Winter Timeshare Rentals in Florida

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Copper Creek Villas & Cabins at Disney's Wilderness Lodge

Lake Buena Vista, Florida

Feb 19–23, 2027 (4 nights)
Studio/1 bath, sleeps 4
$2,065 ($516/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 19 – Mar 1, 2027 (10 nights)
2 bed/2 bath, sleeps 8
$2,990 ($299/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 19–26, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,085 ($869/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 20–25, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,352 ($270/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 20–27, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,783 ($969/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 20–28, 2027 (8 nights)
2 bed/2 bath, sleeps 8
$2,144 ($268/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 20–27, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,654 ($1,093/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 20–27, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,110 ($1,016/night)

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Disney's BoardWalk Villas

Lake Buena Vista, Florida

Feb 20–27, 2027 (7 nights)
Studio/1 bath, sleeps 5
$4,459 ($637/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 20 – Mar 2, 2027 (10 nights)
2 bed/2 bath, sleeps 8
$2,837 ($284/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 20–27, 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

Feb 20–27, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$8,745 ($1,249/night)

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Disney's Riviera Resort

Lake Buena Vista, Florida

Feb 20–23, 2027 (3 nights)
Studio/1 bath, sleeps 5
$1,997 ($666/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 20–28, 2027 (8 nights)
2 bed/2 bath, sleeps 8
$1,647 ($206/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 20–28, 2027 (8 nights)
1 bed/1 bath, sleeps 4
$1,132 ($142/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 20–27, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,891 ($984/night)

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Disney's Old Key West Resort

Lake Buena Vista, Florida

Feb 20–27, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,843 ($549/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 20–27, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$932 ($133/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 20–27, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,765 ($252/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Feb 20–27, 2027 (7 nights)
3 bed/3 bath, sleeps 10
$7,655 ($1,094/night)

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Disney's BoardWalk Villas

Lake Buena Vista, Florida

Feb 20–26, 2027 (6 nights)
Studio/1 bath, sleeps 5
$3,201 ($534/night)

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Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Feb 20–26, 2027 (6 nights)
Studio/1 bath, sleeps 4
$2,661 ($443/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 20–27, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,365 ($195/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 20–27, 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 20–27, 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 20–27, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,748 ($821/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 20–27, 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 20 – Mar 1, 2027 (9 nights)
3 bed/2 bath, sleeps 10
$3,583 ($398/night)

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Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Feb 20–27, 2027 (7 nights)
Studio/1 bath, sleeps 4
$2,746 ($392/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 20 – Mar 1, 2027 (9 nights)
2 bed/2 bath, sleeps 8
$2,602 ($289/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 20 – Mar 1, 2027 (9 nights)
1 bed/1 bath, sleeps 4
$1,935 ($215/night)

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Disney's BoardWalk Villas

Lake Buena Vista, Florida

Feb 20–25, 2027 (5 nights)
Studio/1 bath, sleeps 5
$3,125 ($625/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 20 – Mar 2, 2027 (10 nights)
1 bed/1 bath, sleeps 4
$2,109 ($211/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 20 – Mar 2, 2027 (10 nights)
3 bed/2 bath, sleeps 10
$3,897 ($390/night)

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Hyatt Vacation Club At Coconut Cove

Bonita Springs, Florida

Feb 20–27, 2027 (7 nights)
Studio/1 bath, sleeps 4
$2,586 ($370/night)

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Hyatt Vacation Club At Coconut Cove

Bonita Springs, Florida

Feb 20–27, 2027 (7 nights)
Studio/1 bath, sleeps 4
$1,932 ($276/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 20–27, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,693 ($813/night)

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Disney's Riviera Resort

Lake Buena Vista, Florida

Feb 20–25, 2027 (5 nights)
Studio/1 bath, sleeps 5
$3,233 ($647/night)

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Disney's Animal Kingdom Villas - Jambo House

Lake Buena Vista, Florida

Feb 20–24, 2027 (4 nights)
Studio/1 bath, sleeps 4
$2,063 ($516/night)

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Vacation Village at Weston

Weston, Florida

Feb 20–27, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$2,205 ($315/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 20–27, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,891 ($984/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Feb 20–27, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,856 ($837/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 20–25, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$1,352 ($270/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 20–25, 2027 (5 nights)
3 bed/2 bath, sleeps 10
$1,839 ($368/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 20–25, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$1,003 ($201/night)

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The Galleon Resort

Key West, Florida

Feb 20–27, 2027 (7 nights)
Studio/1 bath, sleeps 2
$2,636 ($377/night)

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Marriott's Lakeshore Reserve

Orlando, Florida

Feb 20–27, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$3,126 ($447/night)

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Copper Creek Villas & Cabins at Disney's Wilderness Lodge

Lake Buena Vista, Florida

Feb 20–22, 2027 (2 nights)
Studio/1 bath, sleeps 4
$1,039 ($519/night)