Live Oak Island Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
20 Jul - 21 Jul
Tomorrow
21 Jul - 22 Jul
Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug

Holiday Rentals in Live Oak Island

Alling House
Residential homes with attached porches and lush greenery surround a winding pathway, fostering a sense of community.

Alling House

2.5 star property
9.0 out of 10, Wonderful, (34)
"Quiet. Comfortable. Relaxing. A really goid trip. D"
Alling House
Historic Tremain Cottages
Stroll through the charming front yard, surrounded by lush greenery and a white picket fence, to the inviting porch area.

Historic Tremain Cottages

3.0 star property
8.4 out of 10, Very good, (31)
"Great location!"
Historic Tremain Cottages
Mount Dora Cottages
Traditional room with a dresser, large window, and cozy seating area.

Mount Dora Cottages

3.0 star property
9.4 out of 10, Exceptional, (208)
"Our family loved this place and the neighborhood is perfect for a quiet afternoon. "
The price is S$266
includes taxes & fees
21 Jul - 22 Jul
Mount Dora Cottages
The Jazz Loft
Enjoy a peaceful evening on the porch or in the hammock, surrounded by a serene backyard oasis.

The Jazz Loft

3.0 star property
8.0 out of 10, Very good, (4)
"The loft was very cool and unique. Loved it. I will definitely book this again."
The Jazz Loft
The Oasis
Modern kitchen with a stainless steel refrigerator, microwave, and single sink, featuring a framed artwork above the sink.

The Oasis

3.0 star property
10.0 out of 10, Exceptional, (1)
"Nice room just a few blocks frow where I usually stay. Quiet area. "
The Oasis
The Front Porch
Relax on the covered porch with comfortable wicker sofas and a small table.

The Front Porch

3.0 star property
10.0 out of 10, Exceptional, (2)
"What a great space. 2 big bedrooms, and a great front porch apace with a hammock to watch the sunrise. Quite street just blocks from the center of downtown Sanford. I've used their properties 8-10 tines and ive never been disappointed. "
The Front Porch
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Live Oak Island Hotel Reviews

Embassy Suites by Hilton Orlando North

Embassy Suites by Hilton Orlando North

10/10 Excellent
"Location "
MARK 5-night trip
Posted 7 hours ago
Embassy Suites by Hilton Orlando North