Winter Timeshare Rentals in Florida

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 14–19, 2026 (5 nights)
2 bed/2 bath, sleeps 6
$1,312 ($262/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 15–22, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,366 ($767/night)

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Disney's Riviera Resort

Lake Buena Vista, Florida

Dec 15–17, 2026 (2 nights)
Studio/1 bath, sleeps 5
$981 ($491/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 15–22, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,612 ($230/night)

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Disney's Polynesian Villas & Bungalows

Lake Buena Vista, Florida

Dec 15–17, 2026 (2 nights)
Studio/1 bath, sleeps 5
$1,895 ($948/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 15–21, 2026 (6 nights)
3 bed/3 bath, sleeps 10
$3,949 ($658/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 15–22, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,180 ($169/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 15–22, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,612 ($230/night)

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Marriott's Oceana Palms

Riviera Beach, Florida

Dec 15–22, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,366 ($767/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 15–22, 2026 (7 nights)
3 bed/2 bath, sleeps 10
$2,318 ($331/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 16–23, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,277 ($182/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 16–20, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$888 ($222/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 16–20, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$613 ($153/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 16–20, 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 16–20, 2026 (4 nights)
3 bed/2 bath, sleeps 10
$1,506 ($376/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 16–23, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,734 ($248/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 16–23, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,734 ($248/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 16–23, 2026 (7 nights)
3 bed/2 bath, sleeps 10
$2,449 ($350/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 16–20, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,021 ($255/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 16–20, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$1,021 ($255/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 16–20, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$746 ($186/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 16–20, 2026 (4 nights)
2 bed/2 bath, sleeps 6
$1,506 ($376/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 16–20, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$479 ($120/night)

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Disney's Animal Kingdom Villas - Jambo House

Lake Buena Vista, Florida

Dec 17–20, 2026 (3 nights)
Studio/1 bath, sleeps 4
$1,759 ($586/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 17–20, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$906 ($302/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 17–31, 2026 (14 nights)
2 bed/2 bath, sleeps 8
$3,809 ($272/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 17–22, 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 17–20, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$906 ($302/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 17–20, 2026 (3 nights)
3 bed/2 bath, sleeps 10
$1,321 ($440/night)

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Boulder Ridge Villas at Disney's Wilderness Lodge

Lake Buena Vista, Florida

Dec 17–24, 2026 (7 nights)
Studio/1 bath, sleeps 5
$4,126 ($589/night)

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Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Dec 17–22, 2026 (5 nights)
Studio/1 bath, sleeps 4
$2,357 ($471/night)

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Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Dec 17–21, 2026 (4 nights)
Studio/1 bath, sleeps 4
$1,917 ($479/night)

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Bay Lake Tower at Disney's Contemporary Resort

Lake Buena Vista, Florida

Dec 17–20, 2026 (3 nights)
Studio/1 bath, sleeps 4
$1,554 ($518/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 17–24, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,314 ($331/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 17–20, 2026 (3 nights)
2 bed/2 bath, sleeps 6
$1,321 ($440/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 17–20, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$666 ($222/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 17–31, 2026 (14 nights)
1 bed/1 bath, sleeps 4
$2,824 ($202/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 17–24, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,856 ($265/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 17–24, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,856 ($265/night)

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Disney's Old Key West Resort

Lake Buena Vista, Florida

Dec 17–24, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,903 ($415/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 17–24, 2026 (7 nights)
3 bed/2 bath, sleeps 10
$2,580 ($369/night)

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Disney's Beach Club Villas

Lake Buena Vista, Florida

Dec 17–21, 2026 (4 nights)
Studio/1 bath, sleeps 5
$2,615 ($654/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 17–24, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,374 ($196/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–25, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,978 ($283/night)

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Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Dec 18–25, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,750 ($393/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 18–24, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,436 ($239/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18, 2026 – Jan 1, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$3,932 ($281/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–23, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,506 ($301/night)