Deals on vacations and trips to Sumter County
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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.
Palazzo Lakeside Hotel
Price was $1,317, price is now $253 per person
$253
per person
Jan 27 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel features an outdoor pool, a gym, and a restaurant. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.
The Shores Resort & Spa
Price was $858, price is now $289 per person
$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
Price was $2,504, price is now $861 per person
$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.
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Price was $1,205, price is now $483 per person
$483
per person
Jan 27 - Feb 3
found 1 day ago
Roundtrip 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 Lakes Resort & Spa Universal Studios Area
Price was $829, price is now $358 per person
$358
per person
Jan 27 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Top Sumter County hotels deals
The Waterfront Inn
1105 Lake Shore Drive The Villages FL
$149 nightly
The price is $159 total per night
$159 total
Jan 4 - Jan 5, 2026
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
Brownwood Hotel & Spa
3003 Brownwood Blvd Wildwood FL
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $159 total per night
$159 total
Jan 1 - Jan 2, 2026
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
Holiday Inn Express & Suites Wildwood The Villages by IHG
928 East State Road 44 Wildwood FL
Free Cancellation
$113 nightly
The price is $121 total per night
$121 total
Jan 4 - Jan 5, 2026
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
Hampton Inn & Suites Lady Lake/The Villages
11727 Ne 63 Rd Dr Lady Lake FL
$111 nightly
The price is $118 total per night
$118 total
Dec 22 - Dec 23
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. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Home2 Suites by Hilton Wildwood the Villages
7555 PENROSE PLACE Wildwood FL
Free Cancellation
Reserve now, pay when you stay
$123 nightly
The price is $132 total per night
$132 total
Dec 22 - Dec 23
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. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Comfort Inn & Suites Wildwood - The Villages
1224 S Main St Wildwood FL
Free Cancellation
Reserve now, pay when you stay
$97 nightly
The price is $104 total per night
$104 total
Dec 22 - Dec 23
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. Guests will appreciate freebies like buffet breakfast and free self parking.
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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