West Kissimmee Vacation Packages for 2025

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Choose two or more items and save on your trip:

West Kissimmee Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham St Augustine/Historic Downtown

Days Inn by Wyndham St Augustine/Historic Downtown

2 out of 5
Uptown
per person
Sep 15 - Sep 19
found 20 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this hotel in St. Augustine. Enjoy free WiFi, a free area shuttle, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Castillo de San Marcos National Monument and St. George Street are located nearby.

The Kenwood Inn

The Kenwood Inn

3.5 out of 5
St. Augustine Historic District
Save 100% on your flight
per person
Sep 15 - Sep 19
found 20 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this 3.5-star B&B in St. Augustine. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions St. Augustine Beach and St. George Street are located nearby.

Casa Monica Resort & Spa, Autograph Collection

Casa Monica Resort & Spa, Autograph Collection

4 out of 5
St. Augustine Historic District
Save 100% on your flight
per person
Sep 15 - Sep 19
found 20 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this 4-star luxury hotel in St. Augustine. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions St. Augustine Beach and St. George Street are located nearby.

Hilton Garden Inn Jacksonville Ponte Vedra Sawgrass

Hilton Garden Inn Jacksonville Ponte Vedra Sawgrass

3 out of 5
Palm Valley
per person
Oct 5 - Oct 9
just found
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Stay at this 3-star business-friendly hotel in Ponte Vedra Beach. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TPC Sawgrass and Jacksonville Beach Pier are located nearby.

Old City House Inn and Restaurant

Old City House Inn and Restaurant

3.5 out of 5
St. Augustine Historic District
Save 100% on your flight
per person
Sep 15 - Sep 19
found 20 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this 3.5-star historic B&B in St. Augustine. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions St. Augustine Beach and St. George Street are located nearby.

St George Inn

St George Inn

3.5 out of 5
St. Augustine Historic District
Save 100% on your flight
per person
Sep 15 - Sep 19
found 20 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this 3.5-star hotel in St. Augustine. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. Popular attractions St. Augustine Beach and Castillo de San Marcos National Monument are located nearby.

Don't see what you're looking for?
See all available trips from Columbus to West Kissimmee
View all trips

Top Hotel Deals

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
Stay at this 4-star golf resort in Kissimmee. Enjoy free parking, 7 outdoor pools, and 8 restaurants. Our guests praise the pool and the helpful staff in our ...
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
Stay at this 4-star golf property in Kissimmee. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the pool and the restaurant in our reviews. ...
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4 out of 5
8000 Fins Up Circle, Kissimmee, FL
1.89 km from city center
Stay at this 4-star 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. ...
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
Stay at this 4-star family-friendly hotel in Four Corners. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4 out of 5
8000 Fins Up Circle, Kissimmee, FL
2.28 km from city center
Stay at this 4-star 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 ...
Summer Bay Orlando by Exploria Resorts

Summer Bay Orlando by Exploria Resorts

3.5 out of 5
17805 US Highway 192, Clermont, FL
4.34 km from city center
Stay at this 3.5-star family-friendly condo in Four Corners. Enjoy free parking, 5 outdoor pools, and 4 hot tubs. Our guests praise the pool and the helpful ...
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 ...
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
7700 Westgate Blvd., Kissimmee, FL
2.33 km from city center
Stay at this 4-star 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

3.5 out of 5
3151 Sunset Walk Drive, Kissimmee, FL
1.57 km from city center
Stay at this 3.5-star resort in Kissimmee. Enjoy free breakfast, free parking, and room service. Popular attractions Disney's Animal Kingdom® Theme Park and ...
Destiny Palms Hotel Maingate West

Destiny Palms Hotel Maingate West

2.5 out of 5
8536 W Irlo Bronson Memorial Hwy, Kissimmee, FL
2.08 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. ...
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 ...
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
7700 Westgate Blvd., Kissimmee, FL
2.76 km from city center
Stay at this 4-star 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 And Suites Clermont Se West Orlando by IHG

Holiday Inn Express And 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 ...
Encore Resort and Water Park At Reunion by Rentyl

Encore Resort and Water Park At Reunion by Rentyl

5 out of 5
7635 Fairfax Dr, Kissimmee, FL
5.24 km from city center
Stay at this 5-star luxury resort in Kissimmee. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
The Berkley, Orlando

The Berkley, Orlando

4 out of 5
8545 W. Irlo Bronson Highway, Kissimmee, FL
2.33 km from city center
Stay at this 4-star family-friendly vacation home in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the ...
Don't see what you're looking for?
See all available properties in West Kissimmee
View all properties
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
Fri, Sep 12 - Sun, Sep 21
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$90 Roundtrip, found 6 days ago
$90
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Fri, Sep 12 from Detroit Metropolitan Wayne County to Orlando Intl., returning Sun, Sep 21, priced at $90 found 6 days ago
Spirit Airlines
Sun, Oct 5 - Tue, Oct 7
LGA
LaGuardia
MCO
Orlando Intl.
$100 Roundtrip, found 3 hours ago
$100
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Sun, Oct 5 from LaGuardia to Orlando Intl., returning Tue, Oct 7, priced at $100 found 3 hours ago
Breeze Airways
Fri, Sep 5 - Sun, Sep 7
SWF
Stewart Intl.
MCO
Orlando Intl.
$125 Roundtrip, found 4 days ago
$125
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Sep 5 from Stewart Intl. to Orlando Intl., returning Sun, Sep 7, priced at $125 found 4 days ago
United
Sat, Nov 1 - Wed, Nov 5
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$137 Roundtrip, found 4 days ago
$137
Roundtrip
found 4 days ago
Select United flight, departing Sat, Nov 1 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, Nov 5, priced at $137 found 4 days ago
JetBlue Airways
Sun, Sep 14 - Fri, Sep 26
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$139 Roundtrip, found 6 days ago
$139
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Sun, Sep 14 from John F. Kennedy Intl. to Orlando Intl., returning Fri, Sep 26, priced at $139 found 6 days ago