Live Oak Island Vacations from $253
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The Latest Live Oak Island Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Palazzo Lakeside Hotel
Sep 23 - Sep 28Palazzo Lakeside Hotel + Flight
Kissimmee5 nights3.0 star property8.4/10 - Very Good (5,235 reviews)"Was a great experience. Will be back again!!"Reviewed July 20, 2026Roundtrip • New York (EWR) - Orlando (MCO)EWR - MCO • Nonstop MCO - EWR • Nonstop$984$253found 1 day agoper traveler - Westgate Palace Hotel / Universal / I-Drive
Oct 6 - Oct 11Westgate Palace Hotel / Universal / I-Drive + Flight
International Drive District5 nights4.0 star property9.0/10 - Wonderful (1,293 reviews)Roundtrip • New York (EWR) - Orlando (MCO)EWR - MCO • Nonstop MCO - EWR • Nonstop$944$367found 1 day agoper traveler - Westgate Vacation Villas Resort
Sep 20 - Sep 26Westgate Vacation Villas Resort + Flight
Kissimmee6 nights4.0 star property8.2/10 - Very Good (2,007 reviews)"My kids had a tremendous experience. I was upgraded to a bigger suite based on my family size and my babies enjoyed themselves to the max."Reviewed July 20, 2026Roundtrip • New York (EWR) - Orlando (MCO)EWR - MCO • Nonstop MCO - EWR • Nonstop - Westgate Towers Resort
Oct 6 - Oct 11Westgate Towers Resort + Flight
Kissimmee5 nights3.5 star property8.6/10 - Excellent (1,003 reviews)"They put us in the old tower...pictures are not the same....you may want to confirm that you will be staying in the main area not away from all the amenities...."Reviewed July 20, 2026Roundtrip • New York (EWR) - Orlando (MCO)EWR - MCO • Nonstop MCO - EWR • Nonstop - WorldQuest Orlando Resort
Oct 6 - Oct 11WorldQuest Orlando Resort + Flight
Orlando5 nights4.0 star property8.4/10 - Very Good (4,085 reviews)"Place was ok if all you’re going to do is sleep. There were a lot of issues with our room. Shower door was broke in Master bedroom and wouldn’t close. Ceiling fans were broke, couch was broke and sunk in so bad you couldn’t even sit on it. Property is older and run down. I would spend the extra money and upgrade to the renovated rooms. Unfortunately we will never stay here again but if all you’re doing is sleeping price was decent"Reviewed July 19, 2026Roundtrip • New York (EWR) - Orlando (MCO)EWR - MCO • Nonstop MCO - EWR • Nonstop
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, (1,005 reviews)
9.0/10
Wonderful
(1,005 reviews)
"Great place to stay. nice breakfast selection. bigger TVs in rooms. convenient location with lots of shopping/ dining options near by."
$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, (1,313 reviews)
9.0/10
Wonderful
(1,313 reviews)
$98 nightly
The price is $112
$112 total
Jul 27 - Jul 28
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, (1,023 reviews)
8.4/10
Very Good
(1,023 reviews)
"Parking easy and well lit. Full refrigerator and stovetop and microwave. Room clean but only one small trash can. Free breakfast consisting of breakfast bars, instant oatmeal/grits, small yogurts. Coffee good. Staff friendly. Easy check in. Parking good. "
$70 nightly
The price is $81
$81 total
Jul 27 - Jul 28
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 16 - Aug 17
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, (726 reviews)
9.4/10
Exceptional
(726 reviews)
"this property is located right on the St John River so if you have a boat or jetski this is a perfect location. they offer boat slip for overnight stay in the water. overall the hotel was nice and neat. would recommend."
$120 nightly
The price is $135
$135 total
Jul 22 - Jul 23
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
Jul 26 - Jul 27
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, (131 reviews)
9.8/10
Exceptional
(131 reviews)
"Staff was great, property was very clean"
$128 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.