Winter Timeshare Rentals in Florida

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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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Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 4
$3,104 ($443/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
$4,362 ($623/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
$9,723 ($1,389/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
$4,222 ($603/night)

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Disney's BoardWalk Villas

Lake Buena Vista, Florida

Dec 19–24, 2026 (5 nights)
2 bed/2 bath, sleeps 9
$6,020 ($1,204/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)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 19–26, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$12,004 ($1,715/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)

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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
$1,550 ($221/night)

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Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,186 ($455/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
$7,731 ($1,104/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
$3,840 ($549/night)

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Marriott's Oceana Palms

Riviera Beach, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,910 ($844/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)

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
$6,967 ($995/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)

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 Imperial Palm Villas

Orlando, Florida

Dec 19–26, 2026 (7 nights)
3 bed/2 bath, sleeps 10
$3,294 ($471/night)

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Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,731 ($533/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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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,612 ($230/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,211 ($173/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)

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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 Cypress Palms

Kissimmee, Florida

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$839 ($120/night)

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Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Dec 19–24, 2026 (5 nights)
Studio/1 bath, sleeps 4
$1,705 ($341/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 19–26, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$10,346 ($1,478/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
$7,546 ($1,078/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
$3,016 ($603/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
$7,546 ($1,078/night)

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Disney's Animal Kingdom Villas - Kidani Village

Lake Buena Vista, Florida

Dec 19–20, 2026 (1 night)
Studio/1 bath, sleeps 4
$415 ($415/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
$3,077 ($440/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,660 ($237/night)

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Holiday Inn Club Vacations Marco Island - Sunset Cove Resort

Marco Island, Florida

Dec 19–26, 2026 (7 nights)
3 bed/2 bath, sleeps 8
$3,076 ($439/night)

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Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Dec 19–24, 2026 (5 nights)
Studio/1 bath, sleeps 4
$1,778 ($356/night)

Verified & Protected Voted Top Pick 2026

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 Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–28, 2026 (9 nights)
1 bed/1 bath, sleeps 4
$1,935 ($215/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 19–26, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$11,143 ($1,592/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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WorldMark Ocean Walk

Daytona Beach, Florida

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

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Disney's Animal Kingdom Villas - Kidani Village

Lake Buena Vista, Florida

Dec 19–21, 2026 (2 nights)
Studio/1 bath, sleeps 4
$746 ($373/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
$2,602 ($289/night)

CHOOSE YOUR OWN DATES

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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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)