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

2 out of 5
Save 100% on your flight
Price was $645, price is now $386 per person
$386
per person
Jun 21 - Jun 26
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) 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.

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Save 100% on your flight
Price was $1,022, price is now $487 per person
$487
per person
Jul 27 - Jul 31
found 6 hours ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
Book a stay at this family-friendly resort in Orlando. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Universal’s Volcano Bay and The Orlando Eye are located nearby.

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Save 100% on your flight
Price was $2,046, price is now $1,128 per person
$1,128
per person
Jun 20 - Jun 26
found 15 hours ago
Roundtrip non-stop flight included
Detroit (DTW) 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.

Mission to Mars

Mission to Mars

4 out of 5
Loughman
Save 100% on your flight
Price was $6,645, price is now $4,096 per person
$4,096
per person
Aug 9 - Aug 13
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
Stay at this vacation home in Davenport. Enjoy free WiFi, free parking, and private pools. Popular attractions Reunion Resort Golf Course and ChampionsGate Golf Club are located nearby.

Westgate Leisure Resort

Westgate Leisure Resort

3.5 out of 5
International Drive District
Save 100% on your flight
Price was $639, price is now $400 per person
$400
per person
Jul 27 - Jul 31
found 6 hours ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
Stay at this hotel in Orlando. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Aquatica and Orange County Convention Center are located nearby.

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Save 100% on your flight
Price was $954, price is now $617 per person
$617
per person
Jun 21 - Jun 26
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) 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.

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Top Hotel Deals

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4 out of 5
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

4 out of 5
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

4 out of 5
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. ...
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
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 ...
Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

4 out of 5
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 ...
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
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 ...
Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites By Hilton Orlando Sunset Walk

4 out of 5
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 ...
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

4 out of 5
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 ...
Quality Inn & Suites By the Parks

Quality Inn & Suites By the Parks

2.5 out of 5
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 ...
Destiny Palms Hotel Maingate West

Destiny Palms Hotel Maingate West

2.5 out of 5
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. ...
Summer Bay Orlando MOD Collection by Sonesta

Summer Bay Orlando MOD Collection by Sonesta

3.5 out of 5
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 ...
Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

2.5 out of 5
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 ...
voco Kissimmee Orlando by IHG

voco Kissimmee Orlando by IHG

3 out of 5
7888 W Irlo Bronson Hwy Kissimmee FL
2.52 km from city center
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Disney's Animal Kingdom® ...
The Berkley, Orlando

The Berkley, Orlando

4 out of 5
8545 W. Irlo Bronson Highway Kissimmee FL
2.17 km from city center
Book a stay at this family-friendly vacation home in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the ...
Orbit One Vacation Villas

Orbit One Vacation Villas

3 out of 5
2950 Entry Point Blvd Kissimmee FL
2.84 km from city center
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
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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
Tue, Sep 29 - Mon, Oct 12
ORD
O'Hare Intl.
MCO
Orlando Intl.
$72 Roundtrip, found 5 days ago
$72
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Sep 29 from O'Hare Intl. to Orlando Intl., returning Mon, Oct 12, priced at $72 found 5 days ago
Delta
Sat, Jul 4 - Wed, Jul 8
LGA
LaGuardia
MCO
Orlando Intl.
$157 Roundtrip, found 17 hours ago
$157
Roundtrip
found 17 hours ago
Select Delta flight, departing Sat, Jul 4 from LaGuardia to Orlando Intl., returning Wed, Jul 8, priced at $157 found 17 hours ago
American Airlines
Tue, Nov 10 - Thu, Nov 19
LGA
LaGuardia
MCO
Orlando Intl.
$167 Roundtrip, found 21 hours ago
$167
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Tue, Nov 10 from LaGuardia to Orlando Intl., returning Thu, Nov 19, priced at $167 found 21 hours ago
JetBlue Airways
Sat, Sep 26 - Wed, Oct 14
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$167 Roundtrip, found 12 hours ago
$167
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Sat, Sep 26 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, Oct 14, priced at $167 found 12 hours ago
United
Sat, Sep 26 - Wed, Oct 14
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$167 Roundtrip, found 12 hours ago
$167
Roundtrip
found 12 hours ago
Select United flight, departing Sat, Sep 26 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, Oct 14, priced at $167 found 12 hours ago