Sumter County Vacation Packages 2026 from $288

Search vacation packages deals in Sumter County's top destinations

The Villages

Vacations

Caught this beautiful sunset from a grocery store parking lot

Wildwood

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Sumter County flight + hotel vacation packages

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Westgate Lakes Resort & Spa Universal Studios Area

$288

per person

Feb 21 - Feb 26

found 22 hours ago

Roundtrip flight included

Hartford (BDL) to Orlando (MCO)

This smoke-free hotel features a full-service spa, a water park, and a marina. There's fun for all ages with a lazy river and a children's club, and barbecue grills are available on site. Enjoy the 7 outdoor pools and perks like free valet parking and a free theme park shuttle.

The Shores Resort & Spa

$289

per person

Feb 26 - Mar 4

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and an arcade/game room, and complimentary bicycles are available on site. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.

Residence Inn by Marriott Daytona Beach Oceanfront

$861

per person

Feb 26 - Mar 4

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free buffet breakfast each morning.

Boardwalk Inn and Suites

Davis

$700

per person

Feb 26 - Mar 4

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Enjoy the gym and perks like free valet parking and free WiFi. There's a hot tub on site, and a 24-hour front desk and a communal living room are also provided.

Florida Hotel & Conference Center in the Florida Mall

$367

per person

Mar 4 - Mar 8

found 21 hours ago

Roundtrip flight included

Hartford (BDL) to Orlando (MCO)

This traditional aparthotel includes 3 restaurants, an outdoor pool, and a gym. Bring the family and enjoy the free theme park shuttle and kid-friendly dining. Enjoy the hot tub and perks like free WiFi.

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Frequently asked questions

How much are vacation packages to Sumter County?

With Travelocity vacation packages, you can experience the sights and sounds of Sumter County for as little as $288. Hotels, flights and adventures — we've got it all. You'll save a bunch just by combining your bookings together. And with all that taken care of before you even go, you can sit back, relax and not worry about a thing.

Where can I get the best vacation package deals for Sumter County?

You can snap up unbeatable Sumter County package deals with Travelocity. Pick from as many as 400 partner airlines and 1,000,000 properties worldwide and turn those travel fantasies into reality.

Why should I book my Sumter County vacation bundle via Travelocity?

You'll not only enjoy huge savings, but you'll also have access to our 24/7 customer support, high-quality service and a Price Match Guarantee. Roam across the globe, discover hidden gems and create lifelong memories — we'll take care of the little details.

Will I save money on my Sumter County car rental if I book it with my hotel or flight?

Combining your bookings into a Sumter County vacation package will save you a handsome sum. Book a car and flight; a hotel, flight and car; or a car and hotel. There's no better way to discover the greater Sumter County area than from behind the wheel of your own rental car. You can also add experiences and activities to your Travelocity package.

Which airport is best for Sumter County?

You'll find three main hubs for anyone jetting to and from Sumter County — Orlando Intl. Airport (MCO), Tampa Intl. Airport (TPA) and Orlando Sanford Intl. Airport (SFB).

What is there to do in Sumter County?

Sumter County is overflowing with wonderful photo opportunities, however Nancy Lopez Legacy Golf & Country Club and Webster Westside Flea Market are right up there with the very best.