Sumter County Holidays from AU$2,496
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Your Sumter County Holiday
Book a holiday package to Sumter County and make travel planning a cinch. With all the details arranged before you leave, you can focus on enjoying every moment in this exciting destination. Get your trip to Sumter County off to a flying start by heading to its most famous cities. Wildwood is one you shouldn't miss. Start packing your suitcase, because your Sumter County holiday is just a few clicks away with Expedia.
The Latest Sumter County Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
AU$3,390
per person
31 Oct - 12 Nov
found 1 day ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9/10 Wonderful! (2,233 reviews)
This is up there with some of the best resorts I've ever visited. Positives include free parking, pet friendly (some cottages), great pools, water park access, next to Sunset walk, and close to Disney. Negatives include automatic 20% tip on all food/ drink and the pools are a drive from most cottages since the property is so large. Overall the Resort was well worth the price and I will definitely be going back!
Reviewed on 22 Sept 2026
Sumter County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Orlando Intl. Airport (MCO) |
Top Sights | Lake Deaton, Dade Battlefield State Park and The Florida International Teaching Zoo |
Our pick of the best Sumter County Hotel Deals
The Waterfront Inn
1105 Lake Shore Drive The Villages FL
AU$138
24 Sept - 25 Sept
includes taxes & fees
9.2/10 Wonderful! (1,518 reviews)
"This was our second stay and it was nice and clean and staff was friendly"
Reviewed on 21 Sept 2026
Brownwood Hotel & Spa
3003 Brownwood Blvd Wildwood FL
Fully refundableReserve now, pay when you stay
AU$146
27 Sept - 28 Sept
includes taxes & fees
9.8/10 Exceptional! (1,421 reviews)
"We enjoy staying at this hotel. Everyone is always so friendly, and areas are always clean."
Reviewed on 21 Sept 2026
Holiday Inn Express & Suites Wildwood The Villages by IHG
928 East State Road 44 Wildwood FL
Fully refundable
AU$125
28 Sept - 29 Sept
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"Nice visit"
Reviewed on 21 Sept 2026
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 holiday package cost?
We make it easy to explore the world, with Sumter County packages starting from just AU$2,496. 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 holiday package. It's as simple as that! From flights and hotels to rental cars and tours, Expedia makes travelling 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 cosy 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 holiday?
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 holiday 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 organising a ritzy romantic getaway or a low-cost family road trip, browse our holiday packages today.
Can I choose my airline with a Sumter County Expedia holiday package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines around the world. Our holiday 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 holiday 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 holiday 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.
Stay near popular Sumter County attractions
Brownwood Paddock Square
You can do some window-shopping at Brownwood Paddock Square during your visit to Wildwood. Discover the live music and shops in this family-friendly area.
The Villages Market Square
9.2/10 (669 reviews)
You can browse for the perfect souvenirs at The Villages Market Square during your trip to The Villages. Wander the lakeside in this quaint area.
Webster Westside Flea Market
8.4/10 (40 reviews)
You can find the perfect gifts to bring home at Webster Westside Flea Market during your visit to Webster. You can enjoy the cafes while in the area.
Lake Sumter
Commune with nature and explore the great outdoors at Lake Sumter during your travels in The Villages. While in this walkable area, you can savour the top-notch restaurants.
Lake Okahumpka Park
8.6/10 (38 reviews)
Explore the great outdoors at Lake Okahumpka Park, a lovely green space in Wildwood. Discover the entertainment venues in this quaint area or seek out its golf courses.
Glenview Champions Country Club
9.0/10 (43 reviews)
Enjoy a round of golf in The Villages at Glenview Champions Country Club. While in this family-friendly area, you can savour the top-notch restaurants.
Cane Garden Country Club
9.0/10 (55 reviews)
Enjoy a round of golf in The Villages at Cane Garden Country Club. Discover the cafes and entertainment venues in this quaint area.
Continental Country Club
8.0/10 (39 reviews)
Enjoy a round of golf in Wildwood at Continental Country Club. Discover the cafes and entertainment venues in this quaint area.
What to do in Sumter County
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
