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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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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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 8
- $2,113 ($302/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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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)
- 1 bed/1 bath, sleeps 4
- $986 ($164/night)
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Hyatt Windward Pointe Resort
Key West, Florida- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($393/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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Copper Creek Villas & Cabins at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Oct 11–17, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $3,653 ($609/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 11–18, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,123 ($303/night)
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Disney's Beach Club Villas
Lake Buena Vista, Florida- Oct 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $5,008 ($716/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Oct 11–16, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,161 ($432/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Oct 10–15, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $2,933 ($587/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Oct 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,586 ($512/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Oct 11–18, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $4,027 ($575/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Oct 10–15, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $2,909 ($582/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Oct 9–15, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $3,256 ($543/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Oct 11–13, 2026 (2 nights)
- Studio/1 bath, sleeps 4
- $1,079 ($539/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Oct 11–16, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($463/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Oct 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,370 ($481/night)
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Marriott's Villas at Doral
Miami, Florida- Oct 11–17, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $4,489 ($748/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,423 ($346/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
- $4,167 ($595/night)