Live Oak Island Vacations from $320

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The Latest Live Oak Island vacation packages

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

Seasons Florida Resort

Save 100% on your flight

$320

per person

Dec 4 - Dec 8

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

9/10 Wonderful! (3,855 reviews)

Disney's Animal Kingdom Lodge

Bay Lake

$1,602

per person

Dec 14 - Dec 19

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

9/10 Wonderful! (1,003 reviews)

Loves the lodge!

Reviewed on Sep 21, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Save 100% on your flight

$712

per person

Dec 4 - Dec 8

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) 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

The Delaney Hotel

South Orange

Save 100% on your flight

$619

per person

Dec 9 - Dec 13

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

9.6/10 Exceptional! (1,214 reviews)

Very clean Hotel, customer service is great, quiet, great if looking for a lay back quiet stay.

Reviewed on Sep 26, 2026

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What to do in Live Oak Island

Orlando: Small Group Manatee Discovery Kayak Tour

Orlando: Small-Group Manatee & Wildlife Kayak Tour

$80

per adult

100% of travellers recommend

Bill Drill: All-Ages Tactical Adventure in Orlando

$99

per adult

100% of travellers recommend

Zipline Adventure through Tuscawilla Park

$59

per adult

100% of travellers recommend

See all activities in Live Oak Island

Live Oak Island Hotel Deals

Lakeside Inn

100 N Alexander St Mount Dora FL

Fully refundableReserve now, pay when you stay

$175 nightly

$194 total

Oct 5 - Oct 6

Total with taxes and fees

9/10 Wonderful! (1,306 reviews)

"A relaxing environment. Pleasant meals on the Verandah, reasonably priced. Only criticism, the bathroom arrangement is not great."

Reviewed on Sep 26, 2026

Hilton Orlando/Altamonte Springs

350 S Northlake Blvd Altamonte Springs FL

Fully refundableReserve now, pay when you stay

$110 nightly

$125 total

Oct 4 - Oct 5

Total with taxes and fees

Embassy Suites by Hilton Orlando North

225 Shorecrest Dr Altamonte Springs FL

Fully refundableReserve now, pay when you stay

$121 nightly

$137 total

Oct 4 - Oct 5

Total with taxes and 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

See all 1,013 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.