Live Oak Island Vacations from $242
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The Latest Live Oak Island Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Seasons Florida Resort
Oct 6 - Oct 11Seasons Florida Resort + Flight
Kissimmee5 nights2.0 star property9.0/10 - Wonderful (3,731 reviews)"Property is well maintained. My family enjoyed the pool."Reviewed July 24, 2026Roundtrip • New York (EWR) - Orlando (MCO)EWR - MCO • Nonstop MCO - EWR • Nonstop - 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 (1,295 reviews)"Everything was very clean and we had great time"Reviewed July 23, 2026Roundtrip • New York (EWR) - Orlando (MCO)EWR - MCO • Nonstop MCO - EWR • Nonstop$966$361found 1 day agoper traveler - Westgate Vacation Villas Resort
Oct 6 - Oct 11Westgate Vacation Villas Resort + Flight
Kissimmee5 nights4.0 star property8.2/10 - Very Good (2,014 reviews)"Staffing was nice and very helpful.. room was superb. Definitely coming back"Reviewed July 25, 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 (1,001 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 - Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Oct 6 - Oct 11Margaritaville Cottages Orlando by Vstays with H2O Waterpark + Flight
Kissimmee5 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 The unit it self was outdated.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 • Nonstop$1,408$727found 1 day agoper traveler
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, (1,014 reviews)
9.0/10
Wonderful
(1,014 reviews)
"Friendly staff, and clean room"
$74 nightly
The price is $83
$83 total
Aug 23 - Aug 24
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."
$85 nightly
The price is $96
$96 total
Aug 16 - Aug 17
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, (1,316 reviews)
9.0/10
Wonderful
(1,316 reviews)
$103 nightly
The price is $118
$118 total
Aug 25 - Aug 26
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
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, (279 reviews)
9.2/10
Wonderful
(279 reviews)
"There was no parking they had 6 rental trucks that took 6-8 spots each"
$98 nightly
The price is $111
$111 total
Aug 16 - Aug 17
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, (784 reviews)
9.0/10
Wonderful
(784 reviews)
$101 nightly
The price is $114
$114 total
Jul 30 - Jul 31
Total with taxes and fees
Springhill Suites by Marriott Orlando North/Sanford
Springhill Suites by Marriott Orlando North/Sanford3.0 star property
8 mi from Live Oak Island
8.8 out of 10, Excellent, (1,000 reviews)
8.8/10
Excellent
(1,000 reviews)
"The hotel is under renovations, but our room seemed to be unfinished still despite being rented. Overall comfortable and convenient for our purposes. Front desk was very helpful!"
$103 nightly
The price is $117
$117 total
Jul 30 - Jul 31
Total with taxes and fees
7.4 out of 10, Good, (928 reviews)
7.4/10
Good
(928 reviews)
"Nice"
$78 nightly
The price is $87
$87 total
Aug 5 - Aug 6
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.