Sumter County Holidays from NZ$3,026

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    Save up to NZ$616 when you book a flight and hotel together*

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The Latest Sumter County Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Price was NZ$4,911, price is now NZ$3,026 per person
NZ$3,026
per person
23 Jan - 3 Feb
found 5 hours ago
Return direct flight included
Auckland (AKL) to Orlando (MCO)
9.2/10 Wonderful! (2,167 reviews)
Nice hotel, connected to a mall

Reviewed on 7 Nov 2025

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Save 100% on your flight
Price was NZ$5,496, price is now NZ$3,294 per person
NZ$3,294
per person
23 Jan - 3 Feb
found 5 hours ago
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

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was NZ$5,161, price is now NZ$3,364 per person
NZ$3,364
per person
24 Dec - 1 Jan
found 10 hours ago
Return direct flight included
Auckland (AKL) to Orlando (MCO)
8.2/10 Very Good! (5,395 reviews)
Besides getting rained out the last day and not being able to use the facilities outside, good trip.

Reviewed on 9 Nov 2025

Conrad Orlando at Evermore

Conrad Orlando at Evermore

5 out of 5
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
found 16 hours ago
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

Hilton Orlando Buena Vista Palace - Disney Springs® Area

Hilton Orlando Buena Vista Palace - Disney Springs® Area

4 out of 5
Price was NZ$4,832, price is now NZ$3,500 per person
NZ$3,500
per person
23 Jan - 3 Feb
found 5 hours ago
Return direct flight included
Auckland (AKL) to Orlando (MCO)
8.4/10 Very Good! (1,621 reviews)
This property needs a major renovation as it is very old. The bathroom had hair all over it when I checked in and the hallway had trash throughout.

Reviewed on 31 Oct 2025

Our pick of the best Sumter County Hotel Deals

The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive, The Villages, FL
9/10 Wonderful! (1,243 reviews)
AC was a bit loud . A little disappointed that there was no breakfast at the hotel

Reviewed on 7 Nov 2025

Get rates
The Waterfront Inn
Brownwood Hotel & Spa

Brownwood Hotel & Spa

3 out of 5
3003 Brownwood Blvd, Wildwood, FL
Fully refundableReserve now, pay when you stay
9.6/10 Exceptional! (1,042 reviews)
Wonderful Hotel!

Reviewed on 8 Nov 2025

Get rates
Brownwood Hotel & Spa
Holiday Inn Express & Suites Wildwood The Villages by IHG

Holiday Inn Express & Suites Wildwood The Villages by IHG

3.5 out of 5
928 East State Road 44, Wildwood, FL
Fully refundable
The price is NZ$196 per night from 7 Dec to 8 Dec
NZ$196
7 Dec - 8 Dec
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
Clean and comfortable

Reviewed on 7 Nov 2025

Holiday Inn Express & Suites Wildwood The Villages by IHG
See all 1,370 properties in Sumter County
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.

Frequently asked questions

How much does a Sumter County holiday package cost?
We make it easy to explore the world, with Sumter County packages starting from just NZ$3,026. You'll have the flexibility to bundle your preferred airlines, hotels and car rental. For the ultimate escape, why not add a couple of experiences and tours to your itinerary?
How do I get a cheap travel package to Sumter County?
Secure flights that fit your busy schedule, add a hotel room to your booking and see how much you save with a Sumter County holiday package. It's as simple as that! From flights and hotels to rental cars and tours, Expedia makes travelling on a budget easy. And with over 550 partner airlines and 1 000 000 hotels all over the world to select from, you'll never be short of choice.
What are the top hotels in Sumter County?
For hotels in The Villages with friendly service and cosy beds, you can't beat Hilton Daytona Beach Oceanfront Resort and Daytona Grande Oceanfront Resort. If you're visiting Wildwood as well, you can look forward to a great night's sleep at Margaritaville Jacksonville Beach or The Island Resort at Fort Walton Beach.
How far in advance should I book my Sumter County holiday?
Reserving your flight early with Expedia means one less thing to have to worry about. Most air carriers display prices up to 12 months prior to take off. Generally, this is the cheapest time to book. If circumstances have left you booking late, incredible deals to Sumter County occasionally appear a few weeks before departure.
What does an Expedia Sumter County travel package include?
It's up to you! You can choose from a variety of Sumter County packages, such as a flight, rental car and hotel. You can also book a hotel and a flight, or a flight and a rental car. Once you've made your booking, you can add on the fun stuff like tours and activities. Whatever your Sumter County holiday looks like, you'll save!
What should I know before booking a Sumter County travel package?
You'll enjoy excellent savings when you combine your hotels, flights and rental cars into a travel package. Not just that, booking everything in one spot will make your trip planning easier. So why waste your time or money? Whether you're organising a ritzy romantic getaway or a low-cost family road trip, browse our holiday packages today.
Can I choose my airline with a Sumter County Expedia holiday package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines around the world. Our holiday packages give you the flexibility to take your pick of available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Sumter County holiday package?
You sure can, and we'll help you every step of the way. You may be able to change or cancel your Sumter County holiday package for free if you booked in the last 24 hours. However, you may incur a fee from your airline, hotel or car rental company if your booking is older than that. If your travel plans unexpectedly change, take a look at our Customer Service Portal for more information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.