Winter Timeshare Rentals in Florida

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 8–15, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,437 ($1,062/night)

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Disney's BoardWalk Villas

Lake Buena Vista, Florida

Feb 8–13, 2027 (5 nights)
Studio/1 bath, sleeps 5
$2,739 ($548/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 9–13, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$1,289 ($322/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 9–13, 2027 (4 nights)
3 bed/2 bath, sleeps 10
$1,312 ($328/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 10–19, 2027 (9 nights)
1 bed/1 bath, sleeps 4
$1,734 ($193/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 10–20, 2027 (10 nights)
2 bed/2 bath, sleeps 8
$2,953 ($295/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 10–16, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,858 ($310/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 10–19, 2027 (9 nights)
2 bed/2 bath, sleeps 8
$2,565 ($285/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 10–16, 2027 (6 nights)
3 bed/2 bath, sleeps 10
$2,257 ($376/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 10–17, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,383 ($198/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 10–18, 2027 (8 nights)
2 bed/2 bath, sleeps 8
$7,655 ($957/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 10–17, 2027 (7 nights)
3 bed/2 bath, sleeps 10
$2,571 ($367/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 10–17, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,094 ($299/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Feb 10–17, 2027 (7 nights)
Studio/1 bath, sleeps 4
$2,886 ($412/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 10–20, 2027 (10 nights)
1 bed/1 bath, sleeps 4
$2,022 ($202/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 10–20, 2027 (10 nights)
3 bed/2 bath, sleeps 10
$3,757 ($376/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 10–19, 2027 (9 nights)
3 bed/2 bath, sleeps 10
$3,199 ($355/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Feb 10–17, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,365 ($195/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Feb 10–17, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,334 ($191/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Feb 10–17, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$559 ($80/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 10–16, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$1,207 ($201/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 11–16, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$1,074 ($215/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 11–15, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$897 ($224/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 11–19, 2027 (8 nights)
3 bed/2 bath, sleeps 10
$2,955 ($369/night)

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Bay Lake Tower at Disney's Contemporary Resort

Lake Buena Vista, Florida

Feb 11–14, 2027 (3 nights)
Studio/1 bath, sleeps 4
$1,644 ($548/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 11–15, 2027 (4 nights)
3 bed/2 bath, sleeps 10
$1,699 ($425/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 11–16, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,564 ($313/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 11–16, 2027 (5 nights)
3 bed/2 bath, sleeps 10
$2,013 ($403/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 11–15, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$1,327 ($332/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 11–19, 2027 (8 nights)
2 bed/2 bath, sleeps 8
$2,271 ($284/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 11–18, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,502 ($1,072/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 11–19, 2027 (8 nights)
1 bed/1 bath, sleeps 4
$1,603 ($200/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 11–21, 2027 (10 nights)
2 bed/2 bath, sleeps 8
$8,745 ($874/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Feb 11–18, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$4,494 ($642/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Feb 11–18, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,077 ($440/night)

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Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Feb 12–19, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,832 ($547/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 12–19, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,129 ($876/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 12–19, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,926 ($275/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Feb 12–19, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,077 ($440/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 12–19, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,471 ($210/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Feb 12–19, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,240 ($463/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Feb 12–19, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,039 ($720/night)

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Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Feb 12–19, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,112 ($588/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 12–19, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,427 ($204/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 12–21, 2027 (9 nights)
1 bed/1 bath, sleeps 4
$2,048 ($228/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Feb 12–15, 2027 (3 nights)
2 bed/2 bath, sleeps 8
$573 ($191/night)

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Boulder Ridge Villas at Disney's Wilderness Lodge

Lake Buena Vista, Florida

Feb 12–18, 2027 (6 nights)
Studio/1 bath, sleeps 5
$3,838 ($640/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 12–20, 2027 (8 nights)
3 bed/2 bath, sleeps 10
$3,269 ($409/night)