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 (2,010 reviews)"Awesome visit and stay"Reviewed July 22, 2026Roundtrip • New York (EWR) - Orlando (MCO)EWR - MCO • Nonstop MCO - EWR • Nonstop - Palazzo Lakeside Hotel
Sep 3 - Sep 9Palazzo Lakeside Hotel + Flight
Kissimmee6 nights3.0 star property8.4/10 - Very Good (5,225 reviews)"From check-in the gentleman at front desk was very nice, friendly and very professional. The lobby was very nice and the room was very clean. I would definitely stay at this hotel again! I didn’t get to stay for breakfast and use the amenities due to needing an early check out for my air flight!"Reviewed July 23, 2026Roundtrip • New York (EWR) - Orlando (MCO)EWR - MCO • Nonstop MCO - EWR • Nonstop$1,001$257found 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 (1,295 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$972$367found 1 day agoper traveler - 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 - Westgate Lakes Resort & Spa Universal Studios Area
Oct 6 - Oct 11Westgate Lakes Resort & Spa Universal Studios Area + Flight
Orlando5 nights4.0 star property8.4/10 - Very Good (6,741 reviews)Roundtrip • 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, (1,012 reviews)
9.0/10
Wonderful
(1,012 reviews)
"Very nice"
$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 30 - Jul 31
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, (1,028 reviews)
8.4/10
Very Good
(1,028 reviews)
$81 nightly
The price is $93
$93 total
Aug 11 - Aug 12
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, (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, (133 reviews)
9.8/10
Exceptional
(133 reviews)
"Very clean room, spacious, staff very helpful. You can long term park for $10 per day and take their free shuttle to the Sanford/Orlando airport otherwise you will pay $15-20 per se at the airport."
$127 nightly
The price is $144
$144 total
Aug 23 - Aug 24
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.