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 7–21, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $4,280 ($306/night)
Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,384 ($626/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Oct 9–15, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $1,495 ($249/night)
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Westgate Smoky Mountain Resort & Water Park
Gatlinburg, Tennessee- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 10
- $2,914 ($416/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Oct 11–16, 2026 (5 nights)
- 3 bed/2 bath, sleeps 8
- $1,418 ($284/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Oct 11–16, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,066 ($213/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Oct 11–16, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $710 ($142/night)
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Mountain Run at Boyne Mountain
Boyne Falls, Michigan- Oct 12–16, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $535 ($134/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
- $3,622 ($517/night)
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Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,129 ($876/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 12–15, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $896 ($299/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 12–15, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $415 ($138/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 12–15, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $603 ($201/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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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
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The Ritz Carlton Club, San Francisco
San Francisco, California- Oct 12–16, 2026 (4 nights)
- 1 bed/1.5 bath, sleeps 4
- $5,257 ($1,314/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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Club Wyndham Grand Desert
Las Vegas, Nevada- Oct 10–15, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,220 ($244/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Oct 10–15, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $804 ($161/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Oct 10–15, 2026 (5 nights)
- 3 bed/2 bath, sleeps 8
- $1,603 ($321/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Oct 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,230 ($461/night)
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Voted Top Pick 2026
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- Oct 10–16, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,076 ($513/night)
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The Galleon Resort
Key West, Florida- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,513 ($502/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Oct 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,180 ($169/night)
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Club Wyndham Nashville
Nashville, Tennessee- Oct 11–15, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $311 ($78/night)
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Club Wyndham Nashville
Nashville, Tennessee- Oct 11–16, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $755 ($151/night)
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Club Wyndham Nashville
Nashville, Tennessee- Oct 11–16, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $375 ($75/night)
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Marriott's Manor Club at Ford's Colony
Williamsburg, Virginia- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,886 ($412/night)
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Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Oct 10–20, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,883 ($188/night)
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Marriott's Grand Chateau
Las Vegas, Nevada- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,665 ($238/night)
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Club Wyndham Nashville
Nashville, Tennessee- Oct 12–15, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $247 ($82/night)
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Club Wyndham Nashville
Nashville, Tennessee- Oct 12–15, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $463 ($154/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,948 ($278/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Oct 9–16, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,026 ($147/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,488 ($213/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,020 ($860/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Oct 12–15, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $439 ($146/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Oct 12–15, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $639 ($213/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Oct 12–15, 2026 (3 nights)
- 3 bed/2 bath, sleeps 8
- $852 ($284/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Westgate Smoky Mountain Resort & Water Park
Gatlinburg, Tennessee- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Casa Ybel Resort
Sanibel Island, Florida- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
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Voted Top Pick 2026
The Royal Sands
Cancun, Mexico- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 8–13, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,566 ($313/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 9–13, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,077 ($269/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 9–13, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $703 ($176/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 9–13, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,271 ($318/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
- $2,422 ($346/night)