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 River Ranch Resort & Rodeo

Save 100% on your flight

$326

per person

Oct 2 - Oct 4

found 1 day ago

Roundtrip flight included

San Juan (SJU) to Orlando (MCO)

8.4/10 Very Good! (540 reviews)

Amazing staff and really beautiful place

Reviewed on Aug 23, 2026

Palazzo Lakeside Hotel

$355

per person

Nov 9 - Nov 16

found 1 day ago

Roundtrip flight included

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

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

Clean! Calm! Good breakfast!

Reviewed on Aug 24, 2026

Westgate Vacation Villas Resort

$660

per person

Oct 11 - Oct 17

found 7 hours ago

Roundtrip flight included

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

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

Everything was great staff was very helpful

Reviewed on Aug 24, 2026

Westgate Palace Hotel / Universal / I-Drive

International Drive District

$537

per person

Sep 25 - Oct 1

found 1 day ago

Roundtrip flight included

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

9/10 Wonderful! (1,308 reviews)

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

$811

per person

Oct 12 - Oct 17

found 1 day ago

Roundtrip flight included

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

9.2/10 Wonderful! (1,005 reviews)

Everything was nice clean

Reviewed on Aug 22, 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

$107 nightly

$121 total

Aug 30 - Aug 31

Total with taxes and fees

9/10 Wonderful! (1,562 reviews)

"This hotel is our Go-to every year, its clean, feels like a luxury hotel, the lobby and rooms are modern, super clean, large and comfortable. Staff is very friendly and the pool is clean plus complimentary towels. Stay here if you’re going to Rockville, its 41 minutes from the venue and you get a ..."

Reviewed on Aug 23, 2026

Lakeside Inn

100 N Alexander St Mount Dora FL

Fully refundableReserve now, pay when you stay

$177 nightly

$196 total

Aug 28 - Aug 29

Total with taxes and fees

9/10 Wonderful! (1,301 reviews)

"It's like stepping back in time! The main building and outer buildings are absolutely charming with so much attention to every little old fashioned detail. The staff from the front desk, the wait staff and even the maintenance personnel were truly warm, caring people, a true pleasure to be around. ..."

Reviewed on Aug 24, 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 25 - Aug 26

Total with taxes and fees

8.4/10 Very Good! (2,064 reviews)

"The Place Was Clean, Staff Was Great, Breakfast Is 8/10. Only Thing Needs To Be Better Is The TVs. Please Update The Tvs"

Reviewed on Aug 24, 2026

See all 1,029 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.