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)
- 2 bed/2 bath, sleeps 8
- $4,336 ($619/night)
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,094 ($728/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Oct 10–17, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $5,693 ($813/night)
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Oct 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,039 ($720/night)
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
- $5,475 ($782/night)
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Four Seasons Residence Club Aviara
Carlsbad, California- Oct 9–16, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $3,840 ($549/night)
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Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,303 ($329/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Oct 10–17, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 8
- $7,829 ($1,118/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
- $3,633 ($519/night)
Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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
- $3,077 ($440/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Oct 11–16, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,932 ($386/night)
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Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Oct 7–21, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,932 ($281/night)
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 7–13, 2026 (6 nights)
- Studio/1 bath, sleeps 2
- $2,532 ($422/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 9–17, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,484 ($311/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 9–17, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,343 ($168/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 9–17, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $2,004 ($251/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Oct 9–17, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,769 ($221/night)
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Island Links Resort
Hilton Head Island, South Carolina- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,180 ($169/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Oct 8–13, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,145 ($229/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Oct 8–13, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,506 ($301/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Oct 8–13, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $786 ($157/night)
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Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Oct 8–13, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,506 ($301/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Oct 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($502/night)
Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Oct 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($346/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
- $3,404 ($486/night)
Sheraton Broadway Resort Villas
Myrtle Beach, South Carolina- Oct 11–16, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($332/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
- $3,426 ($489/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,412 ($630/night)
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Club Wyndham Nashville
Nashville, Tennessee- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $684 ($98/night)
Divi Village Golf and Beach Resort
Oranjestad, Aruba- Oct 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,994 ($285/night)
Voted Top Pick 2026
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Oct 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,931 ($419/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 7–21, 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 7–21, 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 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)
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
- $6,129 ($876/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 12–15, 2026 (3 nights)
- 3 bed/2 bath, sleeps 10
- $746 ($249/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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 12–15, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $896 ($299/night)