Winter Timeshare Rentals in Florida

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–16, 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 9–12, 2027 (3 nights)
1 bed/1 bath, sleeps 4
$739 ($246/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–23, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$4,280 ($306/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–13, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$626 ($157/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–17, 2027 (8 nights)
1 bed/1 bath, sleeps 4
$1,343 ($168/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–17, 2027 (8 nights)
2 bed/2 bath, sleeps 6
$2,436 ($305/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 9–15, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$487 ($81/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 9–16, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$559 ($80/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 9–16, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$808 ($115/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,334 ($191/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,748 ($821/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–17, 2027 (8 nights)
2 bed/2 bath, sleeps 8
$2,484 ($311/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–17, 2027 (8 nights)
3 bed/2 bath, sleeps 10
$2,436 ($305/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–17, 2027 (8 nights)
1 bed/1 bath, sleeps 4
$2,004 ($251/night)

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Marriott's Villas at Doral

Miami, Florida

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,077 ($440/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,085 ($869/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–12, 2027 (3 nights)
1 bed/1 bath, sleeps 4
$499 ($166/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–12, 2027 (3 nights)
3 bed/2 bath, sleeps 10
$901 ($300/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–13, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$1,232 ($308/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,179 ($740/night)

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Disney's Old Key West Resort

Lake Buena Vista, Florida

Jan 9–16, 2027 (7 nights)
Studio/1 bath, sleeps 4
$2,831 ($404/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Jan 9–16, 2027 (7 nights)
Studio/1 bath, sleeps 4
$2,309 ($330/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,565 ($938/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 9–15, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,172 ($195/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 9–15, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,145 ($191/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–13, 2027 (4 nights)
2 bed/2 bath, sleeps 6
$1,150 ($287/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–13, 2027 (4 nights)
3 bed/2 bath, sleeps 10
$1,150 ($287/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–12, 2027 (3 nights)
2 bed/2 bath, sleeps 6
$901 ($300/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 10–17, 2027 (7 nights)
3 bed/2 bath, sleeps 10
$2,039 ($291/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 10–16, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$693 ($115/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 10–17, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$559 ($80/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 10–17, 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 10–17, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,365 ($195/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 10–23, 2027 (13 nights)
1 bed/1 bath, sleeps 4
$2,000 ($154/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 10–23, 2027 (13 nights)
2 bed/2 bath, sleeps 8
$3,949 ($304/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 10–17, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,671 ($810/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 10–23, 2027 (13 nights)
2 bed/2 bath, sleeps 6
$3,657 ($281/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 10–17, 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 10–17, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,119 ($160/night)

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Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Jan 10–15, 2027 (5 nights)
Studio/1 bath, sleeps 4
$1,462 ($292/night)

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Hyatt Sunset Harbor Resort

Key West, Florida

Jan 10–17, 2027 (7 nights)
2 bed/2.5 bath, sleeps 6
$5,693 ($813/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 10–17, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$808 ($115/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 10–16, 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 10–15, 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 10–23, 2027 (13 nights)
3 bed/2 bath, sleeps 10
$3,657 ($281/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 10–17, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,129 ($876/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 10–16, 2027 (6 nights)
3 bed/3 bath, sleeps 10
$6,510 ($1,085/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 10–23, 2027 (13 nights)
1 bed/1 bath, sleeps 4
$2,990 ($230/night)