Winter Timeshare Rentals in Florida

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Marriott's Harbour Lake

Orlando, Florida

Jan 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,769 ($253/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 3–10, 2027 (7 nights)
3 bed/2 bath, sleeps 10
$2,039 ($291/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Jan 3–9, 2027 (6 nights)
Studio/1 bath, sleeps 4
$1,932 ($322/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 3–10, 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 3–8, 2027 (5 nights)
2 bed/2 bath, sleeps 6
$1,242 ($248/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 3–16, 2027 (13 nights)
1 bed/1 bath, sleeps 4
$2,000 ($154/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Jan 3–10, 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

Jan 3–9, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$1,339 ($223/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 3–16, 2027 (13 nights)
2 bed/2 bath, sleeps 8
$3,949 ($304/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 3–16, 2027 (13 nights)
3 bed/2 bath, sleeps 10
$3,657 ($281/night)

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Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Jan 3–9, 2027 (6 nights)
1 bed/1 bath, sleeps 5
$3,077 ($513/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 3–9, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,821 ($304/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 3–10, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$559 ($80/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 3–10, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$808 ($115/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,334 ($191/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,365 ($195/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 3–9, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,145 ($191/night)

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The Villas at Disney's Grand Floridian Resort & Spa

Lake Buena Vista, Florida

Jan 3–6, 2027 (3 nights)
Studio/1 bath, sleeps 5
$1,581 ($527/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 3–9, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,172 ($195/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 3–10, 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

Jan 3–8, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$666 ($133/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 3–16, 2027 (13 nights)
1 bed/1 bath, sleeps 4
$1,039 ($80/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 4–11, 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 4–11, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$2,039 ($291/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 4–7, 2027 (3 nights)
2 bed/2 bath, sleeps 6
$746 ($249/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Jan 4–8, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$2,641 ($660/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 4–10, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$986 ($164/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 4–11, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,153 ($308/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 4–11, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,513 ($502/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 4–11, 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 4–7, 2027 (3 nights)
1 bed/1 bath, sleeps 4
$603 ($201/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 4–10, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$1,475 ($246/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 4–7, 2027 (3 nights)
2 bed/2 bath, sleeps 8
$896 ($299/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 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

Jan 4–11, 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 4–7, 2027 (3 nights)
3 bed/2 bath, sleeps 10
$746 ($249/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 4–10, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,860 ($310/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 4–7, 2027 (3 nights)
1 bed/1 bath, sleeps 4
$415 ($138/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 4–10, 2027 (6 nights)
2 bed/2 bath, sleeps 6
$1,795 ($299/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 4–11, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,565 ($938/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 4–11, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,966 ($852/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 5–12, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,119 ($160/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 5–12, 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

Jan 5–12, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$2,039 ($291/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 5–12, 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 5–12, 2027 (7 nights)
3 bed/2 bath, sleeps 10
$2,039 ($291/night)

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Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Jan 5–10, 2027 (5 nights)
Studio/1 bath, sleeps 4
$1,935 ($387/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 5–12, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,153 ($308/night)