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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Voted Top Pick 2026
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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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 7–14, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,368 ($338/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
- $5,475 ($782/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
- $3,840 ($549/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
- $4,527 ($647/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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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 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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Kalia Suites by Hilton Grand Vacations
Honolulu, Hawaii- Oct 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,150 ($307/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
- $1,878 ($268/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
- $3,756 ($537/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
- $2,749 ($393/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
- $4,167 ($595/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
- $7,001 ($1,000/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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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Oct 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/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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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
- $4,167 ($595/night)
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Hacienda del Mar Resort
Cabo San Lucas, Mexico- Oct 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $993 ($142/night)
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Maui Bay Villas by Hilton Grand Vacations
Kihei, Hawaii- Oct 10–17, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $15,285 ($2,184/night)
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MountainLoft Resort
Gatlinburg, Tennessee- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,150 ($307/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,532 ($362/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
- $4,494 ($642/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Oct 11–16, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,478 ($496/night)
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WorldMark Oceanside
Oceanside, California- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,768 ($253/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
- $2,314 ($331/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
- $2,205 ($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
- $2,968 ($424/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,186 ($455/night)
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WorldMark Indio
Indio, California- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,932 ($276/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Oct 12–17, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,509 ($502/night)
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Voted Top Pick 2026
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($346/night)
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Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,385 ($198/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/1 bath, sleeps 4
- $3,840 ($549/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
- $4,412 ($630/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Oct 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,204 ($315/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/1 bath, sleeps 4
- $2,968 ($424/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,222 ($603/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $3,077 ($440/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
- $3,513 ($502/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- Oct 11–15, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,824 ($456/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
- $2,423 ($346/night)