Winter Timeshare Rentals in Florida

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 3–10, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,119 ($160/night)

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Disney's Beach Club Villas

Lake Buena Vista, Florida

Jan 3–6, 2027 (3 nights)
Studio/1 bath, sleeps 5
$1,396 ($465/night)

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Disney's Animal Kingdom Villas - Jambo House

Lake Buena Vista, Florida

Jan 3–6, 2027 (3 nights)
Studio/1 bath, sleeps 4
$1,535 ($512/night)

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Disney's Animal Kingdom Villas - Jambo House

Lake Buena Vista, Florida

Jan 3–8, 2027 (5 nights)
Studio/1 bath, sleeps 4
$1,594 ($319/night)

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Disney's Animal Kingdom Villas - Kidani Village

Lake Buena Vista, Florida

Jan 3–7, 2027 (4 nights)
Studio/1 bath, sleeps 4
$1,277 ($319/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 3–8, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$977 ($195/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 3–8, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$955 ($191/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 3–8, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$577 ($115/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 Ocean Walk

Daytona Beach, Florida

Jan 3–8, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$415 ($83/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 3–16, 2027 (13 nights)
2 bed/2 bath, sleeps 8
$2,519 ($194/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 3–16, 2027 (13 nights)
2 bed/2 bath, sleeps 8
$2,462 ($189/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
$6,129 ($876/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 3–16, 2027 (13 nights)
1 bed/1 bath, sleeps 4
$1,497 ($115/night)

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Bay Lake Tower at Disney's Contemporary Resort

Lake Buena Vista, Florida

Jan 3–5, 2027 (2 nights)
Studio/1 bath, sleeps 4
$1,154 ($577/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 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 3–9, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$892 ($149/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)

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
$5,213 ($745/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 3–9, 2027 (6 nights)
3 bed/2 bath, sleeps 10
$1,642 ($274/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 6
$2,039 ($291/night)

Hyatt Beach House Resort

Key West, Florida

Jan 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$3,295 ($471/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
$6,020 ($860/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
$6,129 ($876/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
$4,412 ($630/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 3–10, 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 3–10, 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 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,153 ($308/night)

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Disney's Riviera Resort

Lake Buena Vista, Florida

Jan 3–6, 2027 (3 nights)
Studio/1 bath, sleeps 5
$1,909 ($636/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 6
$1,642 ($274/night)

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Disney's Animal Kingdom Villas - Jambo House

Lake Buena Vista, Florida

Jan 3–9, 2027 (6 nights)
Studio/1 bath, sleeps 4
$1,961 ($327/night)

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Copper Creek Villas & Cabins at Disney's Wilderness Lodge

Lake Buena Vista, Florida

Jan 3–8, 2027 (5 nights)
Studio/1 bath, sleeps 4
$2,232 ($446/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

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

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 3–6, 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 3–6, 2027 (3 nights)
3 bed/2 bath, sleeps 10
$746 ($249/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
$6,129 ($876/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 3–6, 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 3–8, 2027 (5 nights)
3 bed/2 bath, sleeps 10
$1,242 ($248/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
$1,003 ($201/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 8
$1,488 ($298/night)

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Disney's Old Key West Resort

Lake Buena Vista, Florida

Jan 3–10, 2027 (7 nights)
Studio/1 bath, sleeps 4
$2,321 ($332/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)

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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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)

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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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Club Wyndham Ocean Walk

Daytona Beach, Florida

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