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.
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,268 ($467/night)
Marriott's Oceana Palms
Riviera Beach, Florida- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,642 ($377/night)
Verified & Protected
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Oct 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,275 ($182/night)
Verified & Protected
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,275 ($182/night)
Verified & Protected
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Oct 9–16, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,275 ($182/night)
Verified & Protected
Bluegreen at TradeWinds
St. Pete Beach, Florida- Oct 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,165 ($166/night)
Verified & Protected
Marriott's Oceana Palms
Riviera Beach, Florida- Oct 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,532 ($362/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
Verified & Protected
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Oct 11–17, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($277/night)
Verified & Protected
Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Oct 11–17, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $2,507 ($418/night)
Verified & Protected
Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Oct 12–15, 2026 (3 nights)
- 1 bed/2 bath, sleeps 5
- $4,112 ($1,371/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,396 ($199/night)
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,319 ($188/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($821/night)
Verified & Protected
Hilton Grand Vacations at Tuscany Village
Orlando, Florida- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,358 ($194/night)
Verified & Protected
Marriott's Villas at Doral
Miami, Florida- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,512 ($216/night)
Verified & Protected
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,749 ($250/night)
Verified & Protected
Harbourview Villas at South Seas Island Resort
Captiva, Florida- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($385/night)
Verified & Protected
Sheraton Vistana Villages
Orlando, Florida- Oct 12–18, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,165 ($194/night)
Verified & Protected
Marriott Vacation Club Pulse, South Beach
Miami Beach, Florida- Oct 10–15, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $2,276 ($455/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
Verified & Protected
Holiday Inn Club Vacations Panama City Beach Resort
Panama City Beach, Florida- Oct 9–16, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($237/night)
Verified & Protected
Disney's BoardWalk Villas
Lake Buena Vista, Florida- Oct 8–13, 2026 (5 nights)
- 2 bed/2 bath, sleeps 9
- $6,020 ($1,204/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 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
Plantation Beach Club at Indian River
Stuart, Florida- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,542 ($220/night)
Verified & Protected
Casa Ybel Resort
Sanibel Island, Florida- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,123 ($303/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/night)
Verified & Protected
Club Sevilla
Kissimmee, Florida- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,165 ($166/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,581 ($369/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,385 ($198/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,291 ($470/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Oct 11–15, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,220 ($305/night)
Verified & Protected
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)
Verified & Protected
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)
Verified & Protected
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Oct 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,769 ($253/night)