Live Oak Island Vacations from $326

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The Latest Live Oak Island vacation packages

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

Westgate Vacation Villas Resort

Save 100% on your flight

$326

per person

Dec 8 - Dec 14

found 18 hours ago

Roundtrip non-stop flight included

New York (NYC) to Orlando (MCO)

8.2/10 Very Good! (2,074 reviews)

Westgate Lakes Resort & Spa Universal Studios Area

Save 100% on your flight

$729

per person

Nov 21 - Nov 28

found 1 day ago

Roundtrip flight included

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

8.4/10 Very Good! (7,160 reviews)

My and family in the hotel and still.make pay for the suimminpool

Reviewed on Oct 6, 2026

Westgate Towers Resort

Save 100% on your flight

$383

per person

Dec 1 - Dec 6

found 5 hours ago

Roundtrip flight included

San Juan (SJU) to Orlando (MCO)

8.6/10 Excellent! (1,004 reviews)

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Save 100% on your flight

$784

per person

Nov 12 - Nov 16

found 1 day ago

Roundtrip flight included

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

9.2/10 Wonderful! (1,001 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

Disney's Animal Kingdom Lodge

Bay Lake

Save 100% on your flight

$1,172

per person

Nov 27 - Nov 30

found 1 day ago

Roundtrip flight included

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

9/10 Wonderful! (1,002 reviews)

The resort was absolutely stunning. The amenities and staff were outstanding… friendly and extremely helpful. We enjoyed our stay. We will be coming back.

Reviewed on Oct 1, 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

Hilton Orlando/Altamonte Springs

350 S Northlake Blvd Altamonte Springs FL

Fully refundableReserve now, pay when you stay

$110 nightly

$125 total

Oct 18 - Oct 19

Total with taxes and fees

9/10 Wonderful! (1,566 reviews)

"The hotel did not have the usual facilities expected of a Hilton."

Reviewed on Oct 5, 2026

Lakeside Inn

100 N Alexander St Mount Dora FL

$189 nightly

$209 total

Oct 7 - Oct 8

Total with taxes and fees

9/10 Wonderful! (1,320 reviews)

"In bad need of renovations Ac leaked the whole time Halls and rooms smelled damp and Musty. An absolute beautiful view and location"

Reviewed on Oct 5, 2026

La Quinta Inn & Suites by Wyndham Orlando Lake Mary

1060 Greenwood Blvd Lake Mary FL

Fully refundableReserve now, pay when you stay

$82 nightly

$93 total

Oct 7 - Oct 8

Total with taxes and fees

See all 1,018 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.