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 Palms Hotel

Orlando Palms Hotel

2.5 out of 5
Price was €964, price is now €772 per person
€772
per person
8 May - 15 May
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
7.8/10 Good! (2,469 reviews)
Yes everything was great

Reviewed on 26 Mar 2026

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Price was €1,491, price is now €987 per person
€987
per person
8 May - 15 May
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9.2/10 Wonderful! (2,530 reviews)
Convient for shopping

Reviewed on 20 Mar 2026

Evermore Orlando Resort

Evermore Orlando Resort

4 out of 5
Save 100% on your flight
Price was €3,388, price is now €2,490 per person
€2,490
per person
8 May - 15 May
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9.6/10 Exceptional! (587 reviews)
This was a beautiful resort! It was the first time I truly felt like I was in Cancun. The place is amazing, and the customer service is top-notch. The restaurants were delicious, and everything about the resort made it a great place to relax. Traveling with kids can make relaxing a little harder, but they do have plenty of activities to keep them busy, which we really appreciated. We celebrated my son’s birthday during our stay, and I was hoping they would do something small like a card or acknowledgment, but unfortunately they didn’t—that part was a bit disappointing. Overall, we loved it and would definitely come back!

Reviewed on 28 Mar 2026

Landing Furnished Apartments near Lake Apopka

Landing Furnished Apartments near Lake Apopka

3 out of 5
Price was €1,387, price is now €1,083 per person
€1,083
per person
8 May - 15 May
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
No reviews
Landing Townhomes Davenport

Landing Townhomes Davenport

4 out of 5
Price was €1,125, price is now €894 per person
€894
per person
8 May - 15 May
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
8.4/10 Very Good! (14 reviews)
THE GOOD: The place is great, beautiful, and very clean. The neighborhood is very quiet. THE BAD: The check-in process is HORRIBLE because of the to may steps of registering with them. You have to go through a process that is like an exhaustive background investigation done by the FBI. Be prepared to provide a lot of PERSONAL INFORMATION. Additionally, too many steps to finally been able to check in.

Reviewed on 23 Mar 2026

Top hotels in Sumter County

Brownwood Hotel & Spa

Brownwood Hotel & Spa

3 out of 5
3003 Brownwood Blvd Wildwood FL
The price is €128 per night from 28 Apr to 29 Apr
€128
28 Apr - 29 Apr
includes taxes & fees
9.8/10 Exceptional! (1,136 reviews)
Staff, front desk, restaurant & James were all friendly and helpful

Reviewed on 28 Mar 2026

Brownwood Hotel & Spa
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
The price is €125 per night from 26 Apr to 27 Apr
€125
26 Apr - 27 Apr
includes taxes & fees
9.2/10 Wonderful! (1,353 reviews)
Everything was great!

Reviewed on 29 Mar 2026

The Waterfront Inn
Hotel Eastport

Hotel Eastport

2 out of 5
7065 Beebe Court Wildwood FL
The price is €139 per night from 27 Apr to 28 Apr
€139
27 Apr - 28 Apr
includes taxes & fees
9.6/10 Exceptional! (89 reviews)
A new property so the amenities are nothing to speak of, yet. I expect that will improve. The balcony, which overlooks a large pond and some of The Villages features, was Outstanding.

Reviewed on 28 Mar 2026

Hotel Eastport
See all 1,448 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 €772. 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.