Southwest Orlando Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Southwest Orlando Vacation Packages
- Westgate Towers Resort
Oct 13 - Oct 19Westgate Towers Resort + Flight
Kissimmee6 nights3.5 star property8.6/10 - Excellent (1,002 reviews)Roundtrip • Toronto (YYZ) - Orlando (MCO)YYZ - MCO • Nonstop MCO - YYZ • NonstopCA $1,107CA $575found 17 hours agoper traveller - Palazzo Lakeside Hotel
Oct 20 - Oct 25Palazzo Lakeside Hotel + Flight
Kissimmee5 nights3.0 star property8.4/10 - Very good (5,288 reviews)Roundtrip • Hamilton (YHM) - Orlando (MCO)YHM - MCO • 1 stop MCO - YHM • 1 stopCA $1,799CA $633found 1 day agoper traveller - Westgate Palace Hotel / Universal / I-Drive
Sept 9 - Sept 14Westgate Palace Hotel / Universal / I-Drive + Flight
International Drive District5 nights4.0 star property9.0/10 - Wonderful (1,303 reviews)"Very nice hotel and location was great. The staff was very helpful."Reviewed August 4, 2026Roundtrip • Hamilton (YHM) - Orlando (MCO)YHM - MCO • 1 stop MCO - YHM • 1 stopCA $1,555CA $849found 14 hours agoper traveller - Westgate Vacation Villas Resort
Sept 24 - Sept 30Westgate Vacation Villas Resort + Flight
Kissimmee6 nights4.0 star property8.2/10 - Very good (2,033 reviews)Roundtrip • Toronto (YTO) - Orlando (MCO)YYZ - MCO • 1 stop MCO - YYZ • 1 stopCA $1,142CA $641found 1 day agoper traveller - Westgate Cocoa Beach Resort
Oct 13 - Oct 17Westgate Cocoa Beach Resort + Flight
Cocoa Beach4 nights4.0 star property8.6/10 - Excellent (558 reviews)"It is a time share property not a resort. It has very little amenities and does not offer day to day room cleaning. We had to take our own trash out order fresh towels and go to store to buy shower items. None of this was listed in the details. The place is old and tired, it needs a fresh coat of everything. Kids are un supervised in the pool area and you cannot relax. If you are hoping for a refreshing time this is not the place it’s very expensive and not worth the money. The beach walk is..."Reviewed July 31, 2026Roundtrip • Toronto (YYZ) - Orlando (MCO)YYZ - MCO • Nonstop MCO - YYZ • 1 stopCA $2,068CA $1,162found 1 day agoper traveller
Discover the most popular places to visit in Southwest Orlando
Southwest Orlando Hotel Deals
DoubleTree by Hilton at the Entrance to Universal Orlando
DoubleTree by Hilton at the Entrance to Universal Orlando"Our stay was awesome! Close walking distance to restaurants and universal studios. Staff was super friendly and the shuttle to the parks are free and easy to reserve."
Courtyard by Marriott across Universal Orlando
Courtyard by Marriott across Universal Orlando
SpringHill Suites by Marriott Orlando at Millenia
SpringHill Suites by Marriott Orlando at Millenia
Hilton Garden Inn Orlando I-4 Millenia Blvd Mall
Hilton Garden Inn Orlando I-4 Millenia Blvd Mall"Front desk staff was amazing and very accommodating"
Spark by Hilton Orlando near Universal
Spark by Hilton Orlando near Universal"Me encantó todo muy limpio y buena atención muy amables"
Hyatt House across from Universal Orlando Resort
Hyatt House across from Universal Orlando Resort
Residence Inn by Marriott Orlando at Millenia
Residence Inn by Marriott Orlando at Millenia"Overall my experience is good but charging parking fee separately was never expected."
TownePlace Suites by Marriott® Orlando Near Universal
TownePlace Suites by Marriott® Orlando Near Universal"Amazing hotel , very clean . I also felt very safe. Good price clean hotel etc"
Frequently Asked Questions
How much does a Southwest Orlando vacation package cost?
Starting from as low as CA $575, you can custom build your Southwest Orlando vacation package. Simply combine hotels, flights and rental cars and be rewarded with discounts.
How do I get a cheap travel package to Southwest Orlando?
Combine your hotel and flight bookings, throw in extras such as a rental car or activities, and save with a Southwest Orlando vacation package. You won't just enjoy awesome discounts on your getaway — you'll have a world of choice too. When you book with Expedia, you can choose from more than 550 air carriers and 1,000,000 properties around the globe. Your unforgettable vacation begins right here, right now!
How far in advance should I book my Southwest Orlando vacation?
To land rock-bottom prices, book as soon as you can. Air carriers generally release tickets, along with some of the lowest fares, up to a year ahead of time. Hotels, car rental and activities should also be booked well in advance so you can have the pick of the bunch. If you've decided on a last-minute getaway in Southwest Orlando, there are always lots of great deals on Expedia. Book something in today!
What does an Expedia Southwest Orlando travel package include?
Packages include hotels, flights and rental cars, but you can combine any of them to create your perfect Southwest Orlando trip. You can also add on fun stuff like activities and tours once you've made your booking. You're in control! When you combine your bookings with Expedia, you'll score discounts you won't find anywhere else.
What should I know before booking a Southwest Orlando travel package?
So many places to explore, so many things to see and do. With a travel package, you can cross more of them off your list. Combine your hotels, flights and rental cars and land big savings.
Can I choose my airline with a Southwest Orlando Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines throughout the world. Our packages give you the flexibility to pick from available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Southwest Orlando vacation package?
Plans can change suddenly, so yes, you can. You may be able to cancel or change your Southwest Orlando vacation package for free if you've booked in the last 24 hours. For older bookings, you can still make the necessary changes, but your car rental company, hotel or airline may impose a fee. Want more information? Look up our Customer Service Portal. We'll help make sure your trip goes off without a hitch.