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
- Rest easyPlan, book, and manage your trip all in one place
Top Live Oak Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
CA $1,437
per person
Nov 22 - Nov 29
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)
Pool was awesome.Villa was beautiful.
We couldn’t enjoy the waterpark because it was closed for most of our stay. I wish we would have known this before booking.
Reviewed on Sep 11, 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 $235
CA $267 total
Sep 13 - Sep 14
includes taxes & fees
Embassy Suites by Hilton Orlando North
225 Shorecrest Dr Altamonte Springs FL
Fully refundableReserve now, pay when you stay
CA $158
CA $184 total
Sep 20 - Sep 21
includes taxes & fees
Holiday Inn Express & Suites Sanford- Lake Mary by IHG
4750 W State Road 46 Sanford FL
Fully refundable
CA $135
CA $156 total
Sep 22 - Sep 23
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.
What to do in Live Oak Island
Daytona Beach: Luau with Polynesian Dinner and Live Show
CA $73
per adult
96% of travellers recommend
DeLeon Springs River Boat Tour
CA $28
per adult
96% of travellers recommend
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 $577. 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.
