Uptown Holidays
Photo by Jeff White
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Price found within the past 48 hours. Click for updated prices.
The Delaney Hotel
South Orange
Price was €1,522, price is now €1,046 per person
€1,046
per person
14 Feb - 20 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.6/10 Exceptional! (1,002 reviews)
Beautiful room, very clean. Outside patio was very nice & the restaurant was very good. Staff was friendly & attentive. Easy parking behind the building. Great location to medical center & downtown.
Reviewed on 13 Jan 2026
Margaritaville Cottages Orlando with H2O Waterpark by Vstays
Save 100% on your flight
Price was €2,436, price is now €1,387 per person
€1,387
per person
14 Feb - 20 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)
House could have been a bit cleaner otherwise we enjoyed our stay
Reviewed on 11 Jan 2026
Meliá Orlando Celebration
Save 100% on your flight
Price was €2,152, price is now €1,445 per person
€1,445
per person
14 Feb - 20 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
8.6/10 Excellent! (1,549 reviews)
Room lights didn’t work even after notifying staff check in process was long even though I did it online. Would be nice if they had more than one pm shift worker.
Reviewed on 11 Jan 2026
Evermore Orlando Resort
Save 100% on your flight
Price was €3,094, price is now €2,174 per person
€2,174
per person
14 Feb - 20 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.6/10 Exceptional! (489 reviews)
Clean, great amenities, will be staying again!
Reviewed on 10 Jan 2026
Where to stay in Uptown
Find the best Uptown areas and neighborhoods for the activities you enjoy most. Learn more about Uptown
St. Augustine Historic District
2 out of top 10 points of interest in this area
5/5(11 area reviews)
St. Augustine Historic District is known for its abundant dining options, and you can plan a trip to St. George Street and Ponce de Leon Hotel while you're in town.
Top hotels in Uptown
Villa 1565
137 San Marco Ave St. Augustine FL
Fully refundableReserve now, pay when you stay
7.6/10 Good! (1,937 reviews)
In short the good 4*s: great property, clean rooms (stayed in the King bed room), great option if you like the trolley while visiting, 1 vehicle only parking unless paying extra, free wifi, had 20ish channels on TV, amazing Thai food across the street, 15ish minutes to walk to George Street, 30ish ...
Reviewed on 8 Jan 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 €106 per night from 21 Jan to 22 Jan
€106
21 Jan - 22 Jan
includes taxes & fees
9/10 Wonderful! (704 reviews)
Staff was courteous and attentive. Room was clean and comfortable.
Reviewed on 9 Jan 2026
Days Inn by Wyndham St Augustine/Historic Downtown
1300 N Ponce De Leon Blvd St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is €64 per night from 26 Jan to 27 Jan
€64
26 Jan - 27 Jan
includes taxes & fees
7.2/10 Good! (1,028 reviews)
Easy check in/check out, clean room, big room, easy parking . You can walk to downtown. Great location. Trolley also picks you up at hotel.
Reviewed on 11 Jan 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.
Things to do
Take a Scenic Boat Ride in St. Augustine
€26
per adult
92% of travellers recommend
St. Augustine: Treasure Hunt Cruise with Onboard Show
€38
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.