Live Oak Island Vacation Rentals

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Our top choices for Live Oak Island vacation rentals

Apartment in Sanford

The Front Porch
3.0 star property
9.0 out of 10, Wonderful, (4 reviews)
"Enjoyed the place. Nice and relaxing. Close to downtown and lots of options for food. "
United States
Johnny
The Front Porch

Cottage in Mount Dora

Historic Tremain Cottages
3.0 star property
8.6 out of 10, Excellent, (37 reviews)
"Easy check in. Nice, cozy and clean room. Walking distance to all local attractions. Would definitely stay here again. "
United States
Robert
Historic Tremain Cottages

Apartment in Sanford

Boho Nights
3.0 star property
9.4 out of 10, Exceptional, (12 reviews)
"Wonderful spot, and excellent hosts!"
United States
Thomas
Boho Nights

Apartment in Sanford

The Blue Aztec
3.0 star property
9.6 out of 10, Exceptional, (13 reviews)
"Great location! Great Dining! "
United States
Lisa
The Blue Aztec

Apartment in Casselberry

Cozy Modern Studio
2.0 star property
The price is CA $122
CA $233 total
includes taxes & fees
Mar 23 - Mar 24
Cozy Modern Studio

Apartment in Sanford

The Jazz Loft
3.0 star property
8.4 out of 10, Very good, (7 reviews)
"Location, location, location!!! What a cute and fun space. I thoroughly enjoyed my entire Jazz Loft experience. Look fwd to next trip! "
United States
Deborah
The Jazz Loft
10.0 out of 10, Exceptional, (1 review)
"Nice little tiny home. Beautiful little lake, horses, donkeys, ducks geese. And even with the animals it was peaceful and quiet. I would definitely recommend, and will probably look to stay again in the future. "
United States
Joe S.
The price is CA $109
CA $196 total
includes taxes & fees
Mar 26 - Mar 27
Mira Bella North - 1BR Tiny House in Lake Helen

Apartment in Sanford

Bella Breeze
2.5 star property
9.6 out of 10, Exceptional, (9 reviews)
"The place was very clean, the bed was comfortable, the communication with owners was excellent. It was a nice place to stay while we were in town. "
United States
Michael
Bella Breeze

Apartment in Sanford

Totally 80's
3.0 star property
7.4 out of 10, Good, (6 reviews)
"Cute, clean, and comfortable. Located in a safe neighborhood, the house had everything we needed for a great stay. Communication was timely and smooth—highly recommend."
United States
Serge
The price is CA $89
CA $192 total
includes taxes & fees
Mar 29 - Mar 30
Totally 80's

Cottage in Longwood

Tiny Hidden Cottage
9.4 out of 10, Exceptional, (63 reviews)
"Great little cottage, it was easy to locate and access the property. Nice quiet area and we really enjoyed our stay."
United States
Anna M.
The price is CA $98
CA $198 total
includes taxes & fees
Mar 23 - Mar 24
Tiny Hidden Cottage

Cottage in De Leon Springs

Birds & Buns Bungalow
9.2 out of 10, Wonderful, (11 reviews)
"Amazing place great atmosphere highly recommended!"
United States
Sebastian R.
The price is CA $124
CA $197 total
includes taxes & fees
Mar 26 - Mar 27
Birds & Buns Bungalow

Vacation Home in Deltona Lakes

Cozy 4bed 2bth villa - daytona beach
4.0 star property
10.0 out of 10, Exceptional, (1 review)
"Very clean amd conveniently located "
United States
joe
The price is CA $402
CA $684 total
includes taxes & fees
Mar 23 - Mar 24
Cozy 4bed 2bth villa - daytona beach

Vacation Home in Altamonte Springs

THE CHLOE by EVRH
9.0 out of 10, Wonderful, (70 reviews)
"Host was very responsive"
United States
Tony N.
The price is CA $117
CA $664 total
includes taxes & fees
Mar 22 - Mar 23
THE CHLOE by EVRH
9.6 out of 10, Exceptional, (18 reviews)
"This place was perfect for me and my dad and my son to stay at while my son played ball close by."
United States
Kevin D.
The price is CA $120
CA $215 total
includes taxes & fees
Mar 23 - Mar 24
Luxury RV nested in a country setting, Only 9 minutes from Sanford airport!
9.8 out of 10, Exceptional, (40 reviews)
"Very nice clean cottage in a quiet secluded location. "
United States
Ervin M.
The price is CA $124
CA $205 total
includes taxes & fees
Apr 13 - Apr 14
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.

Apartment in Deltona Lakes

Private Cozy Nook
10.0 out of 10, Exceptional, (1 review)
"Great place to stay , worked out perfectly for me "
United States
Mike G.
The price is CA $51
CA $115 total
includes taxes & fees
Apr 5 - Apr 6
Private Cozy Nook

Apartment in Sanford

Serenity @ Court
9.8 out of 10, Exceptional, (9 reviews)
"Wonderful stay. The location was convenient, the property was clean and spacious, and the host was responsive and friendly. Great choice for anyone visiting the area."
United States
Karen H.
The price is CA $99
CA $215 total
includes taxes & fees
Mar 22 - Mar 23
Serenity @ Court
9.6 out of 10, Exceptional, (49 reviews)
"Absolutely perfect location! It was truly one of the best places we have stayed at!"
United States
Jaelyn M.
The price is CA $172
CA $387 total
includes taxes & fees
Apr 7 - Apr 8
Disney Spring Break Stylish Retreat with Private Pool & Magical Night Lights
9.8 out of 10, Exceptional, (23 reviews)
"It was quiet, clean and had snacks and drinks for us."
United States
Lori
The price is CA $142
CA $210 total
includes taxes & fees
Mar 22 - Mar 23
Charming 2-bedroom apartment in house with AC, WiFi included

Vacation Home in Altoona

Your second home in florida
9.4 out of 10, Exceptional, (9 reviews)
"Very nice place. It was simple and beautiful. We found our place to stay when we visit our family in the area."
United States
Debra M.
The price is CA $159
CA $235 total
includes taxes & fees
Mar 22 - Mar 23
Your second home in florida
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.
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Top Live Oak Island Hotel Reviews

Find out more about Live Oak Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Live Oak Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.