
Live Oak Island Vacations from $361
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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
Price was $786, price is now $361 per person
$361
per person
May 29 - Jun 5
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,010 reviews)
The room was beautiful and spacious. Not many things to fo on the property like The westgate down the street but it was still enjoyable. The tvs need updated but thats a personal thing. The shower in our bedroom did not get hot but maintenance came and said the knob was installed wrong so there was nothing they could do at the moment. Thay wasnt too bad though. Everything else was perfect.
Reviewed on Apr 20, 2026


Westgate Lakes Resort & Spa Universal Studios Area
Save 100% on your flight
Price was $983, price is now $448 per person
$448
per person
May 29 - Jun 5
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.4/10 Very Good! (6,254 reviews)
Awesome stay. I had a patio balcony and hottub in my room. So many pools and things to do around the resort.
Reviewed on Apr 21, 2026

Westgate Vacation Villas Resort
Save 100% on your flight
Price was $797, price is now $366 per person
$366
per person
May 29 - Jun 5
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8/10 Very Good! (1,886 reviews)
The room was great. Large kitchen, bathroom and loved the balcony. The kids absolutely loved waking up to the ducks every morning! We used the pool every single day! Sometimes it was was crowded. I wish they would power wash the steps going up to the rooms to clean up the dirt and not make it not as dirty looking. There was an iron board at the bottom of our steps for 3 days. I'm not sure why. I wish they offered more games and activities later in the day. Then one day they were chopping up trees right in front of my car and wood chips everywhere. Probably an outside job but they parked right in front of it and just chipped away. Also, the weed smell from down below was not very friendly. Especially when you have young kids right above. I thought this was a smoke free resort! Overall the whole family had a great time just gotta keep the balcony doors shut from the weed smell from our neighbors down below!
Reviewed on Apr 21, 2026

Westgate Town Center Resort
Save 100% on your flight
Price was $722, price is now $372 per person
$372
per person
May 26 - May 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (1,633 reviews)
Every time I ask housekeeping for something the were reluctant to give it to me. A lot of broken things screens in porch. Can hear everything in the rooms next to you.
Reviewed on Apr 21, 2026
Don't see what you're looking for?
See all available trips from Columbus to Live Oak Island
View all tripsDiscover the most popular places to visit in Live Oak Island

Skydive DeLand
3.5/5(10 reviews)
Catch an event at Skydive DeLand during your trip to DeLand. Wander around the parks or experience the area's live music.
Stetson University
4.5/5(97 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.
Stetson Mansion
5/5(6 reviews)
You can browse the exhibits at Stetson Mansion, a museum with a story of its own, during your trip to West De Land. Wander around the parks or experience the area's live music.
What to do in Live Oak Island

Rock Springs 2-Hour Glass Bottom Guided Kayak Eco Tour
$119
per adult
100% of travellers recommend

Orlando: Small Group Manatee Discovery Kayak Tour
$80
per adult
100% of travellers recommend
Live Oak Island Hotel Deals

Hilton Orlando/Altamonte Springs
350 S Northlake Blvd Altamonte Springs FL
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $147 total per night from May 3 to May 4
$147 total
May 3 - May 4
Total with taxes and fees
9/10 Wonderful! (1,395 reviews)
This breakfast has ben one of the best so far
Reviewed on Apr 21, 2026

Lakeside Inn
100 N Alexander St Mount Dora FL
$148 nightly
The price is $164 total per night from May 21 to May 22
$164 total
May 21 - May 22
Total with taxes and fees
8.8/10 Excellent! (1,221 reviews)
Old hotel but charming. Great staff and beautiful grounds.
Reviewed on Apr 21, 2026

La Quinta Inn & Suites by Wyndham Orlando Lake Mary
1060 Greenwood Blvd Lake Mary FL
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $102 total per night from May 19 to May 20
$102 total
May 19 - May 20
Total with taxes and fees
8.4/10 Very Good! (2,073 reviews)
Not bad
Reviewed on Apr 21, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.




















