Live Oak Island Vacations from $308

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The Latest Live Oak Island vacation packages

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

Westgate Towers Resort

Save 100% on your flight

$308

per person

Nov 6 - Nov 12

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Orlando (MCO)

8.6/10 Excellent! (1,002 reviews)

Westgate Leisure Resort

International Drive District

Save 100% on your flight

$374

per person

Nov 6 - Nov 12

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Orlando (MCO)

8.6/10 Excellent! (1,003 reviews)

Awesome place

Reviewed on Sep 30, 2026

Westgate Palace Hotel / Universal / I-Drive

International Drive District

Save 100% on your flight

$703

per person

Dec 21 - Dec 26

found 1 hour ago

Roundtrip flight included

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

9/10 Wonderful! (1,330 reviews)

The Delaney Hotel

South Orange

Save 100% on your flight

$526

per person

Dec 11 - Dec 15

found 1 day ago

Roundtrip flight included

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

9.6/10 Exceptional! (1,214 reviews)

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Save 100% on your flight

$711

per person

Dec 5 - Dec 9

found 1 day ago

Roundtrip flight included

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

9.2/10 Wonderful! (1,003 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

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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

$175 nightly

$194 total

Oct 7 - Oct 8

Total with taxes and fees

9/10 Wonderful! (1,312 reviews)

"Location/proximity to Town"

Reviewed on Sep 29, 2026

Hilton Orlando/Altamonte Springs

350 S Northlake Blvd Altamonte Springs FL

Fully refundableReserve now, pay when you stay

$115 nightly

$130 total

Oct 5 - Oct 6

Total with taxes and fees

9/10 Wonderful! (1,567 reviews)

"The room was very comfortable. The staff was friendly. The location was great. The qonly thing that I didn't like was there no microwave in the room."

Reviewed on Sep 27, 2026

Embassy Suites by Hilton Orlando North

225 Shorecrest Dr Altamonte Springs FL

Fully refundableReserve now, pay when you stay

$129 nightly

$146 total

Oct 7 - Oct 8

Total with taxes and fees

8.8/10 Excellent! (1,001 reviews)

"We found some roaches in our towels other than that the experience was nice."

Reviewed on Sep 29, 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.