Live Oak Island Holiday Rentals

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Our top choices for Live Oak Island holiday rentals

The Front Porch

The Front Porch
3.0 star property
Sanford
9.2 out of 10, Wonderful, (5 reviews)
"Enjoyed the place. Nice and relaxing. Close to downtown and lots of options for food. "
United States
Johnny
The price is AU$305
includes taxes & fees
13 Apr - 14 Apr
The Front Porch

Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (37 reviews)
"Very clean room, quaint, close to the downtown area. "
United States
Raymond
The price is AU$235
includes taxes & fees
27 Apr - 28 Apr
Historic Tremain Cottages

The Blue Aztec

The Blue Aztec
3.0 star property
Sanford
9.6 out of 10, Exceptional, (13 reviews)
"Great location! Great Dining! "
United States
Lisa
The price is AU$321
includes taxes & fees
4 May - 5 May
The Blue Aztec

Boho Nights

Boho Nights
3.0 star property
Sanford
9.4 out of 10, Exceptional, (13 reviews)
"Wonderful spot, and excellent hosts!"
United States
Thomas
The price is AU$210
includes taxes & fees
15 Apr - 16 Apr
Boho Nights

Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
The price is AU$238
includes taxes & fees
10 Apr - 11 Apr
Cozy Modern Studio

The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.

The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
Lake Helen
9.8 out of 10, Exceptional, (41 reviews)
"Very nice clean cottage in a quiet secluded location. "
United States
Ervin M.
The price is AU$215
includes taxes & fees
11 Apr - 12 Apr
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.

Luxury RV nested in a country setting, Only 9 minutes from Sanford airport!

Luxury RV nested in a country setting, Only 9 minutes from Sanford airport!
Geneva
9.4 out of 10, Exceptional, (19 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 AU$226
includes taxes & fees
19 Apr - 20 Apr
Luxury RV nested in a country setting, Only 9 minutes from Sanford airport!

The Jazz Loft

The Jazz Loft
3.0 star property
Sanford
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 price is AU$210
includes taxes & fees
11 Apr - 12 Apr
The Jazz Loft

Bella Breeze

Bella Breeze
2.5 star property
Sanford
9.8 out of 10, Exceptional, (11 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
The price is AU$217
includes taxes & fees
13 Apr - 14 Apr
Bella Breeze

THE CHLOE by EVRH

THE CHLOE by EVRH
Altamonte Springs
9.0 out of 10, Wonderful, (70 reviews)
"Host was very responsive"
United States
Tony N.
The price is AU$673
includes taxes & fees
14 Apr - 15 Apr
THE CHLOE by EVRH

Orlando Pool, WiFi, Clean, Cozy King size bed and outdoor patio

Orlando Pool, WiFi, Clean, Cozy King size bed and outdoor patio
Lake Mary
9.6 out of 10, Exceptional, (49 reviews)
"Everything was wonderful! We loved the location and the house was cozy and comfortable. "
United States
Mike B.
The price is AU$380
includes taxes & fees
12 Apr - 13 Apr
Orlando Pool, WiFi, Clean, Cozy King size bed and outdoor patio

Tiny Hidden Cottage

Tiny Hidden Cottage
Longwood
9.2 out of 10, Wonderful, (65 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 AU$208
includes taxes & fees
12 Apr - 13 Apr
Tiny Hidden Cottage

Private Cozy Nook

Private Cozy Nook
Deltona Lakes
10.0 out of 10, Exceptional, (1 review)
"Great place to stay , worked out perfectly for me "
United States
Mike G.
The price is AU$121
includes taxes & fees
12 Apr - 13 Apr
Private Cozy Nook

Birds & Buns Bungalow

Birds & Buns Bungalow
De Leon Springs
9.2 out of 10, Wonderful, (11 reviews)
"Amazing place great atmosphere highly recommended!"
United States
Sebastian R.
The price is AU$207
includes taxes & fees
12 Apr - 13 Apr
Birds & Buns Bungalow

Relax Tonight. Cozy, Quiet and Super Clean.

Relax Tonight. Cozy, Quiet and Super Clean.
Lake Mary
10.0 out of 10, Exceptional, (19 reviews)
"An excellent location for stays in Lake Mary. It has everything a single or a couple needs to feel at home."
United States
Kanzeda C.
The price is AU$348
includes taxes & fees
12 Apr - 13 Apr
Relax Tonight. Cozy, Quiet and Super Clean.

Traveler's Dream: Refresh & Recharge Poolside

Traveler's Dream: Refresh & Recharge Poolside
Casselberry
9.4 out of 10, Exceptional, (10 reviews)
"Good location, just off 436. Safe, quiet neighborhood."
United States
Dwain H.
The price is AU$202
includes taxes & fees
13 Apr - 14 Apr
Traveler's Dream: Refresh & Recharge Poolside

Mira Bella South - 1BR Tiny Home in Lake Helen

Mira Bella South - 1BR Tiny Home in Lake Helen
Lake Helen
10.0 out of 10, Exceptional, (6 reviews)
"I’m so glad I found this place. It’s a perfect location— close enough to get to Daytona easily, but it’s a peaceful and quiet country paradise to relax at the end of the day. The host is thoughtful and responds immediately and the place was spotless with everything you could possibly need. An easy 5 stars, and I’d give it a 6th for being able to view the rocket launches if they’d let me. The donkey and ducks deserve a few stars too."
United States
Trent
The price is AU$231
includes taxes & fees
13 Apr - 14 Apr
Mira Bella South - 1BR Tiny Home in Lake Helen

Updated with modern comfort, Old Florida Charm

Updated with modern comfort, Old Florida Charm
Altoona
10.0 out of 10, Exceptional, (10 reviews)
"Helpful and accurate description. Enjoyed our stay. "
United States
jessica m.
The price is AU$370
includes taxes & fees
10 Apr - 11 Apr
Updated with modern comfort, Old Florida Charm

Vista Vibes • Effortless Luxury Near Lake Dora

Vista Vibes • Effortless Luxury Near Lake Dora
Mount Dora
10.0 out of 10, Exceptional, (2 reviews)
"Perfect location for us, "
United States
Judy B.
The price is AU$395
includes taxes & fees
26 Apr - 27 Apr
Vista Vibes • Effortless Luxury Near Lake Dora

Totally 80's

Totally 80's
3.0 star property
Sanford
8.4 out of 10, Very good, (9 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 AU$195
includes taxes & fees
5 May - 6 May
Totally 80's
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

Everything you need to know about Live Oak Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Live Oak Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Live Oak Island holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Live Oak Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Live Oak Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Live Oak Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Live Oak Island holiday rentals we have selected for you start as low as AU$208 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Live Oak Island rentals

At Expedia, we put the best Live Oak Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Live Oak Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Live Oak Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Live Oak Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.