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 9–17, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $2,004 ($251/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 Cypress Palms
Kissimmee, Florida- Oct 9–17, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,769 ($221/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 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)
- 2 bed/2 bath, sleeps 8
- $1,145 ($229/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)
- 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)
- 2 bed/2 bath, sleeps 8
- $4,280 ($306/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)
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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
- $415 ($138/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)
- 3 bed/2 bath, sleeps 10
- $746 ($249/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,948 ($278/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,488 ($213/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Oct 9–16, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,026 ($147/night)
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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)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 9–13, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,077 ($269/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 9–13, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $703 ($176/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 9–13, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,271 ($318/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 9–16, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,063 ($152/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 9–16, 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 9–14, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $852 ($170/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 10–14, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,232 ($308/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 10–14, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $940 ($235/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 10–14, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $626 ($157/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 1–15, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $2,170 ($155/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 3–17, 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 3–17, 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 8–18, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $3,109 ($311/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 8–18, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,699 ($170/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 8–18, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $2,533 ($253/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 12–16, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,194 ($298/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 12–16, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $995 ($249/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 12–16, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $535 ($134/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 12–16, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $804 ($201/night)
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Club Sevilla
Kissimmee, Florida- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,165 ($166/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 5–15, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,515 ($151/night)
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Marriott's Grande Vista
Orlando, Florida- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,150 ($307/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,113 ($302/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 4–17, 2026 (13 nights)
- 1 bed/1 bath, sleeps 4
- $2,000 ($154/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,113 ($302/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 12–19, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 12–19, 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 12–19, 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 5–14, 2026 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,383 ($154/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,113 ($302/night)