Winter Timeshare Rentals in Florida

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 19, 2026 – Jan 1, 2027 (13 nights)
1 bed/1 bath, sleeps 4
$1,264 ($97/night)

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Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,840 ($549/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 19–26, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$4,603 ($658/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–28, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$3,213 ($357/night)

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Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,362 ($623/night)

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Westgate Vacation Villas

Kissimmee, Florida

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,198 ($171/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 19, 2026 – Jan 2, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$3,155 ($225/night)

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Disney's Polynesian Villas & Bungalows

Lake Buena Vista, Florida

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 5
$5,702 ($815/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,471 ($210/night)

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The Charter Club of Marco Beach

Marco Island, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,385 ($626/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–22, 2026 (3 nights)
3 bed/2 bath, sleeps 10
$1,207 ($402/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 19, 2026 – Jan 1, 2027 (13 nights)
2 bed/2 bath, sleeps 8
$2,964 ($228/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)

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
$5,420 ($774/night)

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Las Palmeras by Hilton Grand Vacations

Orlando, Florida

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 2
$1,550 ($221/night)

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Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,150 ($307/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)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 19, 2026 – Jan 1, 2027 (13 nights)
2 bed/2 bath, sleeps 8
$2,645 ($203/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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Holiday Inn Club Vacations Panama City Beach Resort

Panama City Beach, Florida

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,165 ($166/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,669 ($953/night)

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Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 4
$1,932 ($276/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 20, 2026 – Jan 3, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$1,260 ($90/night)

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Palm Beach Shores Resort and Vacation Villas

Palm Beach Shores, Florida

Dec 20–27, 2026 (7 nights)
1 bed/1 bath, sleeps 5
$1,932 ($276/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/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 Ocean Walk

Daytona Beach, Florida

Dec 20, 2026 – Jan 3, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$1,752 ($125/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 20–23, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$355 ($118/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
$9,617 ($1,374/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
$2,990 ($214/night)

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Bay Lake Tower at Disney's Contemporary Resort

Lake Buena Vista, Florida

Dec 20–26, 2026 (6 nights)
Studio/1 bath, sleeps 4
$3,138 ($523/night)

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Marriott's Cypress Harbour Villas

Orlando, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,586 ($370/night)

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Hyatt Windward Pointe Resort

Key West, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,222 ($603/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 20–23, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$499 ($166/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)

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Disney's Animal Kingdom Villas - Kidani Village

Lake Buena Vista, Florida

Dec 20–24, 2026 (4 nights)
Studio/1 bath, sleeps 4
$2,397 ($599/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 20, 2026 – Jan 1, 2027 (12 nights)
1 bed/1 bath, sleeps 4
$2,345 ($195/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 20, 2026 – Jan 3, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$3,818 ($273/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 20–26, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$1,590 ($265/night)

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Marriott's Oceana Palms

Riviera Beach, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,693 ($813/night)

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Bay Lake Tower at Disney's Contemporary Resort

Lake Buena Vista, Florida

Dec 20–24, 2026 (4 nights)
Studio/1 bath, sleeps 4
$2,013 ($503/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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Westgate Town Center

Kissimmee, Florida

Dec 20–27, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,110 ($159/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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Holiday Inn Club Vacations Cape Canaveral Beach Resort

Cape Canaveral, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,858 ($408/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 20–26, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,590 ($265/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 20–23, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$639 ($213/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 20–27, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,750 ($393/night)