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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Villa del Arco Beach Resort & Spa
Cabo San Lucas, Mexico- Oct 11–18, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $2,750 ($393/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,878 ($268/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,205 ($315/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/night)
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Hyatt Windward Pointe Resort
Key West, Florida- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,532 ($362/night)
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Voted Top Pick 2026
Marriott's Desert Springs Villas II
Palm Desert, California- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/night)
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Villa del Arco Beach Resort & Spa
Cabo San Lucas, Mexico- Oct 9–16, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,161 ($309/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
- $3,731 ($533/night)
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Voted Top Pick 2026
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Oct 10–17, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,859 ($408/night)
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The Westin Los Cabos Resort Villas & Spa
San Jose del Cabo, Mexico- Oct 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,112 ($588/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
- $2,178 ($311/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
- $2,178 ($311/night)
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Marriott's Summit Watch
Park City, Utah- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
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Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Oct 10–17, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $3,186 ($455/night)
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Marriott's Shadow Ridge - The Villages
Palm Desert, California- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($412/night)
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Grand Lodge on Peak 7
Breckenridge, Colorado- Oct 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,780 ($254/night)
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Voted Top Pick 2026
The Westin Kierland Villas
Scottsdale, Arizona- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/night)
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Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Oct 9–16, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Oct 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,205 ($315/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
- $3,586 ($512/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
- $2,314 ($331/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
- $2,641 ($377/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Oct 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,641 ($377/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Oct 11–17, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($386/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
- $3,764 ($538/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
Verified & Protected
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)
Verified & Protected
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
- $3,622 ($517/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
- $3,458 ($494/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Oct 9–16, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,161 ($309/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)
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
- $3,840 ($549/night)