Columbus Day Timeshare Rentals
Observed on the second Monday in October, Columbus Day is a U.S. federal holiday that creates a long weekend for many travelers. While some states now recognize the day as Indigenous Peoples’ Day, the extended weekend is still a great time to enjoy a fall getaway and take advantage of the changing seasons.
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Oct 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($315/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Oct 7–13, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,207 ($201/night)
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Holiday Inn Club Vacations Panama City Beach Resort
Panama City Beach, Florida- Oct 9–16, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($237/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 11–23, 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 11–23, 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 12–23, 2026 (11 nights)
- 2 bed/2 bath, sleeps 8
- $3,326 ($302/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 12–23, 2026 (11 nights)
- 1 bed/1 bath, sleeps 4
- $1,647 ($150/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Oct 9–13, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $888 ($222/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,260 ($323/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 10–13, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $935 ($312/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 10–13, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $499 ($166/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 8–20, 2026 (12 nights)
- 2 bed/2 bath, sleeps 8
- $3,695 ($308/night)
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Coral Reef Beach Resort
St. Pete Beach, Florida- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 10–18, 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 10–18, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,484 ($311/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Oct 10–16, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $2,559 ($427/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 9–18, 2026 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,815 ($313/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Oct 8–13, 2026 (5 nights)
- 2 bed/2 bath, sleeps 9
- $7,110 ($1,422/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 10–20, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,607 ($161/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 10–20, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $3,070 ($307/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 5–19, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $4,280 ($306/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Oct 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,488 ($213/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,123 ($303/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 6–14, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,446 ($306/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 9–15, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,860 ($310/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 7–14, 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 11–19, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,251 ($156/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 11–19, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,446 ($306/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,404 ($486/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 12–22, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,515 ($151/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 12–22, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $3,032 ($303/night)
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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
- $1,860 ($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
- $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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Marriott's Oceana Palms
Riviera Beach, Florida- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,622 ($517/night)