Live Oak Island Vacations from $319

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The Latest Live Oak Island vacation packages

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

Palazzo Lakeside Hotel

$319

per person

Oct 6 - Oct 11

found 1 day ago

Roundtrip flight included

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

8.4/10 Very Good! (5,282 reviews)

Westgate Towers Resort

Save 100% on your flight

$377

per person

Oct 22 - Oct 29

found 11 hours ago

Roundtrip flight included

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

8.6/10 Excellent! (1,002 reviews)

Westgate Vacation Villas Resort

Save 100% on your flight

$368

per person

Oct 22 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

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

8.2/10 Very Good! (2,028 reviews)

Westgate River Ranch Resort & Rodeo

Save 100% on your flight

$333

per person

Oct 2 - Oct 4

found 4 hours ago

Roundtrip flight included

San Juan (SJU) to Orlando (MCO)

8.4/10 Very Good! (540 reviews)

Reviewed on Aug 16, 2026

Westgate Palace Hotel / Universal / I-Drive

International Drive District

Save 100% on your flight

$380

per person

Oct 10 - Oct 13

found 1 day ago

Roundtrip flight included

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

9/10 Wonderful! (1,304 reviews)

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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

Barn Day for Little Cowboys and Cowgirls

per adult

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

$107 nightly

$121 total

Aug 24 - Aug 25

Total with taxes and fees

9/10 Wonderful! (1,556 reviews)

"Although we had a couple of issues with the room, they were resolved within a reasonable timeframe. The assistant manager also addressed our situation which was appreciated."

Reviewed on Aug 16, 2026

La Quinta Inn & Suites by Wyndham Orlando Lake Mary

1060 Greenwood Blvd Lake Mary FL

Fully refundableReserve now, pay when you stay

$79 nightly

$90 total

Aug 18 - Aug 19

Total with taxes and fees

8.4/10 Very Good! (2,065 reviews)

"As."

Reviewed on Aug 16, 2026

Lakeside Inn

100 N Alexander St Mount Dora FL

Fully refundableReserve now, pay when you stay

$177 nightly

$196 total

Aug 23 - Aug 24

Total with taxes and fees

9/10 Wonderful! (1,290 reviews)

"Beautiful and charming place with lots of history. Patty and Christina were amazing and gave my mom and me a Beautiful room very close to everything and in the first floor . Brittany at the bar was excellent too. In general it is a very peaceful place where you can recharge at the pool looking at ..."

Reviewed on Aug 17, 2026

See all 1,032 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.