Uptown Holidays from NZ$2,673

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Top Holiday Package Deals in Uptown

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

NZ$2,673
per person
16 Oct - 22 Oct
found 1 day ago
Return direct flight included
Auckland (AKL) to Orlando (MCO)
9/10 Wonderful! (3,830 reviews)
Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

NZ$3,317
per person
13 Oct - 17 Oct
found 11 hours ago
Return flight included
Christchurch (CHC) to Orlando (MCO)
9.2/10 Wonderful! (1,008 reviews)
Club Wyndham Bonnet Creek

Club Wyndham Bonnet Creek

NZ$3,960
per person
16 Oct - 22 Oct
found 1 day ago
Return direct flight included
Auckland (AKL) to Orlando (MCO)
9.2/10 Wonderful! (1,009 reviews)
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

NZ$2,683
per person
16 Oct - 22 Oct
found 1 day ago
Return direct flight included
Auckland (AKL) to Orlando (MCO)
8.4/10 Very good! (5,332 reviews)
This hotel is amazing great location, Staff and Front desk are top of it class, I feel like Royal when at this property lots to do . Nice rooms, Beautiful views from the pool to the cabanas . Gym, laundry, meeting room for conferences, computer to use. You hav hammocks as well to relax. Breakfest included with your stay. I call it my 2nd home here. Thank for treating me like family. I will continue to stay here when I need a getaway fom home.

Reviewed on 5 Sept 2026

Meliá Orlando Celebration

Meliá Orlando Celebration

NZ$2,885
per person
16 Oct - 22 Oct
found 1 day ago
Return direct flight included
Auckland (AKL) to Orlando (MCO)
8.8/10 Excellent! (1,621 reviews)
I stayed at this hotel several times over the years and the rooms have gone downhill. It doesn’t look like they’ve done much to update them or maintain them well. The bed was very stiff and not comfortable, the furniture looked to have been affected by some kind of water damage and was warped and coming apart. The bathroom lighting fixture was not attached and hanging off, The check in entryway was blocked off due to what looked to be new or painted pavers which made check-in a little more difficult getting bags all the way back to my room. One of the elevators was broken for my stay. The hotel overall still looks nice, the lobby is always clean and smells great, the restaurant is always great, friendly staff at both the hotel and the restaurant, food and drinks are great at the restaurant, didn’t get to use any of the amenities this time but I do like that the pool is open late and noise was never an issue, but it’s really inconvenient not having a full gym on site. The property smelled of marijuana everywhere even in the elevators. It’s not surprising that they rent these rooms for the day now. It could just use some TLC.

Reviewed on 2 Sept 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
A church with a clock tower and a red car parked in front.

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 León Hall while you're in town.

A coastal town with a beach, ocean, and a pier.

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.

A hammock between trees by a clear lake with a duck swimming nearby.

Crescent Beach

Crescent Beach is known for its beaches, and you can plan a trip to Fort Matanzas National Monument and Crescent Beach while you're in town.

A sunset over the ocean with birds flying.

Butler Beach

Butler Beach is popular for its beaches, and if you're looking for more to see and do, you might think about a trip to St. Augustine Beach or Butler Beach.

A grand building with arched walkways and a fountain in the center.

Downtown Historic District

3 out of top 10 points of interest in this area

While visiting Downtown Historic District, you might make a stop by sights like Lightner Museum and Ponce de León Hall.

Our pick of the best Uptown Hotel Deals

DoubleTree by Hilton St. Augustine Historic District

DoubleTree by Hilton St. Augustine Historic District

116 San Marco Ave St. Augustine FL
Fully refundableReserve now, pay when you stay
NZ$176
13 Sept - 14 Sept
includes taxes & fees
DoubleTree by Hilton St. Augustine Historic District
Villa 1565

Villa 1565

137 San Marco Ave St. Augustine FL
Fully refundableReserve now, pay when you stay
NZ$101
29 Sept - 30 Sept
includes taxes & fees
Villa 1565
Hampton Inn St. Augustine Downtown Historic District

Hampton Inn St. Augustine Downtown Historic District

1302 N Ponce De Leon Blvd St. Augustine FL
Fully refundableReserve now, pay when you stay
NZ$193
16 Sept - 17 Sept
includes taxes & fees
9.2/10 Wonderful! (1,067 reviews)
"Rooms were very clean, staff were very helpful."

Reviewed on 3 Sept 2026

Hampton Inn St. Augustine Downtown Historic District
See all 5,755 properties in Uptown
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

A yellow storefront with 'Antiques & Things' signage, a pedestrian crossing sign, and a 'San Marco' address sign.

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.
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A church covered in ivy with a cross on top and a statue in front.

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.
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Old Jail Museum

You can spend an afternoon browsing the exhibits at Old Jail Museum during your trip to St. Augustine.
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St. Augustine History Museum

9.0/10 (8 reviews)
You can study the exhibits at St. Augustine History Museum, a museum with a storied past, during your holiday in St. Augustine. Discover the area's fascinating museums or seek out its local tours.
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Limelight Theatre

Enjoy a show at Limelight Theatre, a theatre with a story to tell in St. Augustine. Amble around the area's beautiful beaches or seek out the local tours.
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Activities

St. Augustine: Treasure Hunt Cruise with Onboard Show

St. Augustine: Treasure Hunt Cruise with Onboard Show

NZ$64
per adult
92% of travellers recommend
St. Augustine: Treasure Hunt Cruise with Onboard Show
St.Augustine: Torture Museum, Ghost Hunt, & Tiny Art Tickets

St.Augustine: Torture Museum, Ghost Hunt, & Tiny Art Tickets

NZ$53
per adult
St.Augustine: Torture Museum, Ghost Hunt, & Tiny Art Tickets
Yoda and R2-D2 from Star Wars at Potter's Wax Museum in St. Augustine

Potter's Wax Museum

NZ$32
per adult
96% of travellers recommend
Potter's Wax Museum
See all activities in St. Augustine
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.