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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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Oct 9–16, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $7,655 ($1,094/night)
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The Resort at Whale Pointe
Depoe Bay, Oregon- Oct 11–19, 2026 (8 nights)
- 2 bed/2 bath, sleeps 6
- $1,714 ($214/night)
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WorldMark Victoria Resort
Victoria, British Columbia, Canada- Oct 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,066 ($438/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Oct 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,370 ($481/night)
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Marriott Vacation Club Pulse at Custom House, Boston
Boston, Massachusetts- Oct 9–16, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,967 ($424/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Oct 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,750 ($393/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Oct 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,750 ($393/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Oct 11–17, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $2,423 ($404/night)
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Voted Top Pick 2026
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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Marriott's Waikoloa Ocean Club
Waikoloa Village, Hawaii- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,911 ($844/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Oct 12–17, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,428 ($486/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,494 ($642/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Oct 9–16, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,535 ($362/night)
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Marriott's Villas at Doral
Miami, Florida- Oct 11–17, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $4,489 ($748/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,423 ($346/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
- $3,840 ($549/night)
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Voted Top Pick 2026
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Oct 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,303 ($329/night)