Winter Timeshare Rentals in Florida

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 11–15, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$986 ($246/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 11–17, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$693 ($115/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 11–17, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$487 ($81/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 11–17, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,145 ($191/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 11–25, 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 11–18, 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 11–18, 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 11–25, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$2,222 ($159/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 11–18, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,334 ($191/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 11–17, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,172 ($195/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 11–18, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,365 ($195/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 11–18, 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

Jan 11–18, 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 11–18, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$2,039 ($291/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 11–16, 2027 (5 nights)
3 bed/3 bath, sleeps 10
$4,385 ($877/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 11–14, 2027 (3 nights)
1 bed/1 bath, sleeps 4
$415 ($138/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 11–14, 2027 (3 nights)
1 bed/1 bath, sleeps 4
$603 ($201/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 12–16, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$764 ($191/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 Ocean Walk

Daytona Beach, Florida

Jan 12–16, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$471 ($118/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 12–16, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$781 ($195/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 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 12–21, 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 12–19, 2027 (7 nights)
3 bed/2 bath, sleeps 10
$2,039 ($291/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 12–17, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$955 ($191/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
$1,383 ($154/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 Ocean Walk

Daytona Beach, Florida

Jan 12–17, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$415 ($83/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 Ocean Walk

Daytona Beach, Florida

Jan 12–17, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$577 ($115/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 12–17, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$977 ($195/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 6
$2,039 ($291/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 Ocean Walk

Daytona Beach, Florida

Jan 12–16, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$343 ($86/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 Ocean Walk

Daytona Beach, Florida

Jan 13–20, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,334 ($191/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)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 13–20, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,584 ($798/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 13–20, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,365 ($195/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 13–20, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$808 ($115/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 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 13–18, 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 13–18, 2027 (5 nights)
3 bed/2 bath, sleeps 10
$1,550 ($310/night)