Live Oak Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, 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.
Westgate Vacation Villas Resort
Westgate Palace Hotel / Universal / I-Drive
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Seasons Florida Resort
Westgate Cocoa Beach Resort

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Live Oak Island Hotel Deals

Lakeside Inn

Lakeside Inn

3 out of 5
100 N Alexander St Mount Dora FL
Fully refundableReserve now, pay when you stay
The price is CA $283 per night from Dec 6 to Dec 7
CA $283
CA $321 total
Dec 6 - Dec 7
includes taxes & fees
Lakeside Inn
La Quinta Inn & Suites by Wyndham Orlando Lake Mary

La Quinta Inn & Suites by Wyndham Orlando Lake Mary

3 out of 5
1060 Greenwood Blvd Lake Mary FL
Fully refundableReserve now, pay when you stay
The price is CA $117 per night from Nov 11 to Nov 12
CA $117
CA $133 total
Nov 11 - Nov 12
includes taxes & fees
8.4/10 Very good! (2,054 reviews)
"The property stated that they were smoke free and had locked doors 24/7. We got to our rooms, my daughter and her four year old daughter had bugs in their room. Our room smelled like someone just finished smoking weed. Floors around the building were dirty. Tub was all marred from something. It was ..."

Reviewed on Nov 5, 2026

La Quinta Inn & Suites by Wyndham Orlando Lake Mary
Hilton Orlando/Altamonte Springs

Hilton Orlando/Altamonte Springs

4 out of 5
350 S Northlake Blvd Altamonte Springs FL
Fully refundableReserve now, pay when you stay
The price is CA $175 per night from Nov 23 to Nov 24
CA $175
CA $201 total
Nov 23 - Nov 24
includes taxes & fees
9/10 Wonderful! (1,591 reviews)
"This was great"

Reviewed on Nov 4, 2026

Hilton Orlando/Altamonte Springs
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

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 $739. 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.