Sumter County Vacations & Trips from ₩935,380

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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 ₩1,072,388, price is now ₩935,380 per person
₩935,380
per person
Nov 27 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Orlando (MCO)
8.8/10 Excellent! (3,125 reviews)
Have paid much more for a much less quality location and room. The rooms are very clean. The bed was very comfortable and clean!! Room was a nice temperature. Very happy with our stay. Hope to stay here again.

Reviewed on Sep 22, 2025

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was ₩1,206,394, price is now ₩1,035,804 per person
₩1,035,804
per person
Nov 27 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Orlando (MCO)
9.6/10 Exceptional! (1,003 reviews)
Friendly staff at the front desk and in the hotel restaurant

Reviewed on Sep 23, 2025

Club Wyndham Cypress Palms

Club Wyndham Cypress Palms

3.5 out of 5
Price was ₩1,185,741, price is now ₩1,061,047 per person
₩1,061,047
per person
Nov 27 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Orlando (MCO)
9/10 Wonderful! (1,806 reviews)
Stayed here last year . Great site. Los of walkable dining and bar options.

Reviewed on Sep 22, 2025

Hyatt Regency Orlando

Hyatt Regency Orlando

4.5 out of 5
International Drive District
Price was ₩1,241,656, price is now ₩1,119,604 per person
₩1,119,604
per person
Nov 27 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Orlando (MCO)
9.2/10 Wonderful! (1,736 reviews)
Layout of the hotel.

Reviewed on Sep 23, 2025

Signia by Hilton Orlando - An Official Walt Disney World® Hotel

Signia by Hilton Orlando - An Official Walt Disney World® Hotel

4 out of 5
Price was ₩1,214,250, price is now ₩1,115,954 per person
₩1,115,954
per person
Nov 27 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Orlando (MCO)
8.8/10 Excellent! (1,008 reviews)
The place was amazing!

Reviewed on Sep 12, 2025

Sumter County Hotel Deals

The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive, The Villages, FL
The price is ₩148,960 per night from Sep 28 to Sep 29
₩148,960
₩159,387 total
Sep 28 - Sep 29
includes taxes & fees
9/10 Wonderful! (1,208 reviews)
"Peaceful and relaxing"

Reviewed on Sep 19, 2025

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
The price is ₩173,995 per night from Sep 28 to Sep 29
₩173,995
₩186,179 total
Sep 28 - Sep 29
includes taxes & fees
9.6/10 Exceptional! (1,014 reviews)
"Nice hotel friendly staff."

Reviewed on Sep 18, 2025

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 ₩117,666 per night from Sep 28 to Sep 29
₩117,666
₩125,902 total
Sep 28 - Sep 29
includes taxes & fees
9.2/10 Wonderful! (1,011 reviews)
"Great customer service"

Reviewed on Sep 16, 2025

Holiday Inn Express & Suites Wildwood The Villages by IHG
See all 1,327 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 ₩935,380. 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.