Columbus Day Timeshare Rentals in Florida

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 10–16, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,821 ($304/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 12–18, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,861 ($310/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 12–18, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$1,475 ($246/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 12–18, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$986 ($164/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 6–13, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,153 ($308/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Oct 7–14, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,365 ($195/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Oct 9–16, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Westgate Lakes Resort & Spa

Orlando, Florida

Oct 9–16, 2026 (7 nights)
4 bed/4 bath, sleeps 16
$2,291 ($327/night)

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Westgate Lakes Resort & Spa

Orlando, Florida

Oct 9–16, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,866 ($267/night)

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Westgate Lakes Resort & Spa

Orlando, Florida

Oct 9–16, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,866 ($267/night)

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Westgate Town Center

Kissimmee, Florida

Oct 9–16, 2026 (7 nights)
4 bed/4 bath, sleeps 16
$2,257 ($322/night)

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Westgate Lakes Resort & Spa

Orlando, Florida

Oct 10–17, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,866 ($267/night)

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Westgate Town Center

Kissimmee, Florida

Oct 9–16, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,536 ($219/night)

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Westgate Town Center

Kissimmee, Florida

Oct 9–16, 2026 (7 nights)
4 bed/4 bath, sleeps 16
$2,257 ($322/night)

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Westgate Town Center

Kissimmee, Florida

Oct 9–16, 2026 (7 nights)
5 bed/5 bath, sleeps 20
$2,531 ($362/night)

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Westgate Town Center

Kissimmee, Florida

Oct 9–16, 2026 (7 nights)
4 bed/4 bath, sleeps 16
$2,257 ($322/night)

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Hyatt Sunset Harbor Resort

Key West, Florida

Oct 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,230 ($461/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Oct 9–16, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,949 ($564/night)

The Galleon Resort

Key West, Florida

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

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Plantation Beach Club at Indian River

Stuart, Florida

Oct 10–17, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,095 ($299/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Oct 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,512 ($502/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 11–24, 2026 (13 nights)
1 bed/1 bath, sleeps 4
$1,948 ($150/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 11–24, 2026 (13 nights)
2 bed/2 bath, sleeps 8
$3,823 ($294/night)

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Plantation House at South Seas Island Resort

Captiva, Florida

Oct 9–16, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,527 ($361/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 4–16, 2026 (12 nights)
1 bed/1 bath, sleeps 4
$2,658 ($222/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 4–16, 2026 (12 nights)
2 bed/2 bath, sleeps 8
$3,618 ($301/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 4–16, 2026 (12 nights)
1 bed/1 bath, sleeps 4
$1,778 ($148/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 8–13, 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 8–13, 2026 (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

Oct 8–15, 2026 (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

Oct 8–15, 2026 (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

Oct 8–15, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,119 ($160/night)

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Disney's Old Key West Resort

Lake Buena Vista, Florida

Oct 11–18, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,399 ($343/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
$3,633 ($519/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 9–17, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$2,484 ($311/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 9–17, 2026 (8 nights)
1 bed/1 bath, sleeps 4
$2,004 ($251/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 9–17, 2026 (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

Oct 7–21, 2026 (14 nights)
2 bed/2 bath, sleeps 8
$4,280 ($306/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 7–21, 2026 (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

Oct 7–21, 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 12–15, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$603 ($201/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 12–15, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$415 ($138/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 12–15, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$896 ($299/night)

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The Galleon Resort

Key West, Florida

Oct 10–17, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,513 ($502/night)

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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)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Oct 9–13, 2026 (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

Oct 9–13, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$703 ($176/night)