Winter Rentals in Florida

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Marriott's Grande Vista

Orlando, Florida

Dec 26, 2025 – Jan 2, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,022 ($432/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 26, 2025 – Jan 2, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,914 ($416/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 26, 2025 – Jan 2, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,965 ($281/night)

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Club Wyndham Panama City Beach

Panama City Beach, Florida

Dec 26–31, 2025 (5 nights)
1 bed/1 bath, sleeps 4
$555 ($111/night)

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Hilton Grand Vacations at SeaWorld

Orlando, Florida

Dec 26–31, 2025 (5 nights)
3 bed/3 bath, sleeps 12
$2,205 ($441/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 26, 2025 – Jan 2, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,022 ($432/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 26, 2025 – Jan 2, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,439 ($206/night)

Verified & Protected Voted Top Pick 2025

Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,450 ($636/night)

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Palm Beach Shores Resort and Vacation Villas

Palm Beach Shores, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,696 ($385/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,042 ($292/night)

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Club Wyndham Royal Vista

Pompano Beach, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,724 ($246/night)

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Marriott's Villas at Doral

Miami, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,314 ($331/night)

Marriott's Grande Vista

Orlando, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
Studio/1 bath, sleeps 4
$1,198 ($171/night)

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Marriott's Harbour Lake

Orlando, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,696 ($385/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$4,385 ($626/night)

Verified & Protected Voted Top Pick 2025

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
Studio/1 bath, sleeps 4
$1,932 ($276/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
3 bed/3 bath, sleeps 11
$2,750 ($393/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 27, 2025 – Jan 2, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,660 ($277/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
2 bed/1.5 bath, sleeps 8
$1,330 ($190/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,077 ($440/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,704 ($243/night)

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Vacation Village at Weston

Weston, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,440 ($206/night)

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Westgate Lakes Resort & Spa

Orlando, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$2,205 ($315/night)

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The Banyan Resort

Key West, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
Studio/1 bath, sleeps 2
$3,840 ($549/night)

The Galleon Resort

Key West, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$9,562 ($1,366/night)

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Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,314 ($331/night)

Verified & Protected Voted Top Pick 2025

Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,840 ($549/night)

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Fort Lauderdale Beach Resort

Fort Lauderdale, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,096 ($299/night)

Voted Top Pick 2025

Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
Studio/1 bath, sleeps 4
$1,660 ($237/night)

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Club Wyndham Palm-Aire

Pompano Beach, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,615 ($231/night)

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Palm Beach Shores Resort and Vacation Villas

Palm Beach Shores, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,505 ($358/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
2 bed/1.5 bath, sleeps 8
$1,330 ($190/night)

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Marriott's Imperial Palm Villas

Orlando, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
3 bed/2 bath, sleeps 10
$2,854 ($408/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

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Marriott's Cypress Harbour Villas

Orlando, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,467 ($352/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,010 ($144/night)

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Palm Beach Shores Resort and Vacation Villas

Palm Beach Shores, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,750 ($393/night)

Verified & Protected Voted Top Pick 2025

Marriott's Crystal Shores

Marco Island, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$15,285 ($2,184/night)

Verified & Protected Voted Top Pick 2025

Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
Studio/1 bath, sleeps 4
$1,660 ($237/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

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Vanderbilt Beach and Harbour Club

Naples, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,968 ($424/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,605 ($229/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 27–31, 2025 (4 nights)
1 bed/1 bath, sleeps 4
$1,110 ($278/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,769 ($253/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 27–31, 2025 (4 nights)
2 bed/2 bath, sleeps 8
$710 ($178/night)

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Holiday Inn Club Vacations Cape Canaveral Beach Resort

Cape Canaveral, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,862 ($266/night)

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Marriott's Cypress Harbour Villas

Orlando, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,423 ($346/night)