Live Oak Island Vacation Packages

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Top Live Oak Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Price was CA $1,324, price is now CA $742 per person
CA $742
per person
Jul 17 - Jul 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.6/10 Excellent! (1,021 reviews)
Everything was great

Reviewed on May 4, 2026

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was CA $1,457, price is now CA $811 per person
CA $811
per person
Jul 17 - Jul 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.2/10 Very Good! (1,680 reviews)
Didn’t eat breakfast on site we cooked.

Reviewed on May 8, 2026

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was CA $2,049, price is now CA $1,150 per person
CA $1,150
per person
Jun 13 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8.4/10 Very Good! (6,342 reviews)
Remodeling will help

Reviewed on May 8, 2026

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was CA $1,333, price is now CA $779 per person
CA $779
per person
Jun 10 - Jun 17
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.2/10 Very Good! (1,893 reviews)
Omg it was amazing better then expected Staff were so kind!!!

Reviewed on May 7, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was CA $2,787, price is now CA $1,636 per person
CA $1,636
per person
Jul 18 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Orlando (MCO)
9.2/10 Wonderful! (1,004 reviews)
Me and my fiancé got a cottage just for me and him and it was beautiful! It made us feel like we were at home with all the amenities we also cooked a home made meal they had all the pans, plates, etc.. we did have to rewash current stuff there was still food on them from who knows when. Also one of the pillow sheets were really dirty we just removed it. Other than that everything was amazing also we loved the H2O water park! We mostly differently will be back !

Reviewed on May 4, 2026

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Live Oak Island Hotel Deals

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 $168 per night from May 31 to Jun 1
CA $168
CA $194 total
May 31 - Jun 1
includes taxes & fees
9/10 Wonderful! (1,416 reviews)
Our Room 432 , AC was not working , we tried to put it down to 69 . It was just staying on 79-80 , unbearable to fall asleep

Reviewed on May 8, 2026

Hilton Orlando/Altamonte Springs
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 $122 per night from May 11 to May 12
CA $122
CA $139 total
May 11 - May 12
includes taxes & fees
8.4/10 Very Good! (2,091 reviews)
Heavy mold in my room for sick second night

Reviewed on May 7, 2026

La Quinta Inn & Suites by Wyndham Orlando Lake Mary
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 $219 per night from May 10 to May 11
CA $219
CA $249 total
May 10 - May 11
includes taxes & fees
8.8/10 Excellent! (1,230 reviews)
The property looks very nice, However, if you look closely you’ll notice an inn that is a bit rundown and requires a lot of TLC. Our room was littered with termite wings and smelled musty and damp. On the flip side, it is located within walking distance of downtown and the staff are excellent!

Reviewed on May 7, 2026

Lakeside Inn
See all 987 properties in Live Oak Island
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.
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Discover the most popular places to visit in Live Oak Island

Deland Country Club

Enjoy a round of golf in DeLand at Deland Country Club. Wander around the parks or experience the area's live music.

Deland Country Club

What to do in Live Oak Island

Daytona Beach: Luau with Polynesian Dinner and Live Show

Daytona Beach: Luau with Polynesian Dinner and Live Show

CA $73
per adult
92% of travellers recommend
Daytona Beach: Luau with Polynesian Dinner and Live Show
Rock Springs 2-Hour Glass Bottom Guided Kayak Eco Tour

Rock Springs 2-Hour Glass Bottom Guided Kayak Eco Tour

CA $164
per adult
100% of travellers recommend
Rock Springs 2-Hour Glass Bottom Guided Kayak Eco Tour
Barn Day for Little Cowboys and Cowgirls

Barn Day for Little Cowboys and Cowgirls

CA $7
per adult
Barn Day for Little Cowboys and Cowgirls
See all activities in Live Oak Island

Frequently asked questions

Can I cancel my flight booking to Live Oak Island due to COVID-19?
If you haven't booked yet, read the terms and conditions of your preferred airline. If you've already locked in your flight to Live Oak Island, make use of our Customer Service Portal. The information here will help you work out which COVID-19 policies are applicable to your reservation and provide advice on the next steps.
What's the best way to find cheap flights to Live Oak Island that have flexible change policies?
At Expedia, we've been channeling our inner yogi to deliver you the most flexible fares around. Just click on "No change fee" right underneath the "Flexible change policies" filter to find the best flights to Live Oak Island.
What are some of the general tips for travelers to Live Oak Island during the COVID-19 outbreak?
COVID-19 has changed how the world works in so many ways, including how and where we travel. The following tips will help you understand the new challenges and get you ready for your journey to Live Oak Island:
  • Before you book a flight, see if any travel bans or restrictions apply — in both your destination and origin. Stay informed with the latest updates by reviewing official government websites.
  • You must wear a face mask throughout your travel experience, including at security checkpoints. Be ready to adjust your mask to verify your identity when asked.
  • Rather than handing a TSA officer your boarding pass, place it directly on the reader yourself. After that, hold it up for inspection.
  • One liquid hand sanitizer container is now permitted in your carry-on bag. It must be no larger than 12 oz (350 ml), and you'll need to remove it from your bag for scanning.
  • Remove personal items from your pocket, such as your wallet, coins and keys, and put them in your carry-on instead of into bins. This will reduce handling during screening.
  • If you're planning to take food through the screening checkpoint, put it in a clear plastic bag and then into a screening bin. This lessens the likelihood that a TSA employee will need to handle your food container or carry-on bag for closer inspection.

Which airlines fly to Live Oak Island?
Delta offers flights into or near Live Oak Island, including 1472 that fly into Orlando Intl. Airport (MCO) each month. Pick your vacation dates and then secure your airfare early to score the best deal.
How can I find cheap tickets to Live Oak Island?
Book well ahead, fly to or from nearby airports, use miles or points — there are plenty of ways! One more is to make use of Expedia's "flexible dates" feature. Find your Live Oak Island flight, then check out the prices for nearby dates. In the last seven days, the best price for a flight to Live Oak Island was .
How much is a flight to Live Oak Island?
In the last seven days, return flights to Live Oak Island sold for as low as and reached a maximum of . For one-way fares departing from (), the lowest price during this time was just .
What are the most popular airports to fly into in Live Oak Island?
Live Oak Island's main point of entry is Orlando Intl. Airport (MCO). Get your next thrilling journey underway by securing a fare on one of the 13460 flights per month to this destination.
When is the cheapest time to fly to Live Oak Island?
Jet off on a Tuesday to raise your chances of getting the cheapest deal to Live Oak Island. Mondays are usually the next most affordable day to depart. Saturday is generally the priciest day to fly anywhere.
How much is a plane ticket to Live Oak Island?
In the last seven days, journeys to Live Oak Island ranged between and . Prices depend on a number of things, particularly the departure time, airline, cabin class and when you make your booking.
Which airlines with flights to Live Oak Island employ COVID-19 cleanliness policies?
As passengers start traveling once again, most commercial airlines have introduced social distancing and other preventive measures to help limit the spread of COVID-19. Here are some great examples:
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Spirit Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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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.