Winter Timeshare Rentals in Florida

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 3–10, 2026 (7 nights)
3 bed/2 bath, sleeps 10
$1,550 ($221/night)

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Marriott's Villas at Doral

Miami, Florida

Dec 3–10, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,382 ($626/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 3–8, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$764 ($153/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 4–7, 2026 (3 nights)
3 bed/2 bath, sleeps 10
$808 ($269/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 4–8, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$648 ($162/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 4–8, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$479 ($120/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 4–8, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$511 ($128/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 4–7, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$439 ($146/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 4–9, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$764 ($153/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$995 ($142/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 4–11, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$746 ($107/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 4–12, 2026 (8 nights)
1 bed/1 bath, sleeps 4
$919 ($115/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 4–12, 2026 (8 nights)
3 bed/2 bath, sleeps 10
$1,856 ($232/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 4–9, 2026 (5 nights)
3 bed/2 bath, sleeps 10
$1,180 ($236/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 4–8, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$888 ($222/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 4–9, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$586 ($117/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 4–12, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$1,202 ($150/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 4–11, 2026 (7 nights)
3 bed/2 bath, sleeps 10
$1,550 ($221/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 4–7, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$535 ($178/night)

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Westgate Town Center

Kissimmee, Florida

Dec 4–11, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,022 ($432/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,804 ($401/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 4–8, 2026 (4 nights)
3 bed/2 bath, sleeps 10
$951 ($238/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 4–8, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$613 ($153/night)

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Disney's Animal Kingdom Villas - Jambo House

Lake Buena Vista, Florida

Dec 4–5, 2026 (1 night)
Studio/1 bath, sleeps 4
$511 ($511/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 4–8, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,083 ($271/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 5–8, 2026 (3 nights)
3 bed/2 bath, sleeps 10
$684 ($228/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,551 ($650/night)

Shell Island Beach Club

Sanibel Island, Florida

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,750 ($393/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,058 ($580/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,612 ($230/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 5–10, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$670 ($134/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 5–14, 2026 (9 nights)
1 bed/1 bath, sleeps 4
$999 ($111/night)

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Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Dec 5–11, 2026 (6 nights)
Studio/1 bath, sleeps 4
$2,292 ($382/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,404 ($486/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,750 ($393/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 5–8, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$451 ($150/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 5–9, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$427 ($107/night)

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Disney's Old Key West Resort

Lake Buena Vista, Florida

Dec 5–12, 2026 (7 nights)
Studio/1 bath, sleeps 4
$3,164 ($452/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 5–19, 2026 (14 nights)
3 bed/2 bath, sleeps 10
$3,087 ($220/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,211 ($173/night)

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Disney's BoardWalk Villas

Lake Buena Vista, Florida

Dec 5–12, 2026 (7 nights)
Studio/1 bath, sleeps 5
$4,498 ($643/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 5–12, 2026 (7 nights)
3 bed/2 bath, sleeps 10
$1,550 ($221/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,696 ($385/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 5–9, 2026 (4 nights)
3 bed/2 bath, sleeps 10
$870 ($218/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 5–10, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$499 ($100/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,222 ($603/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 5–10, 2026 (5 nights)
3 bed/2 bath, sleeps 10
$1,057 ($211/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 5–9, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$555 ($139/night)