
Uptown Vacations
Book a Hotel + Flight or Car together to unlock savings
Photo by Jeff White
- Plan, book, travel with confidence
- Better togetherSave up to ₩234,741 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Where to stay in Uptown
Find the best Uptown areas and neighborhoods for the activities you enjoy most. Learn more about Uptown

Vilano Beach
1 out of top 10 points of interest in this area
4.5/5(253 area reviews)
Vilano Beach is beloved for its stunning beaches. Take some time to explore sights in the area like Vilano Beach and Castle Otttis.
Uptown Hotel Deals

Villa 1565
137 San Marco Ave St. Augustine FL
Fully refundableReserve now, pay when you stay
7.6/10 Good! (1,946 reviews)
Clean and close to downtown. God breakfast.
Reviewed on Jan 28, 2026

Hampton Inn St. Augustine Downtown Historic District
1302 N Ponce De Leon Blvd St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is ₩186,711 per night from Feb 8 to Feb 9
₩186,711
₩208,183 total
Feb 8 - Feb 9
includes taxes & fees
9/10 Wonderful! (750 reviews)
Very clean room.
Reviewed on Jan 26, 2026

DoubleTree by Hilton Hotel St. Augustine Historic District
116 San Marco Ave St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is ₩167,550 per night from Feb 8 to Feb 9
₩167,550
₩186,818 total
Feb 8 - Feb 9
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
Overall nice hotel. Large room and bathrooms.
Reviewed on Jan 28, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Uptown

Anastasia State Park
Camp in the forest and relax on spectacular beaches when you visit one of Florida’s most beautiful state parks.

Castillo de San Marcos National Monument
Explore one of the the oldest standing masonry forts in North America and watch cannons being fired from the ramparts.

Ponce de Leon's Fountain of Youth Archaeological Park
View ancient archaeological discoveries, see a 16th-century cannon being fired and drink water from the legendary spring at one of Florida’s favorite parks.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



