Sumter County Holidays

Photo by Brian V. Rowe

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Top Flight + Hotel Deals in Sumter County

Price found within the past 48 hours. Click for updated prices.
Orlando International Drive North Hotel

Orlando International Drive North Hotel

2 out of 5
International Drive District
Price was €1,095, price is now €1,049 per person
€1,049
per person
28 Mar - 31 Mar
found 10 hours ago
Return flight included
Dublin (DUB) to Orlando (MCO)
7.2/10 Good! (2,355 reviews)
La habitación muy limpia, el personal siempre atento

Reviewed on 10 Feb 2026

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Price was €1,374, price is now €1,132 per person
€1,132
per person
28 Mar - 31 Mar
found 10 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.2/10 Wonderful! (2,232 reviews)
Check in was easy, room was very clean and the hotel was quiet. Great location for shopping.

Reviewed on 9 Feb 2026

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was €1,367, price is now €1,192 per person
€1,192
per person
28 Mar - 31 Mar
found 10 hours ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9.6/10 Exceptional! (1,002 reviews)
Great option but a little bit expensive

Reviewed on 9 Feb 2026

Hyatt Regency Orlando

Hyatt Regency Orlando

4.5 out of 5
International Drive District
Price was €1,355, price is now €1,227 per person
€1,227
per person
28 Mar - 31 Mar
found 10 hours ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9.2/10 Wonderful! (1,828 reviews)
One the best hotels I have ever stayed in.

Reviewed on 8 Feb 2026

Spectrum Resort Villas Orlando and Waterparks

Spectrum Resort Villas Orlando and Waterparks

4 out of 5
Reunion
Price was €1,546, price is now €1,452 per person
€1,452
per person
28 Mar - 31 Mar
found 10 hours ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9.2/10 Wonderful! (801 reviews)
The unit is clean and spacious with one bedroom with an ensuite bathroom and two bedrooms with a semi ensuite bathroom plus one toilet in the living room. One of the bathtub did not drain well, notified the front desk on the second day and someone came to fix it on the third day. The coffee machine was not working, someone came next evening to replace a new one. We have to park our vehicle a bit far from our unit since there are not enough parking space, I wonder tenants come in high season have to park far away. The front desk staffs are friendly. The water park and pickleball court is nearby and need to pay admission.

Reviewed on 7 Feb 2026

Top hotels in Sumter County

The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
9.2/10 Wonderful! (1,320 reviews)
The room was excellent. Staff was always good from dinner to cleaning staff. Megan on check-in and checkout was great. She also helped us with an iPhone issue and within minutes we were on our way. Great employee!

Reviewed on 10 Feb 2026

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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! (1,102 reviews)
I travel to The Villages every other month and I always stay at The Brownwood. From the minute I arrive, I feel pampered. The rooms are beautiful, the food from Wolfgang Puck is deicious, the pool and spa are delightful, and the service from staff members like Gabriella in the lively lobby lounge ...

Reviewed on 5 Feb 2026

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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 refundableReserve now, pay when you stay
The price is €97 per night from 8 Mar to 9 Mar
€97
8 Mar - 9 Mar
includes taxes & fees
9.4/10 Exceptional! (1,012 reviews)
5-star service, comfort, and a clean, well-maintained property. We were very pleased with our stay. The lady at the front desk knew we would be arriving late and took such great care of our family. She had the pull-out bed ready for us, extra pillows waiting, and was incredibly thoughtful and accommodating. ...

Reviewed on 7 Feb 2026

Holiday Inn Express & Suites Wildwood The Villages by IHG
See all 1,437 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 €1,049. 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.