Winter Timeshare Rentals in Florida

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Disney's BoardWalk Villas

Lake Buena Vista, Florida

Dec 23–27, 2026 (4 nights)
Studio/1 bath, sleeps 5
$3,077 ($769/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 23–30, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,987 ($284/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 23, 2026 – Jan 2, 2027 (10 nights)
2 bed/2 bath, sleeps 8
$2,275 ($227/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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Hilton Grand Vacations at Tuscany Village

Orlando, Florida

Dec 23–30, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,840 ($549/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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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 23, 2026 – Jan 2, 2027 (10 nights)
2 bed/2 bath, sleeps 8
$2,083 ($208/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 23–26, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$648 ($216/night)

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Disney's Animal Kingdom Villas - Kidani Village

Lake Buena Vista, Florida

Dec 23–27, 2026 (4 nights)
Studio/1 bath, sleeps 4
$1,856 ($464/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 23, 2026 – Jan 2, 2027 (10 nights)
1 bed/1 bath, sleeps 4
$968 ($97/night)

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Disney's Animal Kingdom Villas - Kidani Village

Lake Buena Vista, Florida

Dec 23–26, 2026 (3 nights)
Studio/1 bath, sleeps 4
$1,830 ($610/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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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 24–29, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,172 ($234/night)

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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 24–31, 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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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 24, 2026 – Jan 5, 2027 (12 nights)
2 bed/2 bath, sleeps 8
$3,463 ($289/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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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 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
$764 ($255/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)

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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 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 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 Ocean Walk

Daytona Beach, Florida

Dec 24–31, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$986 ($141/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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Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Dec 24–26, 2026 (2 nights)
Studio/1 bath, sleeps 4
$1,123 ($562/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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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 Ocean Walk

Daytona Beach, Florida

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

Daytona Beach, Florida

Dec 24, 2026 – Jan 2, 2027 (9 nights)
2 bed/2 bath, sleeps 8
$1,926 ($214/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 24, 2026 – Jan 1, 2027 (8 nights)
2 bed/2 bath, sleeps 8
$2,214 ($277/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 24, 2026 – Jan 2, 2027 (9 nights)
2 bed/2 bath, sleeps 8
$2,100 ($233/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 24–30, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,524 ($254/night)

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Marriott's Royal Palms

Orlando, Florida

Dec 24–31, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,886 ($412/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, 2026 – Jan 2, 2027 (9 nights)
1 bed/1 bath, sleeps 4
$1,869 ($208/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 24–29, 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 24–28, 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 24–30, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,743 ($290/night)

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Marriott's Cypress Harbour Villas

Orlando, Florida

Dec 24–31, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/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 24–30, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$870 ($145/night)