West Kissimmee Vacation Packages for 2026

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West Kissimmee Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

Save 100% on your flight
$422
per person
Nov 7 - Nov 11
found 9 hours ago
Roundtrip non-stop flight included
Syracuse (SYR) to Orlando (MCO)
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

$972
per person
Dec 16 - Dec 23
found 6 hours ago
Roundtrip flight included
Baltimore (BWI) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
We stayed in one of the cottages and it was just perfect. The fully equipped kitchen downstairs with a master suite was perfect for my parents. I appreciated having the laundry upstairs with the other bedrooms. The staff at the main building were so helpful with our packages and printing documents for us. Unfortunately we had a very busy week and could not enjoy the wonderful amenities of the resort. Overall, a great selection and would start again!

Reviewed on Sep 25, 2026

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

Save 100% on your flight
$495
per person
Dec 16 - Dec 23
found 6 hours ago
Roundtrip flight included
Baltimore (BWI) to Orlando (MCO)
Book a stay at this family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
The Delaney Hotel

The Delaney Hotel

South Orange
$776
per person
Dec 16 - Dec 23
found 6 hours ago
Roundtrip flight included
Baltimore (BWI) to Orlando (MCO)
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions Kia Center and Camping World Stadium are located nearby.
Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

Save 100% on your flight
$688
per person
Dec 16 - Dec 23
found 6 hours ago
Roundtrip flight included
Baltimore (BWI) to Orlando (MCO)
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Florida Mall and Orlando International Premium Outlets are located nearby.
Disney's All Star Sports Resort

Disney's All Star Sports Resort

Save 100% on your flight
$737
per person
Dec 16 - Dec 23
found 6 hours ago
Roundtrip flight included
Baltimore (BWI) to Orlando (MCO)
Book a stay at this family-friendly hotel in Lake Buena Vista. Enjoy free WiFi, 2 outdoor pools, and breakfast (surcharge). Popular attractions ESPN Wide World of Sports Complex and Disney's Hollywood Studios® are located nearby.
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Top Hotel Deals

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

8000 Fins Up Circle Kissimmee FL
1.81 km from city center
Book a stay at this spa resort in Kissimmee. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. ...
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

8505 W Irlo Bronson Memorial Hwy Kissimmee FL
2.79 km from city center
Book a stay at this golf resort in Kissimmee. Enjoy free WiFi, free parking, and 7 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

7600 Mystic Dunes Lane Kissimmee FL
3.23 km from city center
Book a stay at this golf hotel in Kissimmee. Enjoy free WiFi, 4 outdoor pools, and a golf course. Our guests praise the pool and the restaurant in our reviews. ...
Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites By Hilton Orlando Sunset Walk

3151 Sunset Walk Drive Kissimmee FL
1.57 km from city center
Stay at this resort in Kissimmee. Enjoy free breakfast, free WiFi, and room service. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood ...
Quality Inn & Suites By the Parks

Quality Inn & Suites By the Parks

2945 Entry Point Blvd Kissimmee FL
2.88 km from city center
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

17777 Bali Blvd Winter Garden FL
4.14 km from city center
Book a stay at this family-friendly hotel in Four Corners. Enjoy free WiFi, 2 outdoor pools, and free water park access. Our guests praise the pool and the helpful ...
The Berkley, Orlando

The Berkley, Orlando

8545 W. Irlo Bronson Highway Kissimmee FL
2.17 km from city center
Book a stay at this family-friendly aparthotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the ...
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

8000 Fins Up Circle Kissimmee FL
2.28 km from city center
Book a stay at this spa aparthotel in Kissimmee. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Westgate Town Center Resort

Westgate Town Center Resort

7700 Westgate Blvd. Kissimmee FL
2.27 km from city center
Book a stay at this family-friendly resort in Kissimmee. Enjoy free WiFi, free parking, and 14 outdoor pools. Our guests praise the helpful staff and the clean ...
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

7700 Westgate Blvd. Kissimmee FL
2.76 km from city center
Book a stay at this family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the ...
Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

105 Summer Bay Blvd Clermont FL
4.35 km from city center
Book a stay at this family-friendly hotel in Four Corners. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Destiny Palms Hotel Maingate West

Destiny Palms Hotel Maingate West

8536 W Irlo Bronson Memorial Hwy Kissimmee FL
1.93 km from city center
Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl

7635 Fairfax Dr Kissimmee FL
5.24 km from city center
Book a stay at this luxury resort in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. ...
Summer Bay Orlando MOD Collection by Sonesta

Summer Bay Orlando MOD Collection by Sonesta

17805 US Highway 192 Clermont FL
4.32 km from city center
Book a stay at this family-friendly hotel in Four Corners. Enjoy free parking, 5 outdoor pools, and 4 hot tubs. Our guests praise the pool and the helpful staff ...
Grand Lake Resort

Grand Lake Resort

7770 W Irlo Bronson Memorial Hwy Kissimmee FL
2.69 km from city center
Book a stay at this family-friendly aparthotel in Kissimmee. Enjoy free parking, a fitness center, and a business center. Popular attractions Disney's Animal ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
American Airlines
Delta
Breeze Airways
Southwest Airlines