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 Ocean Pointe
Palm Beach Shores, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,494 ($642/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,978 ($283/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 13–16, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $875 ($292/night)
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The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Feb 13–14, 2027 (1 night)
- Studio/1 bath, sleeps 5
- $629 ($629/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 13–22, 2027 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,312 ($146/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 13–16, 2027 (3 nights)
- Studio/1 bath, sleeps 5
- $1,515 ($505/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 13–16, 2027 (3 nights)
- Studio/1 bath, sleeps 5
- $1,515 ($505/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $11,470 ($1,639/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,800 ($1,257/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 13–27, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,932 ($281/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 13–20, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $6,892 ($985/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 13–20, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,711 ($387/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 13–27, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $2,920 ($209/night)
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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Feb 13–18, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $3,720 ($744/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 13–22, 2027 (9 nights)
- 3 bed/2 bath, sleeps 10
- $3,583 ($398/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 13–22, 2027 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,935 ($215/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,290 ($1,327/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 13–17, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $826 ($206/night)
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Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 13–20, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,260 ($323/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,510 ($930/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 13–16, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $648 ($216/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 13–14, 2027 (1 night)
- Studio/1 bath, sleeps 5
- $579 ($579/night)
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Holiday Inn Club Vacations Cape Canaveral Beach Resort
Cape Canaveral, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 13–23, 2027 (10 nights)
- 2 bed/2 bath, sleeps 8
- $2,837 ($284/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 13–23, 2027 (10 nights)
- 3 bed/2 bath, sleeps 10
- $3,897 ($390/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 13–19, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,180 ($197/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,346 ($907/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Feb 13–20, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,472 ($496/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,924 ($1,561/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 13–23, 2027 (10 nights)
- 1 bed/1 bath, sleeps 4
- $2,109 ($211/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,617 ($517/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,015 ($859/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,501 ($1,357/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 13–19, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,590 ($265/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,290 ($1,327/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 13–19, 2027 (6 nights)
- 3 bed/2 bath, sleeps 10
- $2,153 ($359/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,471 ($210/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,949 ($564/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,112 ($588/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,816 ($1,545/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,004 ($572/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 13–22, 2027 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,602 ($289/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,731 ($533/night)
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Marriott's Villas at Doral
Miami, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,022 ($432/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 13–22, 2027 (9 nights)
- 2 bed/2 bath, sleeps 8
- $1,839 ($204/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 13–22, 2027 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,454 ($273/night)