Live Oak Island Vacations from $262
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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 3 - Sep 9Palazzo Lakeside Hotel + Flight
Kissimmee6 nights3.0 star property8.4/10 - Very Good (5,271 reviews)Roundtrip • New York (EWR) - Orlando (MCO)EWR - MCO • Nonstop MCO - EWR • Nonstop$937$262found 2 days agoper traveler - Westgate Palace Hotel / Universal / I-Drive
Sep 9 - Sep 14Westgate Palace Hotel / Universal / I-Drive + Flight
International Drive District5 nights4.0 star property9.0/10 - Wonderful (1,304 reviews)"Comfortable, clean, and conveniently located. Friendly and helpful staff."Reviewed July 31, 2026Roundtrip • New York (EWR) - Orlando (MCO)EWR - MCO • Nonstop MCO - EWR • Nonstop$1,021$465found 2 days agoper traveler - Westgate Vacation Villas Resort
Oct 6 - Oct 11Westgate Vacation Villas Resort + Flight
Kissimmee5 nights4.0 star property8.2/10 - Very Good (2,021 reviews)Roundtrip • 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 (1,002 reviews)Roundtrip • New York (EWR) - Orlando (MCO)EWR - MCO • Nonstop MCO - EWR • Nonstop - The Delaney Hotel
Oct 15 - Oct 19The Delaney Hotel + Flight
South Orange4 nights3.5 star property9.6/10 - Exceptional (1,174 reviews)"I have stayed"Reviewed August 2, 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
9.2 out of 10, Wonderful, (1,002 reviews)
9.2/10
Wonderful
(1,002 reviews)
"Coffee was great, breakfast fine, place clean"
$88 nightly
The price is $99
$99 total
Aug 23 - Aug 24
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)
"M"
$93 nightly
The price is $106
$106 total
Aug 23 - Aug 24
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, (282 reviews)
9.2/10
Wonderful
(282 reviews)
"It was nice and clean. No complaints."
$93 nightly
The price is $105
$105 total
Aug 9 - Aug 10
Total with taxes and fees
8.6 out of 10, Excellent, (1,000 reviews)
8.6/10
Excellent
(1,000 reviews)
"I always stay here when I'm in Florida. The only complaint I have is the pool was dirty everything else was great."
$92 nightly
The price is $103
$103 total
Aug 9 - Aug 10
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, (1,036 reviews)
8.4/10
Very Good
(1,036 reviews)
$81 nightly
The price is $92
$92 total
Aug 10 - Aug 11
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, (788 reviews)
9.0/10
Wonderful
(788 reviews)
$110 nightly
The price is $124
$124 total
Aug 9 - Aug 10
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, (1,001 reviews)
8.8/10
Excellent
(1,001 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, (729 reviews)
9.4/10
Exceptional
(729 reviews)
$120 nightly
The price is $135
$135 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.