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.
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 9–18, 2026 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,568 ($174/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 9–18, 2026 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,815 ($313/night)
Verified & Protected
Disney's BoardWalk Villas
Lake Buena Vista, Florida- Oct 8–13, 2026 (5 nights)
- 2 bed/2 bath, sleeps 9
- $7,110 ($1,422/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 10–20, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,607 ($161/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 10–20, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $3,070 ($307/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Oct 9–13, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $706 ($176/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Oct 9–13, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,012 ($253/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Oct 9–13, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,356 ($339/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 5–19, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $2,222 ($159/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 5–19, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $4,280 ($306/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 6–14, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,251 ($156/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 6–14, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,446 ($306/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 9–15, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,860 ($310/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 9–15, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $986 ($164/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,153 ($308/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 11–19, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,251 ($156/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 11–19, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,446 ($306/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 12–22, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $3,032 ($303/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 12–22, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,515 ($151/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 10–16, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,821 ($304/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 12–18, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $986 ($164/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 12–18, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,860 ($310/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,153 ($308/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
Verified & Protected
Westgate Lakes Resort & Spa
Orlando, Florida- Oct 9–16, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,291 ($327/night)
Verified & Protected
Westgate Lakes Resort & Spa
Orlando, Florida- Oct 9–16, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,866 ($267/night)
Verified & Protected
Westgate Lakes Resort & Spa
Orlando, Florida- Oct 9–16, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,866 ($267/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Oct 9–16, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,257 ($322/night)
Verified & Protected
Westgate Lakes Resort & Spa
Orlando, Florida- Oct 10–17, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,866 ($267/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,536 ($219/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Oct 9–16, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,257 ($322/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Oct 9–16, 2026 (7 nights)
- 5 bed/5 bath, sleeps 20
- $2,531 ($362/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Oct 9–16, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,257 ($322/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 11–24, 2026 (13 nights)
- 2 bed/2 bath, sleeps 8
- $3,823 ($294/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 11–24, 2026 (13 nights)
- 1 bed/1 bath, sleeps 4
- $1,948 ($150/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 4–16, 2026 (12 nights)
- 1 bed/1 bath, sleeps 4
- $1,778 ($148/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 4–16, 2026 (12 nights)
- 2 bed/2 bath, sleeps 8
- $3,618 ($301/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 8–13, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $852 ($170/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,153 ($308/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 8–15, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)
Verified & Protected
Disney's Old Key West Resort
Lake Buena Vista, Florida- Oct 11–18, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,399 ($343/night)
Verified & Protected
CHOOSE YOUR OWN DATES
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)
Verified & Protected
CHOOSE YOUR OWN DATES
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)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Oct 8–13, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,506 ($301/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Oct 8–13, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,145 ($229/night)
Verified & Protected
CHOOSE YOUR OWN DATES
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)
Verified & Protected
CHOOSE YOUR OWN DATES
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)