Title: Live Oak Island Vacation Packages 2026 from $295 | Expedia.com

[Live Oak Island Travel Guide](https://expedia.com/Live-Oak-Island.dx553248635976197785)[Hotels in Live Oak Island](https://expedia.com/Live-Oak-Island-Hotels.d553248635976197785.Travel-Guide-Hotels)[Vacation Rentals in Live Oak Island](https://expedia.com/Live-Oak-Island-Vacation-Rentals.d553248635976197785.Travel-Guide-VacationRentals)[Flights to Live Oak Island](https://expedia.com/Cheap-Flights-To-Live-Oak-Island.d553248635976197785.Travel-Guide-Flights)[Car Rentals in Live Oak Island](https://expedia.com/Car-Rentals-In-Live-Oak-Island.d553248635976197785.Car-Rental-Guide)

![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium)

# Live Oak Island Vacations from $295

## Book a Hotel + Flight or Car together to unlock savings

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Save up to $1,045 when you book a flight and hotel together\*
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Plan, book, and manage your trip all in one place

## The Latest Live Oak Island vacation packages

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

![Palazzo Lakeside Hotel](https://images.trvl-media.com/lodging/1000000/20000/14800/14701/f253be82_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Palazzo Lakeside Hotel

$295

per person

May 3 - May 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

8.2/10 Very Good! (5,182 reviews)

Clean hotel, kid/ family friendly, staff 💯, different menu at breakfast each day

Reviewed on Mar 18, 2026

![Westgate Town Center Resort](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/62319b88_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Westgate Town Center Resort

Save 100% on your flight

$321

per person

May 3 - May 9

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

8/10 Very Good! (1,510 reviews)

Property well maintained.

Reviewed on Mar 19, 2026

![Westgate Vacation Villas Resort](https://images.trvl-media.com/lodging/1000000/100000/99000/98920/b8afec09_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Westgate Vacation Villas Resort

Save 100% on your flight

$309

per person

May 3 - May 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Orlando (MCO)

8/10 Very Good! (1,820 reviews)

This property was awesome. I will be staying again!!! The only hiccup was the pool bar. The bartender doesn’t know how to make drinks and is very slow!!!

Reviewed on Mar 19, 2026

![Westgate Cocoa Beach Resort](https://images.trvl-media.com/lodging/1000000/860000/852400/852306/e2b1c912_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Westgate Cocoa Beach Resort

$1,034

per person

May 6 - May 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

8.6/10 Excellent! (525 reviews)

Clean rooms, nice staff, good amenities!

Reviewed on Jan 25, 2026

![Westgate Towers Resort](https://images.trvl-media.com/lodging/1000000/180000/170900/170878/0a149867_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Westgate Towers Resort

Save 100% on your flight

$325

per person

May 3 - May 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Orlando (MCO)

8.6/10 Excellent! (1,004 reviews)

It was very nice, enjoyed our stay. Nice and clean.

Reviewed on Mar 19, 2026

Don't see what you're looking for?

See all available trips from Columbus to Live Oak Island

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-20/2026-04-27/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=DAB&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

### Discover the most popular places to visit in Live Oak Island

![Skydive DeLand skydivers with parachutes open landing in Deland, Florida.](https://images.trvl-media.com/place/553248621532654446/7b4cff11-c6c3-46eb-ae7e-47ce484bf3a4.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Skydive DeLand

3.5/5(9 reviews)

Catch an event at Skydive DeLand during your trip to DeLand. Wander around the parks or experience the area's live music. 

[](https://expedia.com/Skydive-DeLand-DeLand.d553248621532654446.Vacation-Attraction)

#### Stetson University

4.5/5(96 reviews)

Enjoy the collegiate vibe when you visit Stetson University, during your travels in DeLand. Wander around the parks or experience the area's live music. 

[](https://expedia.com/Stetson-University-DeLand.d553248621532654420.Vacation-Attraction)

#### Spec Martin Municipal Stadium

Catch an event at Spec Martin Municipal Stadium during your trip to DeLand. Wander around the parks or experience the area's live music. 

[](https://expedia.com/Spec-Martin-Municipal-Stadium-Downtown-DeLand-Historic-District.d553248621532654417.Vacation-Attraction)

### What to do in Live Oak Island

![Pony rides for the littlest cowboys and cowgirls!](https://mediaim.expedia.com/localexpert/50908594/132c528f-484a-4b8f-904b-152583d9ade9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Barn Day for Little Cowboys and Cowgirls

$5

per adult

[](https://expedia.com/things-to-do/barn-day-for-little-cowboys-and-cowgirls.a50908594.activity-details)

![Courses are not too easy, but not too hard, just right for recreational fun.](https://mediaim.expedia.com/localexpert/1368622/0c488d42-3541-4627-83c6-663d213c4133.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Zipline Adventure through Tuscawilla Park

$59

per adult

**100%** of travellers recommend

[](https://expedia.com/things-to-do/zipline-adventure-through-tuscawilla-park.a1368622.activity-details)

![ St. Johns River Cruise - Blue Spring State Park ](https://mediaim.expedia.com/localexpert/47059022/19f87b5b-e870-41c7-8d99-55d857e56dcb.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### St. Johns River Cruise - Blue Spring State Park

