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.
Marriott's SurfWatch
Hilton Head Island, South Carolina- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,731 ($533/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,440 ($206/night)
Villa del Palmar Cabo San Lucas
Cabo San Lucas, Mexico- Oct 10–17, 2026 (7 nights)
- 3 bed/3 bath, sleeps 6
- $5,693 ($813/night)
Verified & Protected
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Club Wyndham National Harbor
National Harbor, Maryland- Oct 10–14, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,734 ($434/night)
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Club Wyndham National Harbor
National Harbor, Maryland- Oct 10–14, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($341/night)
Sheraton Broadway Resort Villas
Myrtle Beach, South Carolina- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,220 ($174/night)
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Club Wyndham Nashville
Nashville, Tennessee- Oct 8–14, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $613 ($102/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 8–17, 2026 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,777 ($309/night)
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 11–17, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $3,404 ($567/night)
Voted Top Pick 2026
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Oct 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,200 ($314/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($626/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,804 ($401/night)
Verified & Protected
WorldMark Canmore - Banff
Canmore, Alberta, Canada- Oct 12–22, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($308/night)
Verified & Protected
Pono Kai
Kapaa, Hawaii- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,205 ($315/night)
Verified & Protected
Four Seasons Residence Club Aviara
Carlsbad, California- Oct 9–16, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $3,949 ($564/night)
Verified & Protected
Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Oct 10–17, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,750 ($393/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
Verified & Protected
Villa La Estancia Cabo San Lucas
Cabo San Lucas, Mexico- Oct 10–17, 2026 (7 nights)
- 3 bed/4 bath, sleeps 10
- $6,205 ($886/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,420 ($774/night)
Verified & Protected
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Oct 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($440/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,993 ($428/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,330 ($619/night)
Verified & Protected
Villa Roma Resort Lodges
Callicoon, New York- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,987 ($284/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Oct 11–18, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,456 ($922/night)
Verified & Protected
Voted Top Pick 2026
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Oct 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,193 ($313/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Oct 12–16, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,594 ($398/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,693 ($813/night)
Verified & Protected
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Oct 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Oct 9–16, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,750 ($393/night)
Verified & Protected
Kona Coast Resort
Kailua-Kona, Hawaii- Oct 10–14, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,878 ($470/night)
Verified & Protected
Voted Top Pick 2026
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($331/night)
Verified & Protected
Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,413 ($345/night)
Verified & Protected
WorldMark Windsor
Windsor, California- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,780 ($254/night)
Verified & Protected
Sanibel Beach Club
Sanibel Island, Florida- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,205 ($315/night)
Verified & Protected
Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,384 ($626/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Oct 7–13, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,277 ($213/night)
Verified & Protected
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Club Wyndham Nashville
Nashville, Tennessee- Oct 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $684 ($98/night)
Verified & Protected
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Club Wyndham Nashville
Nashville, Tennessee- Oct 7–19, 2026 (12 nights)
- 1 bed/1 bath, sleeps 4
- $1,224 ($102/night)
Verified & Protected
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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)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Oct 10–16, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $3,295 ($549/night)
Verified & Protected
Divi Village Golf and Beach Resort
Oranjestad, Aruba- Oct 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,584 ($798/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,584 ($798/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Nashville
Nashville, Tennessee- Oct 9–23, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,365 ($98/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Nashville
Nashville, Tennessee- Oct 9–15, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $613 ($102/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Oct 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,312 ($187/night)
Verified & Protected
Holiday Inn Club Vacations Panama City Beach Resort
Panama City Beach, Florida- Oct 9–16, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($237/night)