Deals on vacations and trips to Sumter County
Save when you book Sumter County, FL package deals
Search vacation packages deals in Sumter County's top destinations
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Sumter County flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Westgate Towers Resort
Save 100% on your flight
Price was $671, price is now $353 per person
$353
per person
Aug 13 - Aug 18
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
2 outdoor pools, 2 hot tubs, and a gym are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Westgate Vacation Villas Resort
Save 100% on your flight
Price was $1,028, price is now $487 per person
$487
per person
Aug 5 - Aug 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This smoke-free resort features a water park, a marina, and 2 restaurants. There's fun for all ages with a children's club and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and get free self parking.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Price was $2,005, price is now $1,008 per person
$1,008
per person
Aug 5 - Aug 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Free water park access, 4 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. You'll appreciate the hot tub, poolside bar, and snack bar/deli.
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Price was $1,313, price is now $666 per person
$666
per person
Jun 24 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
This resort features an outdoor pool, a gym, and a restaurant. Bring the family and enjoy the children's pool, free theme park shuttle, and kid-friendly dining. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.
Westgate Town Center Resort
Save 100% on your flight
Price was $935, price is now $522 per person
$522
per person
Jun 30 - Jul 5
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
This smoke-free resort features a water park, a marina, and 2 restaurants. There's fun for all ages with a children's club and mini golf, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and perks like free self parking and free WiFi.
Top Sumter County hotels deals
Brownwood Hotel & Spa
3003 Brownwood Blvd Wildwood FL
Free Cancellation
Reserve now, pay when you stay
$115 nightly
The price is $123 total per night
$123 total
Jun 18 - Jun 19
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
The Waterfront Inn
1105 Lake Shore Drive The Villages FL
$123 nightly
The price is $132 total per night
$132 total
May 26 - May 27
Total with taxes and fees
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 perks like free self parking.
Pool
Hot Tub
Hampton Inn & Suites Lady Lake/The Villages
11727 Ne 63 Rd Dr Lady Lake FL
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $104 total per night
$104 total
May 25 - May 26
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.
Holiday Inn Express & Suites Wildwood The Villages by IHG
928 East State Road 44 Wildwood FL
Free Cancellation
$95 nightly
The price is $102 total per night
$102 total
Jun 21 - Jun 22
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Hotel Eastport
7065 Beebe Court Wildwood FL
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $126 total per night
$126 total
May 25 - May 26
Total with taxes and fees
The hotel's outdoor pool, 24-hour gym, and 2 bars/lounges are among the featured amenities. Enjoy a meal from the restaurant and perks like free self parking and free WiFi. A coffee shop, luggage storage, and wedding services are also on offer.
Home2 Suites by Hilton Wildwood the Villages
7555 PENROSE PLACE Wildwood FL
Free Cancellation
Reserve now, pay when you stay
$111 nightly
The price is $118 total per night
$118 total
Jun 14 - Jun 15
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.
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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