$38

per adult

[](https://expedia.com/things-to-do/st-johns-river-cruise-blue-spring-state-park.a47059022.activity-details)

[See all activities in Live Oak Island](https://expedia.com/things-to-do/search?rid=553248635976197785)

## Live Oak Island Hotel Deals

![Hilton Orlando/Altamonte Springs](https://images.trvl-media.com/lodging/1000000/10000/9600/9577/588f352f_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hilton Orlando/Altamonte Springs

350 S Northlake Blvd Altamonte Springs FL

Fully refundableReserve now, pay when you stay

$120 nightly

$136 total

Apr 2 - Apr 3

Total with taxes and fees

9/10 Wonderful! (1,311 reviews)

Decent price point if you are staying in that area. If you need to Uber anywhere beware of how much that will add to your costs and consider how far you are from destination.

Reviewed on Mar 19, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F2%2F2026&endDate=4%2F3%2F2026&selected=9577&PinnedHotelID=9577&HadPinnedHotel=true&regionId=553248635976197785)

![Lakeside Inn](https://images.trvl-media.com/lodging/1000000/10000/1600/1507/a78f89a2_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Lakeside Inn

100 N Alexander St Mount Dora FL

Fully refundableReserve now, pay when you stay

$214 nightly

$237 total

Apr 6 - Apr 7

Total with taxes and fees

8.8/10 Excellent! (1,197 reviews)

Ver nice resort,great food , nice pool and view,but room smelled of mildew and windows painted shut so no access to fresh air

Reviewed on Mar 20, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F6%2F2026&endDate=4%2F7%2F2026&selected=1507&PinnedHotelID=1507&HadPinnedHotel=true&regionId=553248635976197785)

![La Quinta Inn & Suites by Wyndham Orlando Lake Mary](https://images.trvl-media.com/lodging/1000000/110000/104300/104252/7e38b0da_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

La Quinta Inn & Suites by Wyndham Orlando Lake Mary

1060 Greenwood Blvd Lake Mary FL

Fully refundableReserve now, pay when you stay

$89 nightly

$102 total

Mar 30 - Mar 31

Total with taxes and fees

8.4/10 Very Good! (2,039 reviews)

Breakfast Personnel outstanding, very friendly

Reviewed on Mar 19, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F30%2F2026&endDate=3%2F31%2F2026&selected=104252&PinnedHotelID=104252&HadPinnedHotel=true&regionId=553248635976197785)

[See all 951 properties in Live Oak Island](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F21%2F2026&endDate=3%2F22%2F2026&regionId=553248635976197785)

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.

## Find the Best Live Oak Island Vacation Packages

## Live Oak Island Essential Information

| Language        | English                     |
| --------------- | --------------------------- |
| Currency        | U.S dollars                 |
| Closest Airport | Orlando Intl. Airport (MCO) |

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- [Walt Disney World® Resort ](https://www.expedia.com/Walt-Disney-World-Resort-Orlando.d6034120.Vacation-Attraction)
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- [Car rental Orlando Airport (MCO) ](https://www.expedia.com/Car-Rentals-In-Orlando-Intl.d5194573.Car-Rental-Guide)
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- [Car rentals near Orange City ](https://www.expedia.com/Car-Rentals-In-Orange-City.d7987.Car-Rental-Guide)
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- [Avis Rental Cars in Orange City ](https://www.expedia.com/Avis-Car-Rentals-In-Orange-City.d7987-c41.Car-Rental-Guide-Suppliers)
- [Hertz Rental Cars in Orange City ](https://www.expedia.com/Hertz-Car-Rentals-In-Orange-City.d7987-c40.Car-Rental-Guide-Suppliers)
- [Budget Rental Cars in Orange City ](https://www.expedia.com/Budget-Car-Rentals-In-Orange-City.d7987-c39.Car-Rental-Guide-Suppliers)
- [Van Car Rentals in Orange City ](https://www.expedia.com/Van-Car-Rentals-In-Orange-City.d7987-tVan.Car-Rental-Guide-Class)
- [Alamo Rent A Car Rental Cars in Orange City ](https://www.expedia.com/Alamo-Rent-A-Car-Car-Rentals-In-Orange-City.d7987-c6.Car-Rental-Guide-Suppliers)
- [National Car Rental Rental Cars in Orange City ](https://www.expedia.com/National-Car-Rental-Car-Rentals-In-Orange-City.d7987-c42.Car-Rental-Guide-Suppliers)
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- [Hontoon Island State Park Vacation Rentals ](https://www.expedia.com/Hontoon-Island-State-Park-Vacation-Rentals.d553248621532654397.Travel-Guide-VacationRentals)
- [Debary Vacation Rentals ](https://www.expedia.com/DeBary-Vacation-Rentals.d95675.Travel-Guide-VacationRentals)
- [Orange City Vacation Rentals ](https://www.expedia.com/Orange-City-Vacation-Rentals.d7987.Travel-Guide-VacationRentals)

- [Things to do in DeBary ](https://www.expedia.com/Things-To-Do-In-DeBary.d95675.Travel-Guide-Activities)
- [Things to do in Orange City ](https://www.expedia.com/Things-To-Do-In-Orange-City.d7987.Travel-Guide-Activities)

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