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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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)
- 1 bed/1 bath, sleeps 4
- $986 ($164/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 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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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,565 ($938/night)
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Westgate Smoky Mountain Resort & Water Park
Gatlinburg, Tennessee- Oct 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,296 ($185/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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Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,294 ($471/night)
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Westgate Flamingo Bay
Las Vegas, Nevada- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $868 ($124/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 Flamingo Bay
Las Vegas, Nevada- Oct 9–16, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $627 ($90/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 Park City Resort & Spa
Park City, Utah- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,142 ($306/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 Flamingo Bay
Las Vegas, Nevada- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $868 ($124/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 Branson Woods Resort
Branson, Missouri- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,402 ($200/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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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,821 ($689/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
- $2,096 ($299/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)
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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
- $4,494 ($642/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Villa La Valencia Beach Resort & Spa
San Jose del Cabo, Mexico- Oct 10–16, 2026 (6 nights)
- 3 bed/2.5 bath, sleeps 8
- $6,284 ($1,047/night)
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Elara by Hilton Grand Vacations
Las Vegas, Nevada- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,839 ($548/night)
Westgate Smoky Mountain Resort & Water Park
Gatlinburg, Tennessee- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
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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)
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Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Oct 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,312 ($187/night)
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Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,312 ($187/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
- $2,749 ($393/night)
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Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Oct 10–17, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,930 ($704/night)
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Grand Solmar Pacific Dunes Resort Golf & Spa
Cabo San Lucas, Mexico- Oct 11–18, 2026 (7 nights)
- 4 bed/5 bath, sleeps 12
- $6,238 ($891/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
- $4,603 ($658/night)
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The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Oct 9–16, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,578 ($511/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Oct 10–15, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,550 ($310/night)
Voted Top Pick 2026
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Oct 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,276 ($325/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 Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 11–18, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $3,077 ($440/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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Villa del Palmar Cabo San Lucas
Cabo San Lucas, Mexico- Oct 10–17, 2026 (7 nights)
- 3 bed/4 bath, sleeps 8
- $4,473 ($639/night)
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Bluewater Resort & Marina
Hilton Head Island, South Carolina- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
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Hacienda Encantada Resort & Residences
Cabo San Lucas, Mexico- Oct 10–17, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $3,458 ($494/night)