Winter Timeshare Rentals in Florida

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Feb 25 – Mar 1, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$790 ($198/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Feb 25 – Mar 1, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$1,400 ($350/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Feb 25 – Mar 1, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$613 ($153/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 25 – Mar 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,876 ($696/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 26 – Mar 5, 2027 (7 nights)
3 bed/2 bath, sleeps 10
$2,711 ($387/night)

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Eagle's Nest Beach Resort

Marco Island, Florida

Feb 26 – Mar 5, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$4,930 ($704/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 26 – Mar 5, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,456 ($922/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 26 – Mar 5, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,471 ($210/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 26 – Mar 5, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,978 ($283/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Feb 26 – Mar 5, 2027 (7 nights)
Studio/1 bath, sleeps 4
$2,178 ($311/night)

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Hyatt Vacation Club At Coconut Cove

Bonita Springs, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,984 ($712/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$9,290 ($1,327/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$9,071 ($1,296/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 27 – Mar 6, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,471 ($210/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,978 ($283/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 27 – Mar 6, 2027 (7 nights)
3 bed/2 bath, sleeps 10
$2,711 ($387/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,655 ($1,094/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,129 ($876/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,732 ($819/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$8,311 ($1,187/night)

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The Resort on Cocoa Beach

Cocoa Beach, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$1,932 ($276/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$9,290 ($1,327/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$8,199 ($1,171/night)

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Hyatt Windward Pointe Resort

Key West, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$3,191 ($456/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,910 ($844/night)

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Marriott's Lakeshore Reserve

Orlando, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2.5 bath, sleeps 8
$3,077 ($440/night)

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Palm Beach Shores Resort and Vacation Villas

Palm Beach Shores, Florida

Feb 27 – Mar 6, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$2,238 ($320/night)

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Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,840 ($549/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 27 – Mar 6, 2027 (7 nights)
3 bed/3 bath, sleeps 10
$6,238 ($891/night)

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The Galleon Resort

Key West, Florida

Feb 27 – Mar 6, 2027 (7 nights)
Studio/1 bath, sleeps 2
$2,636 ($377/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$9,290 ($1,327/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 27 – Mar 6, 2027 (7 nights)
3 bed/3 bath, sleeps 10
$9,616 ($1,374/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 27 – Mar 6, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,978 ($283/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Feb 27 – Mar 7, 2027 (8 nights)
1 bed/1 bath, sleeps 4
$4,603 ($575/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 28 – Mar 7, 2027 (7 nights)
3 bed/2 bath, sleeps 10
$2,711 ($387/night)

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Disney's Old Key West Resort

Lake Buena Vista, Florida

Feb 28 – Mar 7, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,843 ($549/night)

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Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Feb 28 – Mar 7, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,840 ($549/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 28 – Mar 5, 2027 (5 nights)
3 bed/3 bath, sleeps 10
$6,565 ($1,313/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 28 – Mar 5, 2027 (5 nights)
3 bed/3 bath, sleeps 10
$6,292 ($1,258/night)

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Marriott's Oceana Palms

Riviera Beach, Florida

Feb 28 – Mar 7, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,493 ($642/night)

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Disney's Polynesian Villas & Bungalows

Lake Buena Vista, Florida

Feb 28 – Mar 4, 2027 (4 nights)
Studio/1 bath, sleeps 5
$3,077 ($769/night)

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Palm Beach Shores Resort and Vacation Villas

Palm Beach Shores, Florida

Feb 28 – Mar 5, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$1,742 ($348/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 28 – Mar 7, 2027 (7 nights)
3 bed/3 bath, sleeps 10
$6,238 ($891/night)

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Bay Lake Tower at Disney's Contemporary Resort

Lake Buena Vista, Florida

Feb 28 – Mar 7, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,661 ($523/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 28 – Mar 7, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$8,199 ($1,171/night)

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Hyatt Beach House Resort

Key West, Florida

Feb 28 – Mar 7, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$4,385 ($626/night)

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Disney's Old Key West Resort

Lake Buena Vista, Florida

Feb 28 – Mar 6, 2027 (6 nights)
Studio/1 bath, sleeps 4
$3,201 ($534/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 28 – Mar 7, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,320 ($903/night)