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 SurfWatch
Hilton Head Island, South Carolina- Oct 9–16, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,619 ($660/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Oct 8–13, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,194 ($439/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Oct 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,987 ($284/night)
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Villa del Palmar Cabo San Lucas
Cabo San Lucas, Mexico- Oct 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,550 ($221/night)
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The Suites at Fisherman's Wharf
San Francisco, California- Oct 9–16, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,749 ($393/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
- $6,129 ($876/night)
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Wyndham Kauai Coast Resort at the Beachboy
Kapaa, Hawaii- Oct 9–19, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $3,022 ($302/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Oct 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($276/night)
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Four Seasons Residence Club Aviara
Carlsbad, California- Oct 11–25, 2026 (14 nights)
- 2 bed/3 bath, sleeps 8
- $8,745 ($625/night)
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Villa del Arco Beach Resort & Spa
Cabo San Lucas, Mexico- Oct 10–17, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $2,390 ($341/night)
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Carlsbad Seapointe Resort
Carlsbad, California- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,423 ($346/night)
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The Westin Los Cabos Resort Villas - Baja Point
San Jose del Cabo, Mexico- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($393/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,260 ($323/night)
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The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($315/night)
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Four Seasons Residence Club Aviara
Carlsbad, California- Oct 9–16, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $3,077 ($440/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Oct 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,987 ($284/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Oct 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,068 ($295/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,402 ($914/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
- $3,420 ($489/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,015 ($859/night)
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Grand Solmar Pacific Dunes Resort Golf & Spa
Cabo San Lucas, Mexico- Oct 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,764 ($252/night)
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Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,622 ($517/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
- $3,458 ($494/night)
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Marriott's Shadow Ridge - The Villages
Palm Desert, California- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,281 ($326/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
- $2,200 ($314/night)
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Maui Schooner
Kihei, Hawaii- Oct 9–16, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,824 ($260/night)
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Villa del Palmar Cabo San Lucas
Cabo San Lucas, Mexico- Oct 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,542 ($220/night)
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The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,948 ($564/night)
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/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)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,603 ($658/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Oct 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,423 ($346/night)
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Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Oct 9–16, 2026 (7 nights)
- 1 bed/1 bath, sleeps 6
- $971 ($139/night)
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
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Lawai Beach Resort
Koloa, Hawaii- Oct 8–15, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($331/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Oct 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,872 ($410/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Oct 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,820 ($689/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Oct 10–15, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $895 ($179/night)
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Villa La Valencia Beach Resort & Spa
San Jose del Cabo, Mexico- Oct 10–17, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,769 ($253/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
- $3,077 ($440/night)
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Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Oct 7–14, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $2,968 ($424/night)
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Coral Reef Beach Resort
St. Pete Beach, Florida- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,641 ($377/night)
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Sheraton Desert Oasis
Scottsdale, Arizona- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,440 ($206/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,622 ($517/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,107 ($872/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Oct 10–16, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $2,450 ($408/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,614 ($659/night)