Uptown Vacations from ￥323,562
Book a Hotel + Flight or Car together to unlock savings
Photo by Dee Val
- Plan, book, travel with confidence
- Better togetherSave up to ￥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Uptown Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort
Price was ￥360,106, price is now ￥323,562 per person
￥323,562
per person
Jun 22 - Jun 26
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Orlando (MCO)
9/10 Wonderful! (3,507 reviews)
Clean room. Comfortable bed. Good location for tourist exploring Kissimmee. It is an older hotel so the amenities and room furnishings are older.
Reviewed on Apr 14, 2026
Villatel Orlando Resort
Price was ￥576,380, price is now ￥477,858 per person
￥477,858
per person
Jun 22 - Jun 26
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Orlando (MCO)
9.4/10 Exceptional! (332 reviews)
The villa was clean. Limited items in the kitchen and the bunk room got shot hot that the top bunks were unusable multiple nights. The AC is set to 70 and the bunks block the vents. Called in to the number and didn't always reach a person so had to wait until the next day. Lots of charges for things- parking, pickle ball, etc. Our villa was very far from the pool. Easy to get around and close to things.
Reviewed on Apr 17, 2026
The Delaney Hotel
South Orange
Price was ￥398,512, price is now ￥348,730 per person
￥348,730
per person
Jun 22 - Jun 26
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Orlando (MCO)
9.6/10 Exceptional! (1,068 reviews)
Chambre 20 tres proche de la machine a glace alors toujours a entendre le bruit. Le staff le matin font beaucoup de bruit et parle fort. On entends leur conversation. Être plus discret pour les clients qui viennent se reposer… pour le reste c’est bien.
Reviewed on Apr 17, 2026
Bryan’s Spanish Cove
Price was ￥371,034, price is now ￥339,182 per person
￥339,182
per person
Jun 22 - Jun 26
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Orlando (MCO)
9.4/10 Exceptional! (1,004 reviews)
Wonderful experience! Staff extremely helpful and accommodating. Spacious apartment. Will definitely stay here again.
Reviewed on Apr 17, 2026
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(259 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 refundableReserve now, pay when you stay
The price is ￥12,003 per night from Apr 19 to Apr 20
￥12,003
￥13,383 total
Apr 19 - Apr 20
includes taxes & fees
7.6/10 Good! (2,002 reviews)
Room was clean, parking very safe in front of the room. Perfect location, within walking distance of alot of attractions and restaurants. The trolley stopped right at the lobby every 15 minutes, easy hop on and off to any attractions.
Reviewed on Apr 16, 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 ￥21,305 per night from May 13 to May 14
￥21,305
￥23,755 total
May 13 - May 14
includes taxes & fees
9.2/10 Wonderful! (870 reviews)
Great location, free breakfast was fresh with a variety each day. The staff was exceptional and quite friendly and accommodating—-we chose well!
Reviewed on Apr 15, 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 ￥16,881 per night from May 3 to May 4
￥16,881
￥18,822 total
May 3 - May 4
includes taxes & fees
8.6/10 Excellent! (1,019 reviews)
12 minutes by foot from the historic part no complaints
Reviewed on Apr 13, 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.
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.
Things to do
Take a Scenic Boat Ride in St. Augustine
￥4,140
per adult
92% of travellers recommend
St. Augustine Haunted Tour : Ghosts & Gravestones
￥5,775
per adult
84% of travellers recommend
St. Augustine Pirate and Treasure Museum Tickets
￥2,379
per adult
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.