Live Oak Island 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
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Top Live Oak Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Westgate Cocoa Beach Resort
CA $1,455
per person
Nov 14 - Nov 21
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.6/10 Excellent! (562 reviews)
This location was so much fun. We loved the lazy river and the staff were wonderful. I do wish they had a way to air up your own flotation devices. I needed to get one the would accommodate my size and Michael thank you for allowing it. We will be back.
Reviewed on Sep 20, 2026
Westgate Leisure Resort
International Drive District
CA $812
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Orlando (MCO)
8.4/10 Very good! (1,000 reviews)
We have stayed here our last three visits and staff has always been warm and welcoming. The rooms have always been clean.
Reviewed on Sep 22, 2026
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
CA $1,679
per person
Dec 5 - Dec 11
found 3 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
9.2/10 Wonderful! (1,002 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
Ready to book your vacation to Live Oak Island?
Live Oak Island Hotel Deals
Lakeside Inn
100 N Alexander St Mount Dora FL
Fully refundableReserve now, pay when you stay
CA $241
CA $273 total
Sep 27 - Sep 28
includes taxes & fees
9/10 Wonderful! (1,305 reviews)
"Love this charming hotel"
Reviewed on Sep 26, 2026
Hilton Orlando/Altamonte Springs
350 S Northlake Blvd Altamonte Springs FL
Fully refundableReserve now, pay when you stay
CA $148
CA $171 total
Sep 30 - Oct 1
includes taxes & fees
Embassy Suites by Hilton Orlando North
225 Shorecrest Dr Altamonte Springs FL
Fully refundableReserve now, pay when you stay
CA $167
CA $194 total
Oct 4 - Oct 5
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"Unbelievably beautiful. Immaculate. Super nice staff who let us enjoy free reception just as it was ending. Breakfast was delicious. We didn’t see a hot tub but the pool was gorgeous. Wish we could have done a night swim but totally understand why it closed at sundown for safety reasons based on ..."
Reviewed on Sep 26, 2026
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.
What to do in Live Oak Island
Daytona Beach: Luau with Polynesian Dinner and Live Show
CA $74
per adult
96% of travellers recommend
Alabama: Dothan-Eufaula Area Multi-Attraction Pass
CA $22
per adult
Frequently asked questions
How much does a Live Oak Island vacation package cost?
We make it easy to travel somewhere new, with Live Oak Island packages starting from as low as CA $667. You'll have the flexibility to combine your favorite hotels, airlines and car rental. For the ultimate escape, why not add a couple of tours and activities to your itinerary?
How do I get a cheap travel package to Live Oak Island?
Our Live Oak Island vacation packages mean plenty of savings for the savvy traveler. For the best deal, simply combine your flights, hotels and extras (including tours) into a handy package. But impressive bargains are only the start of your next amazing adventure. When you book with Expedia, and you'll have over 550 air carriers and 1,000,000 properties across the globe to pick from. No matter your budget or style, there's a package here just for you.
How far in advance should I book my Live Oak Island vacation?
While prices change from time to time, we generally recommend booking your flight as soon as possible. Many international fares can be compared on Expedia up to 12 months in advance. If circumstances have left you booking late, you might still be lucky. Cheaper tickets to Live Oak Island sometimes occur just weeks before departure.
What does an Expedia Live Oak Island travel package include?
It all comes down to what kind of escape you're contemplating. Live Oak Island vacation deals can include flights, car rentals and hotels. You can mix and match to create the bundle that suits you. You can also add on experiences and activities after you've booked to land even bigger discounts.
What should I know before booking a Live Oak Island travel package?
When you book your flights, hotels and car rentals together, you'll land fantastic discounts. Whether you're organizing an outdoor getaway in a chalet or want to stay in a ritzy city hotel, Expedia will help make it happen.
Can I choose my airline with a Live Oak Island Expedia vacation package?
You can. We have more than 550 partner airlines around the world, so go with the carrier that suits your travel preferences.
If I'm not able to travel, can I cancel my Live Oak Island vacation package?
You can. We understand that even the best-laid plans can fail, so we're happy to help if you need to make changes to your Live Oak Island vacation package. You may be able to cancel or amend your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Look up our Customer Service Portal for further information. Also, check your itinerary for the nitty-gritty on change fees.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
