
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 $771, price is now $361 per person
$361
per person
May 29 - Jun 5
found 1 day 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 Vacation Villas Resort
Price was $1,121, price is now $488 per person
$488
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
8/10 Very Good! (1,886 reviews)
Clean and spacious rooms for our family of 5 kids had a blasted and the staff was great
Reviewed on Apr 25, 2026


Westgate Lakes Resort & Spa Universal Studios Area
Save 100% on your flight
Price was $755, price is now $390 per person
$390
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
8.4/10 Very Good! (6,225 reviews)
Very comfortable stay and the location is convenient. This resort is perfect for families. We booked the one bedroom suite. My kids loved the jacuzzi in the room and I appreciated the washer/dryer, plus separate toilet. The only con for me was that the waterpark is separate and there is no discount if you want to go later in the day. The only day we had available to explore the waterpark was on our check-in day, which only would’ve given us 2 hours before it closed (check in is at 4pm… the water park closes at 6pm). The price was still $25pp which wasn’t worth it. Other than that, everything was amazing. Would stay again!
Reviewed on Apr 25, 2026

Westgate Blue Tree Resort in Lake Buena Vista
Save 100% on your flight
Price was $831, price is now $440 per person
$440
per person
May 29 - Jun 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,004 reviews)
This was our first stay here and it was wonderful. We had a ground level 1 bedroom next to one of the 4 pools. Our room came with a pull out couch, queen or king bed, washer + dryer and kitchen and patio. Everything we could ever need. Lots of towels which we washed when needed. We used the heated pools most. The hotel is close to alot of stores ect. We would deff stay again it was very clean, updated and lots of pools for the kids.
Reviewed on Apr 24, 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
Catch an event at Skydive DeLand during your trip to DeLand. Wander around the parks or experience the area's live music.
Stetson University
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
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
$118 nightly
The price is $134 total per night from May 13 to May 14
$134 total
May 13 - May 14
Total with taxes and fees
9/10 Wonderful! (1,390 reviews)
Very good
Reviewed on Apr 25, 2026

Lakeside Inn
100 N Alexander St Mount Dora FL
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $182 total per night from May 10 to May 11
$182 total
May 10 - May 11
Total with taxes and fees
8.8/10 Excellent! (1,224 reviews)
So quaint and relaxing. Bug spray a must for late night outside seating. Food at the hotel was amazing, not just convenience meals but chosen dining due to the deliciousness.
Reviewed on Apr 24, 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 Apr 26 to Apr 27
$102 total
Apr 26 - Apr 27
Total with taxes and fees
8.4/10 Very Good! (2,077 reviews)
Bathtub was dirty. Stingy coffee supplies and no replenishment by room service. Uncomfortably cold public areas. Insufficient covers on the bed. Scuff marks on walls in room and paint damage in elevator.
Reviewed on Apr 24, 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.




















