Winter Timeshare Rentals in Florida

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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)

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
$7,274 ($1,039/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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Holiday Inn Club Vacations Cape Canaveral Beach Resort

Cape Canaveral, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,634 ($376/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 19–22, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$941 ($314/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
$2,314 ($331/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–22, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$875 ($292/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
$7,647 ($1,092/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)
1 bed/1 bath, sleeps 4
$2,750 ($393/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
$3,666 ($524/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
$7,083 ($1,012/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–22, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$875 ($292/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)

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Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,565 ($509/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
$7,432 ($1,062/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
$2,968 ($424/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
$3,077 ($440/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
$6,129 ($876/night)

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Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,295 ($471/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
$4,222 ($603/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
$1,550 ($221/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
$5,786 ($827/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
$4,658 ($665/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
$2,085 ($298/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
$1,878 ($268/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
$6,265 ($895/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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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 19–22, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$507 ($169/night)

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Westgate Lakes Resort & Spa

Orlando, Florida

Dec 19–26, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,866 ($267/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 19–26, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$4,222 ($603/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Dec 19–26, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$3,513 ($502/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 19–23, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$897 ($224/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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Marriott's Harbour Lake

Orlando, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,240 ($463/night)

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Bay Lake Tower at Disney's Contemporary Resort

Lake Buena Vista, Florida

Dec 19–23, 2026 (4 nights)
Studio/1 bath, sleeps 4
$3,670 ($917/night)

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Sheraton Vistana Villages

Orlando, Florida

Dec 19–24, 2026 (5 nights)
2 bed/2 bath, sleeps 6
$1,110 ($222/night)

The Charter Club of Marco Beach

Marco Island, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,603 ($658/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,629 ($233/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
$1,114 ($279/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–26, 2026 (7 nights)
3 bed/2 bath, sleeps 10
$4,162 ($595/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 19–23, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,114 ($279/night)

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Parc Soleil by Hilton Grand Vacations

Orlando, Florida

Dec 19–26, 2026 (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

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

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Disney's Polynesian Villas & Bungalows

Lake Buena Vista, Florida

Dec 19–24, 2026 (5 nights)
Studio/1 bath, sleeps 5
$4,191 ($838/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 19–23, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$523 ($131/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,963 ($423/night)