Winter Timeshare Rentals in Florida

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 6–13, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,370 ($481/night)

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Disney's Beach Club Villas

Lake Buena Vista, Florida

Dec 6–11, 2026 (5 nights)
Studio/1 bath, sleeps 5
$3,077 ($615/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 6–19, 2026 (13 nights)
1 bed/1 bath, sleeps 4
$1,436 ($110/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 6–13, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,568 ($510/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 6–9, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$271 ($90/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 6–13, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,929 ($704/night)

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Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Dec 6–11, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$1,605 ($321/night)

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Bay Lake Tower at Disney's Contemporary Resort

Lake Buena Vista, Florida

Dec 6–11, 2026 (5 nights)
Studio/1 bath, sleeps 4
$2,990 ($598/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 6–19, 2026 (13 nights)
2 bed/2 bath, sleeps 8
$1,956 ($150/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 6–13, 2026 (7 nights)
3 bed/2 bath, sleeps 10
$1,550 ($221/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 6–19, 2026 (13 nights)
2 bed/2 bath, sleeps 8
$2,842 ($219/night)

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Disney's BoardWalk Villas

Lake Buena Vista, Florida

Dec 6–11, 2026 (5 nights)
Studio/1 bath, sleeps 5
$3,022 ($604/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 6–19, 2026 (13 nights)
3 bed/2 bath, sleeps 10
$3,025 ($233/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 6–19, 2026 (13 nights)
1 bed/1 bath, sleeps 4
$1,660 ($128/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 6–19, 2026 (13 nights)
1 bed/1 bath, sleeps 4
$1,202 ($92/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 6–12, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$573 ($95/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 6–20, 2026 (14 nights)
1 bed/1 bath, sleeps 4
$1,725 ($123/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 6–11, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$2,531 ($506/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 6–11, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$415 ($83/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 7–14, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$995 ($142/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 7–11, 2026 (4 nights)
3 bed/2 bath, sleeps 10
$746 ($186/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 7–11, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$343 ($86/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 7–11, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$471 ($118/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 7–14, 2026 (7 nights)
3 bed/2 bath, sleeps 10
$1,550 ($221/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 7–14, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$746 ($107/night)

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Disney's Beach Club Villas

Lake Buena Vista, Florida

Dec 7–14, 2026 (7 nights)
Studio/1 bath, sleeps 5
$4,498 ($643/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 7–12, 2026 (5 nights)
3 bed/3 bath, sleeps 10
$2,750 ($550/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 8–12, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$555 ($139/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 8–12, 2026 (4 nights)
3 bed/2 bath, sleeps 10
$870 ($218/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 8–12, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$427 ($107/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

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

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 8–15, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,211 ($173/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 8–13, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$586 ($117/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 8–13, 2026 (5 nights)
3 bed/2 bath, sleeps 10
$1,180 ($236/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 8–15, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$839 ($120/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 8–11, 2026 (3 nights)
3 bed/2 bath, sleeps 10
$559 ($186/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 8–11, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$367 ($122/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 9–12, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$355 ($118/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 9–23, 2026 (14 nights)
2 bed/2 bath, sleeps 8
$2,711 ($194/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 9–23, 2026 (14 nights)
2 bed/2 bath, sleeps 8
$3,199 ($229/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 9–12, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$451 ($150/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 9–16, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,475 ($782/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 9–23, 2026 (14 nights)
1 bed/1 bath, sleeps 4
$1,365 ($98/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 9–13, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$511 ($128/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 9–23, 2026 (14 nights)
1 bed/1 bath, sleeps 4
$1,856 ($133/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 9–13, 2026 (4 nights)
3 bed/2 bath, sleeps 10
$995 ($249/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 9–12, 2026 (3 nights)
3 bed/2 bath, sleeps 10
$684 ($228/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 10–13, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$535 ($178/night)