Uptown Holidays from AU$670
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Top Holiday Package Deals in Uptown
Price found within the past 48 hours. Click for updated prices.
The Delaney Hotel
South Orange
Save 100% on your flight
Price was AU$1,717, price is now AU$1,128 per person
AU$1,128
per person
13 May - 20 May
found 11 hours ago
Return flight included
Chicago (ORD) to Orlando (MCO)
9.6/10 Exceptional! (1,063 reviews)
Very welcoming to pets. Excellent staff. Comfortable beds and spacious room and bathroom
Reviewed on 8 Mar 2026
Bryan’s Spanish Cove
Save 100% on your flight
Price was AU$1,095, price is now AU$769 per person
AU$769
per person
13 May - 20 May
found 11 hours ago
Return flight included
Chicago (ORD) to Orlando (MCO)
9.4/10 Exceptional! (1,010 reviews)
Loved the excellent communication. It was awesome to text while out for the day and have such great support from the staff.
Reviewed on 1 Mar 2026
Buena Vista Suites Orlando
Price was AU$1,150, price is now AU$930 per person
AU$930
per person
13 May - 20 May
found 11 hours ago
Return flight included
Chicago (ORD) to Orlando (MCO)
9.2/10 Wonderful! (2,106 reviews)
Staff were lovely. Kind and accommodating.
The gym wasn’t great, especially if more than 2 people are there to use it. It’s very small.
Having laundry was super helpful!
The breakfast was nice but minimal healthy options.
Free parking was a blessing as so many places in Orlando it’s crazy $.
We enjoyed our stay for the most part but unfortunately wouldn’t stay again as the air freshener being used in the hotel was so strong it made it hard to breath at times.
Reviewed on 9 Mar 2026
La Quinta Inn & Suites by Wyndham Orlando Airport
Airport North
Price was AU$997, price is now AU$816 per person
AU$816
per person
13 May - 20 May
found 11 hours ago
Return flight included
Chicago (ORD) to Orlando (MCO)
7.4/10 Good! (1,399 reviews)
Rooms need to be refreshed. Old bathroom and no real shower head
Reviewed on 10 Mar 2026
Our guide on 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
Travellers to Vilano Beach praise its stunning beaches. If you've got some more time to explore, be sure to stop by Vilano Beach and Castle Otttis.
Our pick of the best Uptown Hotel Deals
Villa 1565
137 San Marco Ave St. Augustine FL
Fully refundableReserve now, pay when you stay
7.6/10 Good! (1,947 reviews)
yes
Reviewed on 11 Mar 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 AU$199 per night from 30 Mar to 31 Mar
AU$199
30 Mar - 31 Mar
includes taxes & fees
9.2/10 Wonderful! (799 reviews)
Poolside seating was quite uncomfortable, no heated pool, low water level in spa
Reviewed on 10 Mar 2026
DoubleTree by Hilton St. Augustine Historic District
116 San Marco Ave St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is AU$184 per night from 5 Apr to 6 Apr
AU$184
5 Apr - 6 Apr
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
Bed and pillows uncomfortable with lots of noise and singing at 2:30 AM. TV did not function easily and $18 continental breakfast was excessive given the room rate. Staff was professional and room was clean which was positive.
Reviewed on 7 Mar 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.
Activities
St. Augustine Live Music Cruise with Drinks and Sunset Option
AU$98
per adult
78% of travellers recommend
Take a Scenic Boat Ride in St. Augustine
AU$43
per adult
92% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.