
Live Oak Island Vacations from $336
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The Latest Live Oak Island vacation packages
Price found within the past 48 hours. Click for updated prices.

Westgate Vacation Villas Resort
Save 100% on your flight
Price was $782, price is now $336 per person
$336
per person
May 29 - Jun 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8/10 Very Good! (1,886 reviews)
Everything was great! Easy check in, friendly and helpful staff, great amenities, check out was a breeze. It’s also helpful that a Walmart is close for all of those items we forgot to pack.
Reviewed on Apr 20, 2026

Westgate Town Center Resort
Price was $841, price is now $353 per person
$353
per person
May 29 - Jun 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (1,633 reviews)
Our room looked beautiful to the eyes. It did have a mildewy and cigarette smell. The rugs looked filthy my socks got dirty immediately when I took off my shoes. The sofa bed where my son slept had an older mattress. His back was uncomfortable. The furniture and decor definitely needs updating. The wardrobe dresser had a dirty sock or dirty laundry smell. The bathroom door was a little off the hinge and made noise. However, the staff was friendly and polite.
Reviewed on Apr 21, 2026

Westgate Towers Resort
Save 100% on your flight
Price was $772, price is now $353 per person
$353
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

Florida Hotel & Conference Center in the Florida Mall
Save 100% on your flight
Price was $1,505, price is now $785 per person
$785
per person
Jun 23 - Jun 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9.2/10 Wonderful! (1,336 reviews)
This hotel was close to everything: food, shops, the airport. The pool and hot tub were excellent perks.
Reviewed on Apr 20, 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
$125 nightly
The price is $142 total per night from May 7 to May 8
$142 total
May 7 - May 8
Total with taxes and fees
9/10 Wonderful! (1,393 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
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! (1,221 reviews)
One night stay, nice location, certainly upgrades are needed, but very nice area, and the overall experience was pleasant
Reviewed on Apr 20, 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! (2,071 reviews)
breakfast was very good
Reviewed on Apr 20, 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.




















