Uptown Holidays from NZ$2,460
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Top Holiday Package Deals in Uptown
Price found within the past 48 hours. Click for updated prices.
Conrad Orlando at Evermore
Save 100% on your flight
Price was NZ$7,847, price is now NZ$5,135 per person
NZ$5,135
per person
25 Dec - 1 Jan
just found
Return direct flight included
Auckland (AKL) to Orlando (MCO)
9.6/10 Exceptional! (301 reviews)
Our first time there as a staycation and we technically live 20 minutes away. Service was impeccable. The rooms were clean. The whole outdoor area of the bars, pool, and beach or pristine. The staff at all the restaurants were amazing. Food was fantastic. Custom cocktails at Cieba were out of this world. This is a fantastic getaway./we’re out of this world. This is a fantastic getaway/staycation. Worth every penny.
Reviewed on 7 Nov 2025
The Delaney Hotel
South Orange
Price was NZ$4,390, price is now NZ$2,962 per person
NZ$2,962
per person
25 Dec - 1 Jan
just found
Return direct flight included
Auckland (AKL) to Orlando (MCO)
9.6/10 Exceptional! (1,019 reviews)
Really nice and clean space in the middle of Orlando. Will stay here for future Orlando vacations.
Reviewed on 3 Nov 2025
Lake Buena Vista Resort Village & Spa
Price was NZ$4,590, price is now NZ$3,469 per person
NZ$3,469
per person
25 Dec - 1 Jan
just found
Return direct flight included
Auckland (AKL) to Orlando (MCO)
8.4/10 Very Good! (9,225 reviews)
Accommodations were excellent! Staff pleasant and accommodating. On site dining was not very disappointing…
Reviewed on 8 Nov 2025
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
St. Augustine Historic District
1 out of top 10 points of interest in this area
St. Augustine Historic District is known for its abundant dining options, and you can plan a trip to St. George Street and Ponce de Leon Hotel while you're in town.
Our pick of the best Uptown Hotel Deals
Villa 1565
137 San Marco Ave, St. Augustine, FL
Fully refundableReserve now, pay when you stay
The price is NZ$131 per night from 13 Nov to 14 Nov
NZ$131
13 Nov - 14 Nov
includes taxes & fees
7.6/10 Good! (1,869 reviews)
The place was charming, the room (170) was nice and accomodating, and the bed was big and fairly firm, and we slept like rocks. The tiled floor was cold and could have used a mopping, but the shower was big and worked fine. The pool was well maintained and the breakfast was good and abundant, with ...
Reviewed on 2 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 NZ$253 per night from 16 Nov to 17 Nov
NZ$253
16 Nov - 17 Nov
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
great
Reviewed on 1 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 NZ$254 per night from 13 Nov to 14 Nov
NZ$254
13 Nov - 14 Nov
includes taxes & fees
9/10 Wonderful! (577 reviews)
La habitación excelente …acogedora muy bonita y confortable ,los trabajadores muy amables y dedicados ,en fin ,lo recomiendo al 100%.
Reviewed on 2 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.
Discover the most popular places to visit in Uptown
St Augustine Antique Emporium
You can do some window-shopping at St Augustine Antique Emporium during your trip to St. Augustine. Stroll along the beautiful beaches or seek out the local tours.
Activities
Take a Scenic Boat Ride in St. Augustine
NZ$49
per adult
86% of travellers recommend
St. Augustine Ghost Tour: A Ghostly Encounter
NZ$52
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.