Sumter County Vacations & Trips from $168
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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.
Residence Inn by Marriott Daytona Beach Oceanfront
Price was $1,474, price is now $601 per person
$601
per person
Jan 27 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
The only thing I didn't like was that they posted signs saying pool was open dusk until dawn, but then was informed the pool doesn't open until 9am on the 2nd to the last day after we had been in the pool every morning by 8am. Also had parking fees that were not mentioned until arrival.
Reviewed on Dec 28, 2025
Westgate Town Center Resort
Price was $1,020, price is now $460 per person
$460
per person
Mar 7 - Mar 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8/10 Very Good! (1,367 reviews)
La habitacion muy buena y limpia expaciosa recomendaria cambiar ollas y sartenes estan muy viejos y quemados
Reviewed on Dec 4, 2025
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
The Waterfront Inn
1105 Lake Shore Drive The Villages FL
$134 nightly
The price is $143 total per night from Jan 1 to Jan 2
$143 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
9/10 Wonderful! (1,298 reviews)
Everything was fantastic 👍
Reviewed on Dec 24, 2025
Brownwood Hotel & Spa
3003 Brownwood Blvd Wildwood FL
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $145 total per night from Jan 1 to Jan 2
$145 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
9.6/10 Exceptional! (1,073 reviews)
Very nice staff! Comfortable bed. Great location.
Reviewed on Dec 25, 2025
Holiday Inn Express & Suites Wildwood The Villages by IHG
928 East State Road 44 Wildwood FL
Fully refundable
$113 nightly
The price is $121 total per night from Jan 4 to Jan 5
$121 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
9.4/10 Exceptional! (1,005 reviews)
Everything about this place was great, people and facility.
Reviewed on Dec 23, 2025
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.
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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.
