Winter Timeshare Rentals in Florida

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 6–20, 2026 (14 nights)
2 bed/2 bath, sleeps 8
$2,345 ($167/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 6–9, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$639 ($213/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
$3,022 ($432/night)

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Disney's Old Key West Resort

Lake Buena Vista, Florida

Dec 6–9, 2026 (3 nights)
Studio/1 bath, sleeps 4
$1,363 ($454/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 6–10, 2026 (4 nights)
3 bed/3 bath, sleeps 10
$1,550 ($388/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 6–11, 2026 (5 nights)
3 bed/3 bath, sleeps 10
$2,205 ($441/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 6–9, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$367 ($122/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
$3,457 ($494/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 6–9, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$355 ($118/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 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)
2 bed/2 bath, sleeps 8
$995 ($142/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 7–13, 2026 (6 nights)
3 bed/2 bath, sleeps 10
$1,365 ($228/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 7–11, 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 8–13, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$764 ($153/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 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 8–15, 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 8–15, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$746 ($107/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 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 8–17, 2026 (9 nights)
3 bed/2 bath, sleeps 10
$1,917 ($213/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 8–17, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$1,224 ($136/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 8–17, 2026 (9 nights)
1 bed/1 bath, sleeps 4
$906 ($101/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 8–15, 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 9–13, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$511 ($128/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 9–14, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$764 ($153/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 9–14, 2026 (5 nights)
3 bed/2 bath, sleeps 10
$1,180 ($236/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 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 Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 9–13, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$648 ($162/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 9–12, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$451 ($150/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 9–14, 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 10–17, 2026 (7 nights)
3 bed/2 bath, sleeps 10
$1,550 ($221/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 10–17, 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 10–17, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$746 ($107/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 10–15, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$764 ($153/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 10–17, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$995 ($142/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 10–17, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,475 ($782/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 10–14, 2026 (4 nights)
3 bed/2 bath, sleeps 10
$995 ($249/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 10–17, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,622 ($517/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 10–17, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,903 ($700/night)