Winter Timeshare Rentals in Florida

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 24–30, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$1,295 ($216/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 24, 2026 – Jan 5, 2027 (12 nights)
1 bed/1 bath, sleeps 4
$2,353 ($196/night)

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Hyatt Sunset Harbor Resort

Key West, Florida

Dec 24–27, 2026 (3 nights)
2 bed/2.5 bath, sleeps 6
$2,423 ($808/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 24–29, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$755 ($151/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 24–29, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,172 ($234/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 24–31, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,494 ($642/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 24–29, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$577 ($115/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 24–31, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,471 ($210/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 24–31, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,978 ($283/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 24–31, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,022 ($432/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 24–31, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,840 ($549/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 24–28, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,268 ($317/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 24–28, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$941 ($235/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 24–27, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$1,030 ($343/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 24–27, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$1,030 ($343/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 24–31, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$8,962 ($1,280/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 24, 2026 – Jan 2, 2027 (9 nights)
1 bed/1 bath, sleeps 4
$897 ($100/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 24–31, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 24–29, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,506 ($301/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 24, 2026 – Jan 4, 2027 (11 nights)
1 bed/1 bath, sleeps 4
$2,222 ($202/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 24–29, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$2,478 ($496/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 24–27, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$764 ($255/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 24–31, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$986 ($141/night)

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Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Dec 24–28, 2026 (4 nights)
Studio/1 bath, sleeps 4
$2,532 ($633/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 24–31, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$737 ($105/night)

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Marriott's Harbour Lake

Orlando, Florida

Dec 24–31, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,268 ($467/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 24–29, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,330 ($266/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 24, 2026 – Jan 2, 2027 (9 nights)
2 bed/2 bath, sleeps 8
$2,545 ($283/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 24–31, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,717 ($245/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 24–31, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,750 ($393/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 24, 2026 – Jan 2, 2027 (9 nights)
1 bed/1 bath, sleeps 4
$1,869 ($208/night)

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Vacation Village at Parkway

Kissimmee, Florida

Dec 25, 2026 – Jan 1, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 25, 2026 – Jan 1, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,366 ($767/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 25, 2026 – Jan 1, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$3,622 ($517/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 25, 2026 – Jan 1, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,404 ($486/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 25–28, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$764 ($255/night)

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Coconut Mallory Marina & Resort

Key West, Florida

Dec 25, 2026 – Jan 1, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$2,696 ($385/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 25, 2026 – Jan 1, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,949 ($564/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 25–28, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$1,030 ($343/night)

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Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Dec 25, 2026 – Jan 1, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,726 ($532/night)

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Cypress Pointe Resort

Orlando, Florida

Dec 25, 2026 – Jan 1, 2027 (7 nights)
3 bed/3 bath, sleeps 8
$1,764 ($252/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 25, 2026 – Jan 2, 2027 (8 nights)
2 bed/2 bath, sleeps 8
$2,310 ($289/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 25, 2026 – Jan 1, 2027 (7 nights)
3 bed/3 bath, sleeps 12
$5,420 ($774/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 25, 2026 – Jan 1, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,494 ($642/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 25, 2026 – Jan 1, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,475 ($782/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 25, 2026 – Jan 2, 2027 (8 nights)
1 bed/1 bath, sleeps 4
$1,695 ($212/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 25, 2026 – Jan 1, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,384 ($626/night)

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Marriott's Cypress Harbour Villas

Orlando, Florida

Dec 25, 2026 – Jan 1, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,077 ($440/night)