Winter Timeshare Rentals in Florida

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–20, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$986 ($141/night)

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Hyatt Sunset Harbor Resort

Key West, Florida

Dec 13–17, 2026 (4 nights)
Studio/1 bath, sleeps 2
$1,110 ($278/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,077 ($440/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 13–20, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,932 ($276/night)

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Hyatt Sunset Harbor Resort

Key West, Florida

Dec 13–20, 2026 (7 nights)
2 bed/2.5 bath, sleeps 6
$4,058 ($580/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–27, 2026 (14 nights)
1 bed/1 bath, sleeps 4
$3,321 ($237/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,295 ($471/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 13–20, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$5,475 ($782/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–27, 2026 (14 nights)
1 bed/1 bath, sleeps 4
$2,440 ($174/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–27, 2026 (14 nights)
2 bed/2 bath, sleeps 8
$3,321 ($237/night)

Hyatt Sunset Harbor Resort

Key West, Florida

Dec 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,167 ($595/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–19, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$972 ($162/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 13–18, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$888 ($178/night)

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Marriott's Oceana Palms

Riviera Beach, Florida

Dec 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,922 ($560/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–18, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$577 ($115/night)

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Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Dec 13–20, 2026 (7 nights)
Studio/1 bath, sleeps 4
$3,235 ($462/night)

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Holiday Inn Club Vacations Marco Island - Sunset Cove Resort

Marco Island, Florida

Dec 13–18, 2026 (5 nights)
3 bed/2 bath, sleeps 8
$2,204 ($441/night)

Hyatt Sunset Harbor Resort

Key West, Florida

Dec 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,167 ($595/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 14–18, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$343 ($86/night)

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Disney's Animal Kingdom Villas - Jambo House

Lake Buena Vista, Florida

Dec 14–21, 2026 (7 nights)
Studio/1 bath, sleeps 4
$3,442 ($492/night)

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Disney's Old Key West Resort

Lake Buena Vista, Florida

Dec 14–21, 2026 (7 nights)
Studio/1 bath, sleeps 4
$3,339 ($477/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 14–19, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$857 ($171/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 14–19, 2026 (5 nights)
3 bed/2 bath, sleeps 10
$1,312 ($262/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 14–19, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$857 ($171/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 14–18, 2026 (4 nights)
2 bed/2 bath, sleeps 6
$746 ($186/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 14–19, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$613 ($123/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 14–18, 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 15–22, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,612 ($230/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 15–19, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$741 ($185/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 15–19, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$535 ($134/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 15–19, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$741 ($185/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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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 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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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 15–19, 2026 (4 nights)
3 bed/2 bath, sleeps 10
$1,128 ($282/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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Disney's Riviera Resort

Lake Buena Vista, Florida

Dec 15–17, 2026 (2 nights)
Studio/1 bath, sleeps 5
$981 ($491/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 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)
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)
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 16–23, 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 16–20, 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 16–21, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$1,260 ($252/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)