Live Oak Island Vacations from $507

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The Latest Live Oak Island vacation packages

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

Westgate Lakes Resort & Spa Universal Studios Area

Save 100% on your flight

$507

per person

Nov 17 - Nov 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

8.4/10 Very Good! (7,107 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

$1,014

per person

Dec 21 - Dec 27

found 1 day ago

Roundtrip flight included

Boston (BOS) 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

Seasons Florida Resort

Save 100% on your flight

$545

per person

Nov 30 - Dec 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

9/10 Wonderful! (3,949 reviews)

Máquina de hielo todos los pisos . Más personal e frontdesk

Reviewed on Sep 27, 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

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

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

$121 nightly

$137 total

Oct 4 - Oct 5

Total with taxes and fees

8.8/10 Excellent! (1,005 reviews)

"Overall the hotel lacks maintenance and staff that care. From check in, had a front desk clerk look right at us and see us waiting to get checked in and walked to the back never to return. Trash can overflowing as you walk into the front doors. Once we got to our room we noticed the floorboards were ..."

Reviewed on Sep 27, 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.