Uptown Vacation Packages
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Top Holiday Package Deals in Uptown
Price found within the past 48 hours. Click for updated prices.
Hilton Vacation Club Grand Beach Orlando
per person
Aug. 23 - Aug. 30
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
9.4/10 Exceptional! (1,133 reviews)
This was great property for what we needed it for. The units could use a bit of an upgrade. The shower head was horrible and the toilet smelled like urine. The microwave had visible areas that looked like it had been just painted over. Overall the property was clean and I would definitely stay here again.
Reviewed on Jun. 2, 2024
Westgate Vacation Villas Resort
Save 100% on your flight
per person
Jul. 25 - Jul. 31
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
7.6/10 Good! (1,172 reviews)
This property was very nice! The water park was fun but was an additional fee that was not expected. When I booked this property the water park was in most of the pictures and one would assume it was part of the resort fee but it was not. Additional cost to enter the water park.
Reviewed on Jun. 2, 2024
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 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 refundable
The price is CA $134 per night from Jun. 4 to Jun. 5
CA $134
CA $150 total
includes taxes & fees
Jun 4 - Jun 5
7.8/10 Good! (1,645 reviews)
"Great location with free parking, easy to walk to all attractions. The breakfast was OK, not great, but it’s good that they offer free breakfast. Will definitely stay here again."
Reviewed on Jun. 1, 2024
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 CA $141 per night from Jun. 10 to Jun. 11
CA $141
CA $157 total
includes taxes & fees
Jun 10 - Jun 11
8.6/10 Excellent! (1,004 reviews)
"Staff is very friendly"
Reviewed on May 29, 2024
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 CA $93 per night from Jun. 10 to Jun. 11
CA $93
CA $103 total
includes taxes & fees
Jun 10 - Jun 11
6.8/10 (1,006 reviews)
"The whole staff is so amazing! The ladies at the front desk we outstanding. Our room was clean, the pool is wonderful and the Dennys in the holes is open 24:7"
Reviewed on May 29, 2024
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.
Explore other types of vacation packages
Discover the most popular places to visit in Uptown
Mission of Nombre de Dios
Visit the site of the first Catholic Mass in the United States, marked by a magnificent bronze cross, in the historic city of St. Augustine.
St Augustine Antique Emporium
You can browse for the perfect souvenirs at St Augustine Antique Emporium during your visit to St. Augustine. Stroll along the beautiful beaches or seek out the local tours.
Florida Heritage Museum
4/5(2 reviews)
You can study the exhibits at Florida Heritage Museum, a museum with a storied past, during your trip to St. Augustine. Discover the area's fascinating museums, or seek out its local tours.
Things to do
Journey Through Time Historical Expedition
CA $339
Per adult
Private Professional Holiday Photoshoot in St Augustine
CA $277
Per adult
St Augustine Shared Golf Cart Tour
CA $39
Per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.