Southwinds Vacations from ￥176,648
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The Latest Southwinds Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
￥243,618
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9.2/10 Wonderful! (1,003 reviews)
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
Where to stay in Southwinds
Find the best Southwinds areas and neighborhoods for the activities you enjoy most. Learn more about Southwinds
Harbor Oaks
Though Harbor Oaks might not have many top sights, you can venture to the surrounding area to see attractions like Go-Kart City and Ponce Inlet Beach.
Orlando Heights
While there might not be top attractions in Orlando Heights, you can explore the larger area and discover places like Pirate's Island Adventure Golf and Fornari Park.
Allandale
Though Allandale might not have many top sights, you can venture to the surrounding area to see attractions like Go-Kart City and Daytona Ice Arena.
Fly In Spruce Creek
If you're looking for some top things to see and do in Fly In Spruce Creek and surrounding area, you can visit Spruce Creek Country Club and Gamble Place.
Venetian Way South
If you're looking for some top things to see and do in Venetian Way South and surrounding area, you can visit Pirate's Island Adventure Golf and Fornari Park.
Southwinds Hotel Deals
Hilton Daytona Beach Oceanfront Resort
100 N Atlantic Ave Daytona Beach FL
Fully refundableReserve now, pay when you stay
￥16,259
￥22,718 total
Oct 11 - Oct 12
includes taxes & fees
Daytona Grande Oceanfront Resort
422 N Atlantic Ave Daytona Beach FL
Fully refundableReserve now, pay when you stay
￥20,634
￥29,411 total
Oct 21 - Oct 22
includes taxes & fees
9.4/10 Exceptional! (5,041 reviews)
"Warm and welcoming staff"
Reviewed on Sep 30, 2026
Perry's Ocean Edge Resort
2209 S Atlantic Ave Daytona Beach Shores FL
Fully refundableReserve now, pay when you stay
￥13,572
￥18,808 total
Oct 29 - Oct 30
includes taxes & fees
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.
Frequently asked questions
How much does a Southwinds vacation package cost?
Starting from just ￥176,648, a vacation package is your ticket to inexpensive travel. Custom build your Southwinds escape by picking from our huge range of hotels, flights and rental cars.
How do I get a cheap travel package to Southwinds?
Our Southwinds vacation packages promise plenty of savings for the savvy globetrotter. For the best deals, simply bundle your flights, hotels and activities into a neat and tidy package. But bargain prices are just the beginning of your next unforgettable adventure. Book with Expedia and you'll have more than 550 air carriers and 1,000,000 hotels across the globe to select from. No matter your budget or style, there's a package to suit you.
Where should I stay in Southwinds?
Stay close to the action. Many visitors favor hotels around popular attractions, such as Halifax Health Medical Center of Port Orange, Port Orange Sport Complex and Pelican Bay Golf Course.
How far in advance should I book my Southwinds vacation?
Reward yourself with the widest variety and the lowest prices by booking your Southwinds adventure early. Air carriers typically sell flight tickets anywhere up to a year in advance, so start locking things in as soon as you can. That being said, Expedia is constantly working to give you the best bargains around, so it's always a good time to book your dream vacation!
What does an Expedia Southwinds travel package include?
With Expedia, you can choose any combination of hotels, car rentals and flights to build your perfect Southwinds travel package. Once you've made your booking, you can add on the fun stuff like tours and experiences. Remember — the more you bundle, the more discounts you'll get!
What should I know before booking a Southwinds travel package?
Locking in all the parts of your getaway together is one of the best ways to save. Combine your car rentals, airfares and hotels into a tidy package. But you're not restricted to hotels. Expedia features all sorts of properties, including vacation rentals like mountain cabins and city residences. Your choices are almost endless!
Can I choose my airline with a Southwinds Expedia vacation package?
Expedia has access to more than 550 partner airlines worldwide, so you sure can! Just select the carrier that suits you and create the perfect Southwinds vacation.
If I'm not able to travel, can I cancel my Southwinds vacation package?
Plans can change without warning, so yes, you can. You may be able to cancel or change your Southwinds vacation package at no cost within 24 hours of booking. For bookings older than that, you can still make the necessary changes, but your car rental company, airline or hotel may charge additional fees. Looking for more information? Check out our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.
Things to do
Daytona Beach: Luau with Polynesian Dinner and Live Show
￥8,315
per adult
96% of travellers recommend
Catamaran Sailing Dolphin/Manatee Watch in Daytona Beach
￥10,825
per adult
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.