Winter Timeshare Rentals in Florida

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 25 – Mar 11, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$2,920 ($209/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 25–28, 2027 (3 nights)
1 bed/1 bath, sleeps 4
$764 ($255/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 25–28, 2027 (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

Feb 25–28, 2027 (3 nights)
3 bed/2 bath, sleeps 10
$1,453 ($484/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 25–28, 2027 (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

Feb 25 – Mar 11, 2027 (14 nights)
3 bed/2 bath, sleeps 10
$5,397 ($385/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 25 – Mar 11, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$3,932 ($281/night)

Eagle's Nest Beach Resort

Marco Island, Florida

Feb 26 – Mar 5, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$4,385 ($626/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 26 – Mar 6, 2027 (8 nights)
1 bed/1 bath, sleeps 4
$1,760 ($220/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 26 – Mar 6, 2027 (8 nights)
3 bed/2 bath, sleeps 10
$3,269 ($409/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 26 – Mar 6, 2027 (8 nights)
1 bed/1 bath, sleeps 4
$2,366 ($296/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 26 – Mar 5, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,978 ($283/night)

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Disney's BoardWalk Villas

Lake Buena Vista, Florida

Feb 26–28, 2027 (2 nights)
Studio/1 bath, sleeps 5
$1,222 ($611/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 26 – Mar 5, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,437 ($1,062/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 26 – Mar 5, 2027 (7 nights)
3 bed/2 bath, sleeps 10
$2,711 ($387/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 26 – Mar 5, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,978 ($283/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Feb 26 – Mar 5, 2027 (7 nights)
Studio/1 bath, sleeps 4
$2,314 ($331/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 26 – Mar 6, 2027 (8 nights)
2 bed/2 bath, sleeps 8
$2,366 ($296/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 26 – Mar 5, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,471 ($210/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 27 – Mar 6, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,471 ($210/night)

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Copper Creek Villas & Cabins at Disney's Wilderness Lodge

Lake Buena Vista, Florida

Feb 27 – Mar 6, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,478 ($497/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$9,290 ($1,327/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Feb 27 – Mar 6, 2027 (7 nights)
Studio/1 bath, sleeps 4
$1,769 ($253/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,732 ($819/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,910 ($844/night)

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The Resort on Cocoa Beach

Cocoa Beach, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$1,932 ($276/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 27 – Mar 6, 2027 (7 nights)
3 bed/3 bath, sleeps 10
$9,616 ($1,374/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$9,290 ($1,327/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$9,071 ($1,296/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 27 – Mar 13, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$2,920 ($209/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 27 – Mar 13, 2027 (14 nights)
3 bed/2 bath, sleeps 10
$5,397 ($385/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 27 – Mar 13, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$3,932 ($281/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 27 – Mar 13, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$3,932 ($281/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,129 ($876/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$8,311 ($1,187/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$8,199 ($1,171/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 27 – Mar 6, 2027 (7 nights)
3 bed/3 bath, sleeps 10
$6,238 ($891/night)

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Marriott's Lakeshore Reserve

Orlando, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2.5 bath, sleeps 8
$3,077 ($440/night)

Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$9,835 ($1,405/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,655 ($1,094/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 27 – Mar 6, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,978 ($283/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,978 ($283/night)

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Hyatt Vacation Club At Coconut Cove

Bonita Springs, Florida

Feb 27 – Mar 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,984 ($712/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 27 – Mar 6, 2027 (7 nights)
3 bed/2 bath, sleeps 10
$2,711 ($387/night)

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The Galleon Resort

Key West, Florida

Feb 27 – Mar 6, 2027 (7 nights)
Studio/1 bath, sleeps 2
$2,636 ($377/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 28 – Mar 7, 2027 (7 nights)
3 bed/2 bath, sleeps 10
$2,711 ($387/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 28 – Mar 5, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$1,198 ($240/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Feb 28 – Mar 6, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$1,180 ($197/night)