Winter Timeshare Rentals in Florida

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22–31, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$2,065 ($230/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–25, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$719 ($240/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22, 2026 – Jan 4, 2027 (13 nights)
1 bed/1 bath, sleeps 4
$1,656 ($127/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22, 2026 – Jan 4, 2027 (13 nights)
1 bed/1 bath, sleeps 4
$1,198 ($92/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22, 2026 – Jan 4, 2027 (13 nights)
2 bed/2 bath, sleeps 8
$2,615 ($201/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,682 ($240/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,488 ($213/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22–29, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$719 ($103/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–28, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,743 ($290/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–28, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$1,295 ($216/night)

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Marriott's Cypress Harbour Villas

Orlando, Florida

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,505 ($358/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–29, 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 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,978 ($283/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 22–25, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$463 ($154/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22–31, 2026 (9 nights)
1 bed/1 bath, sleeps 4
$879 ($98/night)

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Marriott's Crystal Shores

Marco Island, Florida

Dec 22–29, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$10,699 ($1,528/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 23–30, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,699 ($243/night)

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The Villas at Disney's Grand Floridian Resort & Spa

Lake Buena Vista, Florida

Dec 23–29, 2026 (6 nights)
Studio/1 bath, sleeps 5
$5,558 ($926/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23–26, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$648 ($216/night)

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Disney's Riviera Resort

Lake Buena Vista, Florida

Dec 23–28, 2026 (5 nights)
Studio/1 bath, sleeps 5
$4,843 ($969/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23–28, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$1,119 ($224/night)

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Marriott's Oceana Palms

Riviera Beach, Florida

Dec 23–28, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$2,745 ($549/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23–27, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$1,268 ($317/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23–27, 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 23–27, 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 23–30, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,978 ($283/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23–26, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$875 ($292/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23, 2026 – Jan 1, 2027 (9 nights)
1 bed/1 bath, sleeps 4
$1,821 ($202/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23–26, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$875 ($292/night)

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Disney's BoardWalk Villas

Lake Buena Vista, Florida

Dec 23–28, 2026 (5 nights)
Studio/1 bath, sleeps 5
$3,851 ($770/night)

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WorldMark Orlando – Reunion

Kissimmee, Florida

Dec 23–30, 2026 (7 nights)
3 bed/3 bath, sleeps 8
$2,641 ($377/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23, 2026 – Jan 1, 2027 (9 nights)
2 bed/2 bath, sleeps 8
$2,449 ($272/night)

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Disney's BoardWalk Villas

Lake Buena Vista, Florida

Dec 23–27, 2026 (4 nights)
Studio/1 bath, sleeps 5
$2,313 ($578/night)

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Disney's BoardWalk Villas

Lake Buena Vista, Florida

Dec 23–28, 2026 (5 nights)
Studio/1 bath, sleeps 5
$3,851 ($770/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23–28, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,506 ($301/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 23–30, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$728 ($104/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 23–30, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$977 ($140/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23–30, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,471 ($210/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 23–30, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,519 ($217/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 24, 2026 – Jan 4, 2027 (11 nights)
2 bed/2 bath, sleeps 8
$3,170 ($288/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)

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 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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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 24–29, 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 24–31, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,978 ($283/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 Bonnet Creek Resort

Lake Buena Vista, Florida

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