Sumter County Vacations & Trips from NT$22,583

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Top destinations in Sumter County

Caught this beautiful sunset from a grocery store parking lot
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Wildwood

Wildwood

The Latest Sumter County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Comfort Suites Sarasota - Siesta Key

Comfort Suites Sarasota - Siesta Key

3 out of 5
per person
Jul 30 - Aug 6
found 8 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Tampa (TPA)
9/10 Wonderful! (1,668 reviews)
Hotel is clean, closed to Walt’s Fish & Chips, and just about 7 miles to Siesta Key Beach.

Reviewed on 2025/6/21

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
per person
Jul 30 - Aug 6
found 8 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Tampa (TPA)
8.6/10 Excellent! (2,132 reviews)
Our stay at the Hibiscus Suites was the perfect place for a long weekend getaway. We will definitely be back here.

Reviewed on 2025/6/23

Siesta Key Palms Resort

Siesta Key Palms Resort

3 out of 5
per person
Jul 30 - Aug 6
found 8 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Tampa (TPA)
9.2/10 Wonderful! (1,002 reviews)
Really nice people and cool environment.

Reviewed on 2025/6/23

Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

3 out of 5
per person
Jul 30 - Aug 6
found 8 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Tampa (TPA)
8.2/10 Very Good! (1,370 reviews)
Great location to the beaches and restaurant. Cute clean beach style hotel. If I was coming back - I would stay there again.

Reviewed on 2025/6/19

Holiday Inn Express Sarasota East - I-75 by IHG

Holiday Inn Express Sarasota East - I-75 by IHG

2.5 out of 5
per person
Jul 30 - Aug 6
found 8 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Tampa (TPA)
7.8/10 Good! (1,007 reviews)
Staff were extremely helpful. Room was clean and food was good. Would definitely stay again!

Reviewed on 2025/6/23

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! (1,005 reviews)
"Very clean. Staff efficient."

Reviewed on 2025/6/22

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Brownwood Hotel & Spa
The Waterfront Inn
The Waterfront Inn
3 out of 5
1105 Lake Shore Drive, The Villages, FL
9/10 Wonderful! (1,167 reviews)
"Nice hotel. Enjoyed sitting on the patio with view of the lake."

Reviewed on 2025/6/21

Get rates
The Waterfront Inn
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 NT$3,042 per night from Jun 29 to Jun 30
NT$3,042
NT$3,255 total
Jun 29 - Jun 30
includes taxes & fees
9.2/10 Wonderful! (976 reviews)
"So clean"

Reviewed on 2025/6/22

Holiday Inn Express & Suites Wildwood The Villages by IHG
See all 1,259 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 NT$22,583. 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.