Live Oak Island Vacations from $238

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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

$238

per person

Oct 20 - Oct 23

found 1 day ago

Roundtrip flight included

San Juan (SJU) to Orlando (MCO)

8.6/10 Excellent! (1,006 reviews)

❤️

Reviewed on Sep 10, 2026

Westgate Cocoa Beach Resort

Save 100% on your flight

$934

per person

Nov 24 - Nov 28

found 1 hour ago

Roundtrip flight included

Philadelphia (PHL) to Orlando (MCO)

8.6/10 Excellent! (562 reviews)

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Save 100% on your flight

$787

per person

Oct 12 - Oct 16

found 1 day ago

Roundtrip flight included

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

9.2/10 Wonderful! (1,002 reviews)

Pool was awesome.Villa was beautiful. We couldn’t enjoy the waterpark because it was closed for most of our stay. I wish we would have known this before booking.

Reviewed on Sep 11, 2026

The Delaney Hotel

South Orange

Save 100% on your flight

$611

per person

Oct 14 - Oct 19

found 1 day ago

Roundtrip flight included

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

9.6/10 Exceptional! (1,202 reviews)

Westgate Lakes Resort & Spa Universal Studios Area

Save 100% on your flight

$861

per person

Nov 23 - Nov 29

found 1 day ago

Roundtrip flight included

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

8.4/10 Very Good! (7,020 reviews)

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What to do in Live Oak Island

Daytona Beach: Luau with Polynesian Dinner and Live Show

$53

per adult

96% of travellers recommend

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

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

$172 nightly

$191 total

Sep 21 - Sep 22

Total with taxes and fees

Embassy Suites by Hilton Orlando North

225 Shorecrest Dr Altamonte Springs FL

Fully refundableReserve now, pay when you stay

$117 nightly

$132 total

Sep 20 - Sep 21

Total with taxes and fees

Holiday Inn Express & Suites Sanford- Lake Mary by IHG

4750 W State Road 46 Sanford FL

Fully refundable

$96 nightly

$109 total

Sep 29 - Sep 30

Total with taxes and fees

See all 1,025 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.