Uptown Holidays from £646
Book a Hotel + Flight or Car together to unlock savings
Photo by Dee Val
- Plan, book, travel with confidence
- Better togetherSave up to £750 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 easyPackages with flights are ATOL protected
Price found within the past 48 hours. Click for updated prices.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Save 100% on your flight
Price was £1,995, price is now £987 per person
£987
per person
9 Sept - 16 Sept
found 15 hours ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9.2/10 Wonderful! (1,010 reviews)
Per my stay found pots and pans old and burnt , AC was not cooling well in the first floor master also I have never heard that you have to buy your own toilet paper once you run out.... Also we had to use the same towels over and over again I never heard a that unacceptable for the amount that I paid. The unit it self was outdated. It was definitely not worth the price that I paid. I will think twice before ever booking there. VERY DISAPPOINTED
Reviewed on 21 Jul 2026
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Save 100% on your flight
Price was £1,365, price is now £696 per person
£696
per person
9 Sept - 16 Sept
found 16 hours ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9/10 Wonderful! (1,287 reviews)
Not really pet friendly hotel. Dirty and not maintained. Parking was an issue.
Reviewed on 21 Jul 2026
The Delaney Hotel
South Orange
Save 100% on your flight
Price was £1,221, price is now £782 per person
£782
per person
5 Sept - 12 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.6/10 Exceptional! (1,150 reviews)
This was such a nice place to stay. The staff were all so nice and friendly. The room was lovely and had great little touches (like bottles of water). The restaurant next door was a nice addition as well. Overall would recommend this place and would stay here again.
Reviewed on 20 Jul 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
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.
Top hotels in Uptown
Villa 1565
137 San Marco Ave St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is £53 per night from 23 Jul to 24 Jul
£53
23 Jul - 24 Jul
includes taxes & fees
7.6/10 Good! (2,041 reviews)
"Todo estuvo muy bien."
Reviewed on 21 Jul 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 £93 per night from 12 Aug to 13 Aug
£93
12 Aug - 13 Aug
includes taxes & fees
8.6/10 Excellent! (1,060 reviews)
"Great location--we don't like to be directly in with all the crowds, so we enjoy right on the outside. Parking wasn't included, but available nonetheless. There's a restaurant and bar there and a pool."
Reviewed on 21 Jul 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 £99 per night from 28 Jul to 29 Jul
£99
28 Jul - 29 Jul
includes taxes & fees
9.2/10 Wonderful! (1,013 reviews)
"Very clean room. Excellent breakfast. Helpful staff."
Reviewed on 21 Jul 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.
Stay near popular Uptown attractions
Things to do
St.Augustine: Torture Museum, Ghost Hunt, & Tiny Art Tickets
£19
per adult
St. Augustine Pirate and Treasure Museum Tickets
£11
per adult
80% of travellers recommend
St. Augustine Live Music Sail with Drinks & Sunset Option
£59
per adult
84% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.