Winter Timeshare Rentals in Florida

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,488 ($213/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22–29, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$968 ($138/night)

Bay Lake Tower at Disney's Contemporary Resort

Lake Buena Vista, Florida

Dec 22–29, 2026 (7 nights)
3 bed/4 bath, sleeps 12
$16,375 ($2,339/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22–31, 2026 (9 nights)
1 bed/1 bath, sleeps 4
$1,198 ($133/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–25, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$535 ($178/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,682 ($240/night)

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Marriott's Crystal Shores

Marco Island, Florida

Dec 22–29, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$10,699 ($1,528/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 22–25, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$463 ($154/night)

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Marriott's Cypress Harbour Villas

Orlando, Florida

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Marriott's Crystal Shores

Marco Island, Florida

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$8,200 ($1,171/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22, 2026 – Jan 4, 2027 (13 nights)
2 bed/2 bath, sleeps 8
$2,833 ($218/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22, 2026 – Jan 4, 2027 (13 nights)
2 bed/2 bath, sleeps 8
$2,615 ($201/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22–31, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$1,865 ($207/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22, 2026 – Jan 4, 2027 (13 nights)
1 bed/1 bath, sleeps 4
$1,198 ($92/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22, 2026 – Jan 4, 2027 (13 nights)
1 bed/1 bath, sleeps 4
$1,656 ($127/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22–31, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$2,065 ($230/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22–31, 2026 (9 nights)
1 bed/1 bath, sleeps 4
$879 ($98/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 22–29, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$839 ($120/night)

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Marriott's Crystal Shores

Marco Island, Florida

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$8,036 ($1,148/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,612 ($230/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–25, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$719 ($240/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22–29, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$719 ($103/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–25, 2026 (3 nights)
3 bed/2 bath, sleeps 10
$959 ($320/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,211 ($173/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 22–25, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$271 ($90/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,978 ($283/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–29, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,471 ($210/night)

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Bay Lake Tower at Disney's Contemporary Resort

Lake Buena Vista, Florida

Dec 22–26, 2026 (4 nights)
Studio/1 bath, sleeps 4
$3,077 ($769/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 22–25, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$415 ($138/night)

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The Villas at Disney's Grand Floridian Resort & Spa

Lake Buena Vista, Florida

Dec 23–29, 2026 (6 nights)
Studio/1 bath, sleeps 5
$5,558 ($926/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23–26, 2026 (3 nights)
3 bed/2 bath, sleeps 10
$1,207 ($402/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23–26, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$648 ($216/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23–30, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,978 ($283/night)

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Disney's Riviera Resort

Lake Buena Vista, Florida

Dec 23–28, 2026 (5 nights)
Studio/1 bath, sleeps 5
$4,843 ($969/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23–30, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,471 ($210/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 23–28, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,312 ($262/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 23–28, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$946 ($189/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 23–28, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$679 ($136/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 23–30, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,612 ($230/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 23–30, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$839 ($120/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23–28, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,506 ($301/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 23–30, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,211 ($173/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23–27, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$1,268 ($317/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23–27, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,268 ($317/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23–27, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$941 ($235/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 23–29, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,462 ($244/night)

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Disney's BoardWalk Villas

Lake Buena Vista, Florida

Dec 23–27, 2026 (4 nights)
Studio/1 bath, sleeps 5
$2,313 ($578/night)

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WorldMark Orlando – Reunion

Kissimmee, Florida

Dec 23–30, 2026 (7 nights)
3 bed/3 bath, sleeps 8
$2,641 ($377/night)