Live Oak Island Vacations from $279

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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

$279

per person

Dec 3 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

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

8.6/10 Excellent! (1,006 reviews)

Todo estuvo excelente. El personal muy atento y el cuarto muy comodo y limpio

Reviewed on Sep 20, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

$795

per person

Nov 26 - Dec 1

found 1 day ago

Roundtrip flight included

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

9.2/10 Wonderful! (1,002 reviews)

We stayed with family for a few days and enjoyed everything about the resort and cottage!

Reviewed on Sep 21, 2026

Westgate Cocoa Beach Resort

$1,151

per person

Nov 27 - Dec 4

found 1 day ago

Roundtrip flight included

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

8.6/10 Excellent! (562 reviews)

This location was so much fun. We loved the lazy river and the staff were wonderful. I do wish they had a way to air up your own flotation devices. I needed to get one the would accommodate my size and Michael thank you for allowing it. We will be back.

Reviewed on Sep 20, 2026

Disney's Animal Kingdom Lodge

Bay Lake

$1,091

per person

Oct 26 - Oct 30

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

Westgate Blue Tree Resort in Lake Buena Vista

Save 100% on your flight

$517

per person

Nov 27 - Dec 3

found 1 day ago

Roundtrip non-stop flight included

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

8.6/10 Excellent! (1,002 reviews)

The stay was immaculate. It was secluded and quiet. The perfect resting place for celebrating my husband’s birthday. We were near everything we wanted to enjoy. The staff was amazing; Morgan gave an excellent introduction to the property and we enjoyed throughly and hassle free. We will be returning in November for a concert after this amazing experience! Our pets enjoyed the property and the quiet and calm ambiance really helped them to relax into a new space.

Reviewed on Sep 14, 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

Barn Day for Little Cowboys and Cowgirls

per adult

Bill Drill: All-Ages Tactical Adventure in Orlando

$99

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

$180 nightly

$199 total

Sep 30 - Oct 1

Total with taxes and fees

Hilton Orlando/Altamonte Springs

350 S Northlake Blvd Altamonte Springs FL

Fully refundableReserve now, pay when you stay

$107 nightly

$121 total

Sep 28 - Sep 29

Total with taxes and fees

9/10 Wonderful! (1,558 reviews)

"They lost my cooler full of drinks and they did not provide service that I paid for"

Reviewed on Sep 22, 2026

Embassy Suites by Hilton Orlando North

225 Shorecrest Dr Altamonte Springs FL

Fully refundableReserve now, pay when you stay

$121 nightly

$137 total

Sep 30 - Oct 1

Total with taxes and fees

See all 1,024 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.