Winter Timeshare Rentals in Florida

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 12–21, 2027 (9 nights)
1 bed/1 bath, sleeps 4
$1,383 ($154/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 12–21, 2027 (9 nights)
3 bed/2 bath, sleeps 10
$2,528 ($281/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 12–21, 2027 (9 nights)
2 bed/2 bath, sleeps 6
$2,528 ($281/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 12–16, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$799 ($200/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 12–16, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$639 ($160/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 12–16, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$439 ($110/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 12–21, 2027 (9 nights)
1 bed/1 bath, sleeps 4
$2,068 ($230/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 12–21, 2027 (9 nights)
2 bed/2 bath, sleeps 8
$2,739 ($304/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 12–19, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,119 ($160/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 12–19, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,153 ($308/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 12–19, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,673 ($239/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 12–19, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$2,039 ($291/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 13–27, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$2,222 ($159/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 13–20, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,153 ($308/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 13–27, 2027 (14 nights)
3 bed/2 bath, sleeps 10
$4,054 ($290/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 13–20, 2027 (7 nights)
3 bed/2 bath, sleeps 10
$2,039 ($291/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 13–20, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$2,039 ($291/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 13–27, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$3,321 ($237/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 13–18, 2027 (5 nights)
2 bed/2 bath, sleeps 6
$1,550 ($310/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 13–18, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,566 ($313/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 13–20, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,673 ($239/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 13–18, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$1,276 ($255/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 13–18, 2027 (5 nights)
3 bed/2 bath, sleeps 10
$1,550 ($310/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 13–27, 2027 (14 nights)
2 bed/2 bath, sleeps 6
$4,054 ($290/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 13–20, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,119 ($160/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 13–27, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$4,280 ($306/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 13–17, 2027 (4 nights)
3 bed/3 bath, sleeps 10
$3,513 ($878/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 13–18, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$852 ($170/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 14–18, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$1,077 ($269/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 14–18, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$719 ($180/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 14–18, 2027 (4 nights)
3 bed/2 bath, sleeps 10
$1,304 ($326/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 14–18, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$1,271 ($318/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 14–18, 2027 (4 nights)
2 bed/2 bath, sleeps 6
$1,304 ($326/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 15–29, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$2,650 ($189/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 15–29, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$1,612 ($115/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 15–29, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$1,119 ($80/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 15–22, 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

Jan 15–22, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,565 ($938/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 15–23, 2027 (8 nights)
1 bed/1 bath, sleeps 4
$1,343 ($168/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 15–19, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$1,271 ($318/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 15–20, 2027 (5 nights)
3 bed/3 bath, sleeps 10
$5,475 ($1,095/night)

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Disney's Animal Kingdom Villas - Jambo House

Lake Buena Vista, Florida

Jan 15–17, 2027 (2 nights)
Studio/1 bath, sleeps 4
$870 ($435/night)

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Disney's Animal Kingdom Villas - Kidani Village

Lake Buena Vista, Florida

Jan 15–22, 2027 (7 nights)
Studio/1 bath, sleeps 4
$2,903 ($415/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 15–23, 2027 (8 nights)
1 bed/1 bath, sleeps 4
$2,004 ($251/night)

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Boulder Ridge Villas at Disney's Wilderness Lodge

Lake Buena Vista, Florida

Jan 15–19, 2027 (4 nights)
Studio/1 bath, sleeps 5
$2,255 ($564/night)

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Disney's Old Key West Resort

Lake Buena Vista, Florida

Jan 15–21, 2027 (6 nights)
Studio/1 bath, sleeps 4
$2,471 ($412/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 15–19, 2027 (4 nights)
2 bed/2 bath, sleeps 6
$1,304 ($326/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 15–19, 2027 (4 nights)
3 bed/2 bath, sleeps 10
$1,304 ($326/night)