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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Marriott's Aruba Surf Club
Palm Beach, Aruba- Oct 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,295 ($471/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 1–15, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $2,170 ($155/night)
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Caloosa Cove Resort
Islamorada, Florida- Oct 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 3
- $1,660 ($237/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 8–22, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $3,321 ($237/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 8–22, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $4,201 ($300/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 8–22, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $2,071 ($148/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Oct 10–13, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $604 ($201/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Oct 10–13, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $427 ($142/night)
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The Westin Nanea Ocean Villas
Lahaina, Hawaii- Oct 10–17, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $9,399 ($1,343/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 3–17, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $3,321 ($237/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 3–17, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $2,222 ($159/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 8–18, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $2,533 ($253/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 8–18, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $3,109 ($311/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 8–18, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,699 ($170/night)
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Marriott's Ocean Pointe
Palm Beach Shores, Florida- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,467 ($352/night)
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Marriott's Ocean Pointe
Palm Beach Shores, Florida- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
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Grand Pacific Palisades Resort
Carlsbad, California- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,200 ($314/night)
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Marriott's Waiohai Beach Club
Koloa, Hawaii- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
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Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 7–14, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,641 ($377/night)
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The Westin Kierland Villas
Scottsdale, Arizona- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,605 ($229/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 12–16, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $535 ($134/night)
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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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 12–16, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $804 ($201/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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The Westin Nanea Ocean Villas
Lahaina, Hawaii- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,728 ($961/night)
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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
- $3,840 ($549/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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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 6
- $1,119 ($160/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
- $3,832 ($547/night)