Columbus Day Timeshare Rentals in Florida

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Casa Ybel Resort

Sanibel Island, Florida

Oct 9–16, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,314 ($331/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 8–13, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,566 ($313/night)

The Galleon Resort

Key West, Florida

Oct 10–17, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,167 ($595/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 9–14, 2026 (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

Oct 9–14, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$852 ($170/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 10–14, 2026 (4 nights)
3 bed/2 bath, sleeps 10
$1,150 ($287/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 10–14, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$626 ($157/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 1–15, 2026 (14 nights)
3 bed/2 bath, sleeps 10
$3,993 ($285/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 1–15, 2026 (14 nights)
1 bed/1 bath, sleeps 4
$2,170 ($155/night)

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Caloosa Cove Resort

Islamorada, Florida

Oct 10–17, 2026 (7 nights)
Studio/1 bath, sleeps 3
$1,660 ($237/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 8–22, 2026 (14 nights)
3 bed/2 bath, sleeps 10
$4,054 ($290/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Oct 10–13, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$427 ($142/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Oct 10–13, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$604 ($201/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 3–17, 2026 (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

Oct 3–17, 2026 (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

Oct 8–18, 2026 (10 nights)
3 bed/2 bath, sleeps 10
$3,077 ($308/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 8–18, 2026 (10 nights)
1 bed/1 bath, sleeps 4
$1,699 ($170/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Oct 10–17, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,467 ($352/night)

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Marriott's Ocean Pointe

Palm Beach Shores, Florida

Oct 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,458 ($494/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 12–16, 2026 (4 nights)
3 bed/2 bath, sleeps 10
$995 ($249/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 12–16, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$803 ($201/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 12–16, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$535 ($134/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Oct 10–17, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,840 ($549/night)

Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Oct 12–26, 2026 (14 nights)
2 bed/2 bath, sleeps 8
$3,840 ($274/night)

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Club Sevilla

Kissimmee, Florida

Oct 10–17, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,165 ($166/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 5–15, 2026 (10 nights)
3 bed/2 bath, sleeps 10
$2,772 ($277/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 5–15, 2026 (10 nights)
1 bed/1 bath, sleeps 4
$1,515 ($151/night)

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Marriott's Grande Vista

Orlando, Florida

Oct 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,150 ($307/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 4–17, 2026 (13 nights)
1 bed/1 bath, sleeps 4
$2,000 ($154/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 4–17, 2026 (13 nights)
3 bed/2 bath, sleeps 10
$3,657 ($281/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Oct 10–17, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,750 ($393/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 10–17, 2026 (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

Oct 12–19, 2026 (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

Oct 12–19, 2026 (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

Oct 5–14, 2026 (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

Oct 5–14, 2026 (9 nights)
1 bed/1 bath, sleeps 4
$1,383 ($154/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Oct 10–17, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,428 ($347/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 12–17, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$759 ($152/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 12–17, 2026 (5 nights)
3 bed/2 bath, sleeps 10
$1,396 ($279/night)

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Hyatt Sunset Harbor Resort

Key West, Florida

Oct 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,404 ($486/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 7–13, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$986 ($164/night)

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Disney's Animal Kingdom Villas - Jambo House

Lake Buena Vista, Florida

Oct 12–17, 2026 (5 nights)
Studio/1 bath, sleeps 4
$2,509 ($502/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Oct 10–17, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 11–17, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$892 ($149/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 11–17, 2026 (6 nights)
3 bed/2 bath, sleeps 10
$1,642 ($274/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Oct 10–17, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,513 ($502/night)

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Hyatt Sunset Harbor Resort

Key West, Florida

Oct 11–15, 2026 (4 nights)
2 bed/2 bath, sleeps 6
$1,824 ($456/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 8–16, 2026 (8 nights)
1 bed/1 bath, sleeps 4
$1,251 ($156/night)