Sumter County Vacations & Trips from ₩490,473

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    Save up to ₩234,741 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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The Latest Sumter County Vacation Packages

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

Seasons Florida Resort

2 out of 5
Price was ₩660,862, price is now ₩490,473 per person
₩490,473
per person
Dec 23 - Dec 25
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Orlando (MCO)
8.8/10 Excellent! (3,197 reviews)
The room comes with microwave and fridge clean and spacious and great deal for your money

Reviewed on Nov 9, 2025

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was ₩785,332, price is now ₩593,200 per person
₩593,200
per person
Dec 9 - Dec 11
found 1 day ago
Roundtrip flight included
Austin (AUS) 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 Nov 3, 2025

Meliá Orlando Celebration

Meliá Orlando Celebration

4 out of 5
Price was ₩698,181, price is now ₩536,198 per person
₩536,198
per person
Dec 23 - Dec 25
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Orlando (MCO)
8.6/10 Excellent! (1,541 reviews)
Friendly, welcoming staff. Explained the hotel and its amenities and wished us a happy stay. Spacious suite, wish we were staying longer!

Reviewed on Nov 5, 2025

Bluegreen Vacations Fountains, an Ascend Collection Resort

Bluegreen Vacations Fountains, an Ascend Collection Resort

4 out of 5
International Drive District
Price was ₩617,648, price is now ₩515,108 per person
₩515,108
per person
Dec 9 - Dec 11
found 1 day ago
Roundtrip flight included
Austin (AUS) to Orlando (MCO)
8.8/10 Excellent! (1,001 reviews)
Staff were friendly and the place was very clean. Ducks in the pools I was not a fan of .

Reviewed on Nov 5, 2025

Landing Apartments - Southwest Orlando

Landing Apartments - Southwest Orlando

4 out of 5
Metro West
Price was ₩978,202, price is now ₩819,986 per person
₩819,986
per person
Dec 23 - Dec 25
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Orlando (MCO)
No reviews

Sumter County Hotel Deals

The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive, The Villages, FL
9/10 Wonderful! (1,241 reviews)
Clean and comfortable

Reviewed on Nov 7, 2025

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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! (1,041 reviews)
All great !

Reviewed on Nov 7, 2025

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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 refundable
The price is ₩150,513 per night from Dec 7 to Dec 8
₩150,513
₩161,048 total
Dec 7 - Dec 8
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
well lit parking, clean lot. front desk well staffed and courteous. breakfast service excellent

Reviewed on Nov 5, 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 vacation package cost?
We make it easy to explore the world, with Sumter County packages starting from just ₩490,473. 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 vacation package. It's as simple as that! From flights and hotels to rental cars and tours, Expedia makes traveling 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 cozy 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 vacation?
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 vacation 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 organizing a ritzy romantic getaway or a low-cost family road trip, browse our vacation packages today.
Can I choose my airline with a Sumter County Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines around the world. Our vacation 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 vacation 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 vacation 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.