Winter Timeshare Rentals in Florida

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 1–6, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$746 ($149/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 1–7, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$639 ($107/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 1–5, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$706 ($176/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 1–6, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$568 ($114/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 1–8, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,874 ($839/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 1–6, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,141 ($228/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 1–7, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$852 ($142/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 1–4, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$271 ($90/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 1–7, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,299 ($217/night)

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Marriott's Crystal Shores

Marco Island, Florida

Dec 1–6, 2026 (5 nights)
3 bed/3 bath, sleeps 10
$2,750 ($550/night)

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Disney's Riviera Resort

Lake Buena Vista, Florida

Dec 1–2, 2026 (1 night)
Studio/1 bath, sleeps 5
$622 ($622/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 1–8, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,458 ($494/night)

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Marriott's Crystal Shores

Marco Island, Florida

Dec 1–9, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$3,840 ($480/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 1–5, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$937 ($234/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 1–4, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$367 ($122/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 1–6, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,312 ($262/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 1–7, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,488 ($248/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 1–5, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$499 ($125/night)

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Disney's Animal Kingdom Villas - Jambo House

Lake Buena Vista, Florida

Dec 1–5, 2026 (4 nights)
1 bed/1 bath, sleeps 5
$7,010 ($1,752/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 2–6, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$950 ($238/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 2–6, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$630 ($158/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 2–6, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$495 ($124/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 2–6, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,119 ($280/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 3–6, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$832 ($278/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 3–7, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$919 ($230/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 3–7, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,101 ($275/night)

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Marriott's Villas at Doral

Miami, Florida

Dec 3–10, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,611 ($516/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 3–7, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$622 ($155/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 3–6, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$2,423 ($808/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 3–7, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$487 ($122/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 Ocean Pointe

Palm Beach Shores, Florida

Dec 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,404 ($486/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
$2,696 ($385/night)

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Westgate Lakes Resort & Spa

Orlando, Florida

Dec 4–11, 2026 (7 nights)
Studio/1 bath, sleeps 4
$971 ($139/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
$2,914 ($416/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,427 ($204/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,119 ($160/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

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

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,365 ($195/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)

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)

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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 Ocean Walk

Daytona Beach, Florida

Dec 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$684 ($98/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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Grand Beach Resort

Orlando, Florida

Dec 5–12, 2026 (7 nights)
3 bed/3 bath, sleeps 8
$1,660 ($237/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
$3,535 ($505/night)

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Blue Tree Resort at Lake Buena Vista

Orlando, Florida

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$760 ($109/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)