Uptown Holidays
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Price found within the past 48 hours. Click for updated prices.
Margaritaville Cottages Orlando with H2O Waterpark by Vstays
Price was €4,228, price is now €3,479 per person
€3,479
per person
4 Jan - 9 Jan
found 1 day ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)
The place is exceptional and met all of our needs and then some
Reviewed on 12 Nov 2025
ette hotel
Price was €4,252, price is now €3,692 per person
€3,692
per person
4 Jan - 9 Jan
found 1 day ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.8/10 Exceptional! (360 reviews)
Great staff at every station/ area. Impecable rooms. The restaurant is an absolute must. Stayed three times and by far my favourite hotel on Florida. One of my top 5 across the globe. Special note to the staff at breakfast, as i am arriving to sit and my cold brew was brought without even asking. Small gesture that made my morning a great one.
Reviewed on 26 Nov 2025
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 Plaza de la Constitution and St. George Street 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
The price is €194 per night from 19 Dec to 20 Dec
€194
19 Dec - 20 Dec
includes taxes & fees
7.6/10 Good! (1,890 reviews)
Great uptown location!!! Just steps aways from the Fountain of Youth and the old Jail attractions. Room was clean. If the housekeeper misses your room, you can get extra towels, toiletries and plastic trash bags from the front lobby staff. Staff was very nice and helpful. Breakfast was good. They ...
Reviewed on 21 Nov 2025
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 €141 per night from 30 Nov to 1 Dec
€141
30 Nov - 1 Dec
includes taxes & fees
9/10 Wonderful! (605 reviews)
Clean room and wonderful staff
Reviewed on 21 Nov 2025
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 €157 per night from 30 Nov to 1 Dec
€157
30 Nov - 1 Dec
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Room was clean and comfortable. Beds a little hard but not bad. No closer or way to hang clothes.
Reviewed on 18 Nov 2025
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
St. Augustine: Treasure Hunt Cruise with Onboard Show
€39
per adult
84% of travellers recommend
Take a Scenic Boat Ride in St. Augustine
€24
per adult
86% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.