Sumter County Vacations & Trips from ￥417,952

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  • Plan, book, travel with confidence

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    Save up to ￥45,448 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.
Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Price was ￥613,316, price is now ￥417,952 per person
￥417,952
per person
Apr 30 - May 6
found 17 hours ago
Roundtrip flight included
Tokyo (TYO) to Orlando (MCO)
8.6/10 Excellent! (1,004 reviews)
Hotel rooms are spacious. Right in a rear location. Walmart is 3 min drive, CVS across the street. Hot tbs ar lean, pool is clean. For people who don’t read, there is no room service, have to ask for any extra items.

Reviewed on Mar 25, 2026

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was ￥625,222, price is now ￥420,753 per person
￥420,753
per person
Apr 30 - May 6
found 17 hours ago
Roundtrip flight included
Tokyo (TYO) to Orlando (MCO)
8/10 Very Good! (1,510 reviews)
Amazing vaction can’t wait to go back

Reviewed on Mar 28, 2026

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was ￥627,263, price is now ￥429,189 per person
￥429,189
per person
Apr 30 - May 6
found 17 hours ago
Roundtrip flight included
Tokyo (TYO) to Orlando (MCO)
8.4/10 Very Good! (5,960 reviews)
Everything at our resort was in great condition, staff was extremely friendly and helpful, and the pools and amenities were clean and well maintained

Reviewed on Mar 28, 2026

Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Price was ￥625,446, price is now ￥429,189 per person
￥429,189
per person
Apr 30 - May 6
found 17 hours ago
Roundtrip flight included
Tokyo (TYO) to Orlando (MCO)
8.6/10 Excellent! (1,005 reviews)
2nd stay here. Love it and staff is so nice!

Reviewed on Mar 26, 2026

Magic Village Yards, Trademark Collection by Wyndham

Magic Village Yards, Trademark Collection by Wyndham

4 out of 5
Price was ￥770,662, price is now ￥540,653 per person
￥540,653
per person
Apr 30 - May 6
found 17 hours ago
Roundtrip flight included
Tokyo (TYO) to Orlando (MCO)
9.2/10 Wonderful! (1,174 reviews)
This community and stay was perfect for my family and I. We enjoyed the property and the home was clean. Mariana was super kind and hospitable, her professionalism and her willingness to accommodate was very heartwarming. Caroline was also very kind and helpful. I recommend this property 10/10!

Reviewed on Mar 8, 2026

Sumter County Hotel Deals

The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
The price is ￥21,412 per night from Apr 26 to Apr 27
￥21,412
￥22,911 total
Apr 26 - Apr 27
includes taxes & fees
9.2/10 Wonderful! (1,348 reviews)
Close to many restaurant s and stites

Reviewed on Mar 27, 2026

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 ￥22,075 per night from Apr 26 to Apr 27
￥22,075
￥23,620 total
Apr 26 - Apr 27
includes taxes & fees
9.8/10 Exceptional! (1,135 reviews)
The room and resort and restaurant and atmosphere were all wonderful. Lived that it was pet friendly.

Reviewed on Mar 28, 2026

Brownwood Hotel & Spa
Hotel Eastport

Hotel Eastport

2 out of 5
7065 Beebe Court Wildwood FL
Fully refundableReserve now, pay when you stay
The price is ￥22,692 per night from Apr 27 to Apr 28
￥22,692
￥24,280 total
Apr 27 - Apr 28
includes taxes & fees
9.6/10 Exceptional! (86 reviews)
Great hotel. Everything was new and clean. It will eventually be right in the middle of all the restaurants and entertainment once the town is fully open.

Reviewed on Mar 27, 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 vacation package cost?
We make it easy to explore the world, with Sumter County packages starting from just ￥417,952. 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.