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
The Villages
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Sumter County flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort
Save 100% on your flight
Price was $898, price is now $442 per person
$442
per person
Aug 14 - Aug 21
found 9 hours 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.
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Save 100% on your flight
Price was $1,143, price is now $556 per person
$556
per person
Jul 3 - Jul 7
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 Towers Resort
Save 100% on your flight
Price was $892, price is now $442 per person
$442
per person
Aug 14 - Aug 21
found 9 hours ago
Roundtrip flight included
Boston (BOS) 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 Town Center Resort
Save 100% on your flight
Price was $922, price is now $460 per person
$460
per person
Aug 14 - Aug 21
found 9 hours 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 mini golf, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and perks like free self parking and free WiFi.
Westgate Cocoa Beach Resort
Save 100% on your flight
Price was $2,129, price is now $1,084 per person
$1,084
per person
Aug 18 - Aug 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Free water park access and an outdoor pool are featured at this smoke-free aparthotel. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with a lazy river and a children's pool, and barbecue grills are available on site.
Top Sumter County hotels deals
Brownwood Hotel & Spa
3003 Brownwood Blvd Wildwood FL
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $122 total per night
$122 total
Jun 24 - Jun 25
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.
Pool
Spa
The Waterfront Inn
1105 Lake Shore Drive The Villages FL
$121 nightly
The price is $129 total per night
$129 total
May 27 - May 28
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 28 - May 29
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.
Pool
Breakfast included
Holiday Inn Express & Suites Wildwood The Villages by IHG
928 East State Road 44 Wildwood FL
Free Cancellation
$101 nightly
The price is $108 total per night
$108 total
May 31 - Jun 1
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.
Pool
Breakfast included
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 28 - May 29
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.
Pool
Pet friendly
Home2 Suites by Hilton Wildwood the Villages
7555 PENROSE PLACE Wildwood FL
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $117 total per night
$117 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.
Pool
Breakfast included
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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