Sumter County Vacations & Trips from $295
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Your Sumter County Vacation
Book a vacation 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 vacation is just a few clicks away with Expedia.
Top destinations in Sumter County
The Villages
The Latest Sumter County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort
Price was $751, price is now $295 per person
$295
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.2/10 Very Good! (1,979 reviews)
Great property for families. The arcade is awesome, the waterpark gets well utilized and the property is exquisite as always with a Westgate Resort
Reviewed on Jul 13, 2026
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Price was $1,258, price is now $484 per person
$484
per person
Sep 23 - Sep 30
found 21 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
9/10 Wonderful! (1,275 reviews)
Clean room and supportive staff
Reviewed on Jul 13, 2026
Westgate Towers Resort
Price was $721, price is now $309 per person
$309
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.6/10 Excellent! (1,003 reviews)
Amenity restaurants were offsite across the street in a gated Villa community. Very inconvenient
Reviewed on Jul 12, 2026
Westgate Lakes Resort & Spa Universal Studios Area
Price was $849, price is now $367 per person
$367
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.4/10 Very Good! (6,621 reviews)
Great service, very dated rooms
Reviewed on Jul 14, 2026
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
International Drive District
Price was $810, price is now $387 per person
$387
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
7.8/10 Good! (524 reviews)
👍
Reviewed on Jul 10, 2026
Find the Best Sumter County Vacation Packages
Sumter County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Orlando Intl. Airport (MCO) |
Top Sights | Dade Battlefield State Park, Lake Deaton and The Florida International Teaching Zoo |
Sumter County Hotel Deals
Brownwood Hotel & Spa
3003 Brownwood Blvd Wildwood FL
Fully refundableReserve now, pay when you stay
The price is $140 total per night from Jul 21 to Jul 22
$140 total
per night
Jul 21 - Jul 22
9.8/10 Exceptional! (1,281 reviews)
"This hotel was perfect for our stay with our dog. Everyone was so nice and helpful."
Reviewed on Jul 13, 2026
The Waterfront Inn
1105 Lake Shore Drive The Villages FL
The price is $135 total per night from Jul 21 to Jul 22
$135 total
per night
Jul 21 - Jul 22
9.2/10 Wonderful! (1,450 reviews)
"THE STAFF WERE VERY FRIENDLY AND THE LOCATION IS GREAT!"
Reviewed on Jul 14, 2026
Hotel Eastport
7065 Beebe Court Wildwood FL
Fully refundableReserve now, pay when you stay
The price is $119 total per night from Jul 16 to Jul 17
$119 total
per night
Jul 16 - Jul 17
9.6/10 Exceptional! (232 reviews)
"New hotel. Excellent room and staff."
Reviewed on Jul 13, 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.
Stay near popular Sumter County attractions
What to do in Sumter County
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
