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 12–16, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,194 ($298/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,020 ($860/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,795 ($256/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Oct 10–17, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $2,345 ($335/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
- $6,783 ($969/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,412 ($630/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
- $4,794 ($685/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Westgate Park City Resort & Spa
Park City, Utah- Oct 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,220 ($174/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($626/night)
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Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,978 ($283/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
- $4,167 ($595/night)
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Oct 12–26, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($274/night)
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Club Wyndham Nashville
Nashville, Tennessee- Oct 11–24, 2026 (13 nights)
- 2 bed/2 bath, sleeps 8
- $2,501 ($192/night)
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Club Sevilla
Kissimmee, Florida- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,165 ($166/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 5–15, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,515 ($151/night)
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Club Regina Los Cabos
San Jose del Cabo, Mexico- Oct 11–18, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $1,932 ($276/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,295 ($471/night)
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Voted Top Pick 2026
The Westin Kierland Villas
Scottsdale, Arizona- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,200 ($314/night)
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Kalia Suites by Hilton Grand Vacations
Honolulu, Hawaii- Oct 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,418 ($345/night)
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Sandcastle Resort and Club
Provincetown, Massachusetts- Oct 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 6
- $1,110 ($159/night)
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Marriott's Grande Vista
Orlando, Florida- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,150 ($307/night)
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Club Wyndham Nashville
Nashville, Tennessee- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,427 ($204/night)
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Club Wyndham Nashville
Nashville, Tennessee- Oct 10–18, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,760 ($220/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,113 ($302/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
- $4,036 ($577/night)
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Voted Top Pick 2026
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,995 ($428/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Grand Solmar Pacific Dunes Resort Golf & Spa
Cabo San Lucas, Mexico- Oct 10–17, 2026 (7 nights)
- 4 bed/6 bath, sleeps 12
- $7,655 ($1,094/night)
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Villa La Valencia Beach Resort & Spa
San Jose del Cabo, Mexico- Oct 11–18, 2026 (7 nights)
- 3 bed/4 bath, sleeps 8
- $7,328 ($1,047/night)
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Villa del Palmar Cabo San Lucas
Cabo San Lucas, Mexico- Oct 10–17, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,096 ($299/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Oct 10–16, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,622 ($604/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 4–17, 2026 (13 nights)
- 1 bed/1 bath, sleeps 4
- $2,000 ($154/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Oct 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,565 ($938/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
- $2,750 ($393/night)
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Club Wyndham Kona Hawaiian Resort
Kailua-Kona, Hawaii- Oct 2–16, 2026 (14 nights)
- 2 bed/2 bath, sleeps 6
- $12,538 ($896/night)
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Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Oct 12–15, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $483 ($161/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Oct 8–13, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($703/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,340 ($620/night)
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Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Oct 10–13, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $875 ($292/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 12–19, 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 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,113 ($302/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 5–14, 2026 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,383 ($154/night)
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Club Wyndham Nashville
Nashville, Tennessee- Oct 11–15, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $604 ($151/night)
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Club Wyndham Nashville
Nashville, Tennessee- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,119 ($160/night)
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Club Wyndham Nashville
Nashville, Tennessee- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,427 ($204/night)