Live Oak Island Vacations from $255
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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
Oct 6 - Oct 11Westgate Vacation Villas Resort + Flight
Kissimmee5 nights4.0 star property8.2/10 - Very Good (2,009 reviews)"Housekeeping not included It’s difficult to ask for services or towels Pools full of people Rooms outdated Too much noise from outside and rooms nearby"Reviewed July 21, 2026Roundtrip • New York (EWR) - Orlando (MCO)EWR - MCO • Nonstop MCO - EWR • Nonstop - Westgate Town Center Resort
Oct 6 - Oct 11Westgate Town Center Resort + Flight
Kissimmee5 nights4.0 star property8.2/10 - Very Good (1,873 reviews)"Sorry to say I won’t stay here again the first room I was in was out dated and had loud noisey neighbors and it smelled like marjuana and the fridge was leaking . They switched my room. To a bit modern room, but elevators were not working and then the room had a few roaches and also smelled like Marjuana , pools were okay but kids were throwing up and there was no life guards on premises to take everyone out it was just a huge t mess"Reviewed July 21, 2026Roundtrip • New York (EWR) - Orlando (MCO)EWR - MCO • Nonstop MCO - EWR • Nonstop - Westgate Palace Hotel / Universal / I-Drive
Sep 16 - Sep 20Westgate Palace Hotel / Universal / I-Drive + Flight
International Drive District4 nights4.0 star property9.0/10 - Wonderful (1,294 reviews)"Not really pet friendly hotel. Dirty and not maintained. Parking was an issue."Reviewed July 21, 2026Roundtrip • New York (EWR) - Orlando (MCO)EWR - MCO • Nonstop MCO - EWR • Nonstop - The Delaney Hotel
Sep 3 - Sep 8The Delaney Hotel + Flight
South Orange5 nights3.5 star property9.6/10 - Exceptional (1,157 reviews)"This was such a nice place to stay. The staff were all so nice and friendly. The room was lovely and had great little touches (like bottles of water). The restaurant next door was a nice addition as well. Overall would recommend this place and would stay here again."Reviewed July 20, 2026Roundtrip • New York (EWR) - Orlando (MCO)EWR - MCO • Nonstop MCO - EWR • Nonstop - Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Aug 26 - Sep 1Margaritaville Cottages Orlando by Vstays with H2O Waterpark + Flight
Kissimmee6 nights4.0 star property9.2/10 - Wonderful (1,008 reviews)"Per my stay found pots and pans old and burnt , AC was not cooling well in the first floor master also I have never heard that you have to buy your own toilet paper once you run out.... Also we had to use the same towels over and over again I never heard a that unacceptable for the amount that I paid. The unit it self was outdated. It was definitely not worth the price that I paid. I will think twice before ever booking there. VERY DISAPPOINTED"Reviewed July 21, 2026Roundtrip • New York (EWR) - Orlando (MCO)EWR - MCO • Nonstop MCO - EWR • 1 stop
Live Oak Island Hotel Deals
Holiday Inn Express & Suites Orange City - Deltona by IHG
Holiday Inn Express & Suites Orange City - Deltona by IHG2.5 star property
5.8 mi from Live Oak Island
9.0 out of 10, Wonderful, (1,009 reviews)
9.0/10
Wonderful
(1,009 reviews)
"The hotel is updated and breakfast is good.
I stayed for five nights, I never met a smiling staff at the front desk. No greetings, no smiles. when you want to ask for information or help they make you feel like you are inconveniencing them. Housekeeping staff was polite and seemed nice.
The toilet in my room did not flush properly,
The bathtub water apparently drains in the room right below us. My son was taking a shower, I got a call accusing us of spilling water on the bathroom floor...
$77 nightly
The price is $87
$87 total
Aug 16 - Aug 17
Total with taxes and fees
8.6 out of 10, Excellent, (1,001 reviews)
8.6/10
Excellent
(1,001 reviews)
"The TV didn’t work so they moved us to a different room.
The bed a pillows were so horrible that neither my wife nor I got any sleep. We had reservations for two nights but couldn’t handle a second night in that bed.
The staff was apologetic and offered to put us in a different room but we decided to just go home."
$89 nightly
The price is $101
$101 total
Aug 2 - Aug 3
Total with taxes and fees
Comfort Inn & Suites Orlando North
Comfort Inn & Suites Orlando North2.5 star property
7.8 mi from Live Oak Island
9.0 out of 10, Wonderful, (1,315 reviews)
9.0/10
Wonderful
(1,315 reviews)
$98 nightly
The price is $112
$112 total
Jul 29 - Jul 30
Total with taxes and fees
Extended Stay America Premier Suites Orlando Sanford
Extended Stay America Premier Suites Orlando Sanford2.5 star property
8.8 mi from Live Oak Island
8.4 out of 10, Very Good, (1,025 reviews)
8.4/10
Very Good
(1,025 reviews)
$83 nightly
The price is $94
$94 total
Aug 12 - Aug 13
Total with taxes and fees
Home2 Suites By Hilton Sanford Orlando North
Home2 Suites By Hilton Sanford Orlando North3.0 star property
7.9 mi from Live Oak Island
9.2 out of 10, Wonderful, (278 reviews)
9.2/10
Wonderful
(278 reviews)
$97 nightly
The price is $110
$110 total
Aug 9 - Aug 10
Total with taxes and fees
Hontoon Landing Resort & Marina
Hontoon Landing Resort & Marina2.0 star property
3.8 mi from Live Oak Island
9.4 out of 10, Exceptional, (727 reviews)
9.4/10
Exceptional
(727 reviews)
$120 nightly
The price is $135
$135 total
Jul 29 - Jul 30
Total with taxes and fees
Courtyard by Marriott DeLand Historic Downtown
Courtyard by Marriott DeLand Historic Downtown3.0 star property
8.6 mi from Live Oak Island
9.0 out of 10, Wonderful, (783 reviews)
9.0/10
Wonderful
(783 reviews)
"Cable was out during my stay"
$101 nightly
The price is $114
$114 total
Aug 2 - Aug 3
Total with taxes and fees
Comfort Inn & Suites Orlando Sanford Airport
Comfort Inn & Suites Orlando Sanford Airport2.5 star property
14.2 mi from Live Oak Island
9.8 out of 10, Exceptional, (132 reviews)
9.8/10
Exceptional
(132 reviews)
"Staff was great, property was very clean"
$129 nightly
The price is $146
$146 total
Jul 26 - Jul 27
Total with taxes and fees
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.
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.