Sumter County Vacations & Trips from ￥165,958

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The Latest Sumter County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
per person
Sep 20 - Sep 27
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.2/10 Very Good! (5,163 reviews)
Found cockroaches in the bathroom. Housekeeping never came to clean the room.

Reviewed on Aug 7, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
per person
Sep 9 - Sep 15
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Orlando (MCO)
8.8/10 Excellent! (1,013 reviews)
The kitchen was the main reason we stayed here. There’s a lot of great hotels in the area but this was the best choice when you need a bigger suite with kitchen. The area is also safe. The view was also beautiful and peaceful. The staff took good care of us. We will definitely stay here again.

Reviewed on Aug 7, 2025

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Save 100% on your flight
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9/10 Wonderful! (1,010 reviews)
Early check in? Forget about it, go with Rentyl they got me in by 12 PM ( twice ) also checkout is at 10 PM. Not worth it through VSTAYS in my opinion. Rentyl got me in early twice in two weeks. Is it a good home yes. But man did the front desk suck.

Reviewed on Jul 29, 2025

Villatel Orlando Resort

Villatel Orlando Resort

4 out of 5
International Drive District
Save 100% on your flight
per person
Oct 16 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9.2/10 Wonderful! (167 reviews)
My kids enjoyed the amenities, and really didn’t want to leave the area (I even participated in the water slide activities). Anytime the kids are satisfied, so am I. No complaints here - will definitely visit again!

Reviewed on Aug 6, 2025

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
per person
Oct 16 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9.6/10 Exceptional! (1,000 reviews)
Excelente, buen hotel

Reviewed on Aug 6, 2025

Sumter County Hotel Deals

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! (1,002 reviews)
"Good hotel, great location"

Reviewed on Aug 7, 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 refundableReserve now, pay when you stay
The price is ￥12,960 per night from Sep 8 to Sep 9
￥12,960
￥13,867 total
Sep 8 - Sep 9
includes taxes & fees
9.2/10 Wonderful! (1,010 reviews)
"Clean"

Reviewed on Aug 5, 2025

Holiday Inn Express & Suites Wildwood The Villages by IHG
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive, The Villages, FL
9/10 Wonderful! (1,188 reviews)
"Friendly, helpful staff. Pleasant views,"

Reviewed on Aug 5, 2025

Get rates
The Waterfront Inn
See all 1,297 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 ￥165,958. 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.