Uptown Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Where to stay in Uptown

Find the best Uptown areas and neighborhoods for the activities you enjoy most. Learn more about Uptown

Top hotels in Uptown

Villa 1565
Villa 1565
3 out of 5
137 San Marco Ave, St. Augustine, FL
The price is S$149 per night from 1 Dec to 2 Dec
S$149
includes taxes & fees
1 Dec - 2 Dec
7.8/10 Good! (1,699 reviews)
"Location is great"

Reviewed on 24 Nov,2024

Villa 1565
DoubleTree by Hilton Hotel St. Augustine Historic District
DoubleTree by Hilton Hotel St. Augustine Historic District
4 out of 5
116 San Marco Ave, St. Augustine, FL
The price is S$263 per night from 8 Dec to 9 Dec
S$263
includes taxes & fees
8 Dec - 9 Dec
8.6/10 Excellent! (1,009 reviews)
"Clean, conveniently located, and they gave me an early check-in."

Reviewed on 25 Nov,2024

DoubleTree by Hilton Hotel St. Augustine Historic District
Hampton Inn St. Augustine Downtown Historic District
Hampton Inn St. Augustine Downtown Historic District
2.5 out of 5
1302 N Ponce De Leon Blvd, St. Augustine, FL
The price is S$223 per night from 18 Dec to 19 Dec
S$223
includes taxes & fees
18 Dec - 19 Dec
8.8/10 Excellent! (134 reviews)
"Awesome and clean"

Reviewed on 24 Nov,2024

Hampton Inn St. Augustine Downtown Historic District
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.

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.