Winter Timeshare Rentals in Florida

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Eagle's Nest Beach Resort

Marco Island, Florida

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,276 ($611/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–23, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$1,119 ($224/night)

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Westgate Town Center

Kissimmee, Florida

Dec 18–25, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,205 ($315/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–23, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,506 ($301/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 18–25, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,077 ($440/night)

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Marriott's Lakeshore Reserve

Orlando, Florida

Dec 18–22, 2026 (4 nights)
Studio/1 bath, sleeps 4
$1,765 ($441/night)

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WorldMark Orlando Kingstown Reef

Orlando, Florida

Dec 18–21, 2026 (3 nights)
2 bed/2 bath, sleeps 6
$1,165 ($388/night)

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Eagle's Nest Beach Resort

Marco Island, Florida

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,731 ($533/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,295 ($471/night)

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Club Wyndham Clearwater Beach Resort

Clearwater, Florida

Dec 18–23, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$2,204 ($441/night)

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Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Dec 18–25, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,207 ($315/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–21, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$1,030 ($343/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–27, 2026 (9 nights)
1 bed/1 bath, sleeps 4
$2,048 ($228/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–22, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,268 ($317/night)

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Eagle's Nest Beach Resort

Marco Island, Florida

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,540 ($506/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–27, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$2,754 ($306/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,519 ($217/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,076 ($297/night)

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Marriott's Oceana Palms

Riviera Beach, Florida

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,693 ($813/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
$3,024 ($432/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 Cypress Palms

Kissimmee, Florida

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,136 ($162/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)

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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 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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Disney's Polynesian Villas & Bungalows

Lake Buena Vista, Florida

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 5
$5,152 ($736/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 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,471 ($210/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)

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
$3,731 ($533/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 at Orange Lake Resort - East Village

Kissimmee, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,750 ($393/night)

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WorldMark Ocean Walk

Daytona Beach, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,314 ($331/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)

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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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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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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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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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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Westgate Vacation Villas

Kissimmee, Florida

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,198 ($171/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
$3,756 ($537/night)

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Marriott's Oceana Palms

Riviera Beach, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,923 ($703/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
$4,352 ($622/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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Marriott's BeachPlace Towers

Fort Lauderdale, 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 Ocean Pointe

Palm Beach Shores, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,658 ($665/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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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)