2027 (14 nights)
- 3 bed/2 bath, sleeps 10
- $4,886 ($349/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–20, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $2,637 ($188/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,629 ($233/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $866 ($124/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,288 ($1,327/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,290 ($1,327/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,167 ($595/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,268 ($181/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,647 ($1,092/night)
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Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,986 ($284/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,154 ($451/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,464 ($1,066/night)
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Shell Island Beach Club
Sanibel Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,209 ($316/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–20, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $4,163 ($297/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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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $3,913 ($559/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,072 ($1,296/night)
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Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($276/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 6–11, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $2,706 ($541/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,968 ($424/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,185 ($169/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–14, 2027 (8 nights)
- 3 bed/2 bath, sleeps 10
- $2,759 ($345/night)