Winter Timeshare Rentals in Florida

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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 22–31, 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 22–29, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$719 ($103/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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Bay Lake Tower at Disney's Contemporary Resort

Lake Buena Vista, Florida

Dec 22–29, 2026 (7 nights)
3 bed/4 bath, sleeps 12
$13,105 ($1,872/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)

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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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Sheraton Vistana Resort

Orlando, Florida

Dec 22–30, 2026 (8 nights)
1 bed/1 bath, sleeps 4
$1,302 ($163/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
$719 ($240/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 Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23–29, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$1,295 ($216/night)

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Copper Creek Villas & Cabins at Disney's Wilderness Lodge

Lake Buena Vista, Florida

Dec 23–27, 2026 (4 nights)
Studio/1 bath, sleeps 4
$2,668 ($667/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)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23–29, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,743 ($290/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 23–31, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$2,214 ($277/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 23–30, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$977 ($140/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 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 Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23–31, 2026 (8 nights)
1 bed/1 bath, sleeps 4
$1,647 ($206/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23–26, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$875 ($292/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 23–30, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,699 ($243/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23, 2026 – Jan 1, 2027 (9 nights)
1 bed/1 bath, sleeps 4
$1,821 ($202/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 23–30, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,987 ($284/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23, 2026 – Jan 1, 2027 (9 nights)
2 bed/2 bath, sleeps 8
$2,449 ($272/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23–28, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$1,119 ($224/night)

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Disney's BoardWalk Villas

Lake Buena Vista, Florida

Dec 23–27, 2026 (4 nights)
Studio/1 bath, sleeps 5
$3,077 ($769/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 Ocean Walk

Daytona Beach, Florida

Dec 23–30, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,519 ($217/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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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 23–30, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$728 ($104/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
$875 ($292/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 Ocean Walk

Daytona Beach, Florida

Dec 24, 2026 – Jan 2, 2027 (9 nights)
2 bed/2 bath, sleeps 8
$2,100 ($233/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 24–30, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,524 ($254/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 24, 2026 – Jan 2, 2027 (9 nights)
1 bed/1 bath, sleeps 4
$897 ($100/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 24–28, 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 24–27, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$764 ($255/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 24–27, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$1,030 ($343/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 24–31, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,022 ($432/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 24–29, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,506 ($301/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 24–27, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$1,030 ($343/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 24–28, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$941 ($235/night)

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Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Dec 24–26, 2026 (2 nights)
Studio/1 bath, sleeps 4
$1,123 ($562/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 24, 2026 – Jan 2, 2027 (9 nights)
1 bed/1 bath, sleeps 4
$1,216 ($135/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 24–31, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$8,962 ($1,280/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 24–31, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$986 ($141/night)