Columbus Day Timeshare Rentals
Columbus Day is a national holiday in the United States, falling on the second Monday in October. Although most federal employees still observe Columbus Day as an official holiday, many states no longer do, instead choosing to focus the day on Indigenous Peoples.
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 10–16, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $892 ($149/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 10–16, 2026 (6 nights)
- 3 bed/2 bath, sleeps 10
- $1,642 ($274/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 10–16, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,339 ($223/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 11–16, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,003 ($201/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 11–16, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,242 ($248/night)
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Villa del Arco Beach Resort & Spa
Cabo San Lucas, Mexico- Oct 11–18, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $3,077 ($440/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 9–22, 2026 (13 nights)
- 2 bed/2 bath, sleeps 6
- $3,809 ($293/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 9–22, 2026 (13 nights)
- 1 bed/1 bath, sleeps 4
- $2,092 ($161/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 9–22, 2026 (13 nights)
- 1 bed/1 bath, sleeps 4
- $3,125 ($240/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 9–22, 2026 (13 nights)
- 3 bed/2 bath, sleeps 10
- $3,809 ($293/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 9–22, 2026 (13 nights)
- 2 bed/2 bath, sleeps 8
- $3,125 ($240/night)
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
- $6,292 ($899/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,673 ($239/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,039 ($291/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,673 ($239/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Oct 9–14, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,550 ($310/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,205 ($315/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,205 ($315/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Oct 11–16, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,576 ($515/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 8–14, 2026 (6 nights)
- 3 bed/2 bath, sleeps 10
- $1,795 ($299/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 8–14, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $1,795 ($299/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 8–14, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,475 ($246/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 8–14, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $986 ($164/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 8–14, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,475 ($246/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
- $3,513 ($502/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
- $3,186 ($455/night)
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Hyatt Windward Pointe Resort
Key West, Florida- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/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
- $3,186 ($455/night)
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La Cabana Beach Resort
Oranjestad, Aruba- Oct 9–16, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,877 ($268/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Oct 9–16, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,186 ($455/night)
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Hanalei Bay Resort
Princeville, Hawaii- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($502/night)
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Villa del Arco Beach Resort & Spa
Cabo San Lucas, Mexico- Oct 9–16, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,532 ($362/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/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
- $4,712 ($673/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
- $4,385 ($626/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/2 bath, sleeps 4
- $3,295 ($471/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Oct 9–16, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,495 ($214/night)
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The Westin Los Cabos Resort Villas & Spa
San Jose del Cabo, Mexico- Oct 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Oct 11–18, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,233 ($462/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
- $2,963 ($423/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
- $3,001 ($429/night)
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Marriott's Summit Watch
Park City, Utah- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
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Hawaiian Princess at Makaha Beach
Waianae, Hawaii- Oct 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,319 ($188/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
- $3,404 ($486/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,522 ($789/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Oct 9–16, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $5,475 ($782/night)
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Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Oct 10–17, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $3,840 ($549/night)