Winter Timeshare Rentals in Florida

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 8–11, 2027 (3 nights)
3 bed/3 bath, sleeps 10
$3,622 ($1,207/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 8–16, 2027 (8 nights)
2 bed/2 bath, sleeps 8
$2,484 ($311/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 8–14, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,860 ($310/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 8–13, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$577 ($115/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 8–12, 2027 (4 nights)
2 bed/2 bath, sleeps 6
$1,304 ($326/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 8–12, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$1,077 ($269/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 8–13, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$415 ($83/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 8–11, 2027 (3 nights)
2 bed/2 bath, sleeps 6
$1,057 ($352/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 8–14, 2027 (6 nights)
3 bed/2 bath, sleeps 10
$1,795 ($299/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 8–15, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,334 ($191/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 8–15, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$808 ($115/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 8–16, 2027 (8 nights)
3 bed/2 bath, sleeps 10
$2,436 ($305/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 8–11, 2027 (3 nights)
3 bed/2 bath, sleeps 10
$1,057 ($352/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 8–15, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$559 ($80/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 8–11, 2027 (3 nights)
1 bed/1 bath, sleeps 4
$586 ($195/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 8–13, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$852 ($170/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 8–11, 2027 (3 nights)
2 bed/2 bath, sleeps 8
$973 ($324/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 8–13, 2027 (5 nights)
2 bed/2 bath, sleeps 6
$1,550 ($310/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 8–13, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,566 ($313/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 8–13, 2027 (5 nights)
3 bed/2 bath, sleeps 10
$1,550 ($310/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 8–11, 2027 (3 nights)
1 bed/1 bath, sleeps 4
$876 ($292/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 8–14, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$1,475 ($246/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–17, 2027 (8 nights)
2 bed/2 bath, sleeps 6
$2,436 ($305/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–12, 2027 (3 nights)
3 bed/2 bath, sleeps 10
$901 ($300/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–23, 2027 (14 nights)
2 bed/2 bath, sleeps 6
$4,054 ($290/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–23, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$3,321 ($237/night)

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Marriott's Villas at Doral

Miami, Florida

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,077 ($440/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–17, 2027 (8 nights)
2 bed/2 bath, sleeps 8
$2,484 ($311/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 9–15, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$693 ($115/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–23, 2027 (14 nights)
3 bed/2 bath, sleeps 10
$4,054 ($290/night)

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Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Jan 9–15, 2027 (6 nights)
Studio/1 bath, sleeps 4
$2,150 ($358/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–23, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$2,222 ($159/night)

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Disney's BoardWalk Villas

Lake Buena Vista, Florida

Jan 9–11, 2027 (2 nights)
Studio/1 bath, sleeps 5
$1,135 ($568/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 9–15, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$487 ($81/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–13, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$940 ($235/night)

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Disney's Beach Club Villas

Lake Buena Vista, Florida

Jan 9–10, 2027 (1 night)
Studio/1 bath, sleeps 5
$639 ($639/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,365 ($195/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,455 ($922/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,748 ($821/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,565 ($938/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,766 ($681/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–23, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$4,280 ($306/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,085 ($869/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,179 ($740/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,153 ($308/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,320 ($903/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 9–16, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,581 ($226/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 9–15, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,145 ($191/night)