Winter Timeshare Rentals in Florida

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Disney's Polynesian Villas & Bungalows

Lake Buena Vista, Florida

Dec 19–24, 2026 (5 nights)
Studio/1 bath, sleeps 5
$3,657 ($731/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,693 ($813/night)

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Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,894 ($556/night)

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Hyatt Vacation Club At Coconut Cove

Bonita Springs, Florida

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,260 ($323/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–29, 2026 (10 nights)
2 bed/2 bath, sleeps 8
$2,837 ($284/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–24, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$1,003 ($201/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,983 ($712/night)

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Parc Soleil by Hilton Grand Vacations

Orlando, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$5,453 ($779/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–24, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,352 ($270/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–24, 2026 (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

Dec 19, 2026 – Jan 2, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$2,855 ($204/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,440 ($206/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–25, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$1,180 ($197/night)

The Charter Club of Marco Beach

Marco Island, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,352 ($622/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 19–27, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$7,437 ($930/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,423 ($346/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 19–26, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$6,456 ($922/night)

Marriott's Grande Vista

Orlando, Florida

Dec 19, 2026 – Jan 2, 2027 (14 nights)
3 bed/3 bath, sleeps 12
$8,745 ($625/night)

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Holiday Inn Club Vacations Cape Canaveral Beach Resort

Cape Canaveral, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,967 ($424/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–23, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$826 ($206/night)

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Marriott's Cypress Harbour Villas

Orlando, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,641 ($377/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,674 ($953/night)

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Hyatt Windward Pointe Resort

Key West, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,077 ($440/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 20–30, 2026 (10 nights)
2 bed/2 bath, sleeps 8
$2,685 ($268/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 20–27, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,968 ($424/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 20–30, 2026 (10 nights)
1 bed/1 bath, sleeps 4
$1,996 ($200/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,314 ($331/night)

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Disney's Animal Kingdom Villas - Jambo House

Lake Buena Vista, Florida

Dec 20–22, 2026 (2 nights)
Studio/1 bath, sleeps 4
$952 ($476/night)

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Disney's Animal Kingdom Villas - Kidani Village

Lake Buena Vista, Florida

Dec 20–21, 2026 (1 night)
Studio/1 bath, sleeps 4
$341 ($341/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 20–23, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$535 ($178/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,563 ($938/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,603 ($658/night)

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Marriott's Oceana Palms

Riviera Beach, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,475 ($782/night)

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Hyatt Windward Pointe Resort

Key West, Florida

Dec 20–24, 2026 (4 nights)
2 bed/2 bath, sleeps 6
$1,878 ($470/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$7,655 ($1,094/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 20, 2026 – Jan 2, 2027 (13 nights)
1 bed/1 bath, sleeps 4
$2,567 ($197/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,042 ($292/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 20–24, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$959 ($240/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 20, 2026 – Jan 2, 2027 (13 nights)
2 bed/2 bath, sleeps 8
$3,487 ($268/night)

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Marriott's Imperial Palm Villas

Orlando, Florida

Dec 20–27, 2026 (7 nights)
3 bed/2 bath, sleeps 10
$1,660 ($237/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 20–23, 2026 (3 nights)
3 bed/2 bath, sleeps 10
$959 ($320/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 20–26, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$3,295 ($549/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 20–25, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$759 ($152/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 20–23, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$719 ($240/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 20, 2026 – Jan 3, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$2,741 ($196/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,930 ($704/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Dec 20–27, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$3,840 ($549/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,894 ($271/night)