Live Oak Island Holiday Rentals

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Check prices for these dates

In two weeks
23 Jan - 25 Jan
In two months
6 Mar - 8 Mar
In three months
3 Apr - 5 Apr
In four months
1 May - 3 May

Our top choices for Live Oak Island holiday rentals

The Garden, Pet Friendly | Terrace/patio
Historic Tremain Cottages

Cottage in Mount Dora

Historic Tremain Cottages
3.0 star property
8.6 out of 10, Excellent, (34)
"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
2 bedrooms, desk, free WiFi
The Front Porch

Apartment in Sanford

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. "
United States
Patrick
The Front Porch
House (2 Bedrooms) | Interior
Deltona Lake House, Day Trip to Disney & Universal

Cottage in Deltona Lakes

Deltona Lake House, Day Trip to Disney & Universal
3.0 star property
10.0 out of 10, Exceptional, (3)
"This house was perfect! Very spacious, clean, and felt like a very safe neighborhood for a few women traveling. The ONLY improvements I would suggest would be having more towels, and extra blankets available for guests. And I would replace the pull out couch mattress as it was very uncomfortable. Still a 10/10 overall!"
United States
Anonymous traveller
The price is AU$503
includes taxes & fees
15 Jan - 16 Jan
Deltona Lake House, Day Trip to Disney & Universal
Exterior
The Jazz Loft

Apartment in Sanford

The Jazz Loft
3.0 star property
8.0 out of 10, Very good, (6)
"The loft was very cool and unique. Loved it. I will definitely book this again."
United States
sherri
The Jazz Loft
Standard Apartment | Living area
The Blue Aztec

Apartment in Sanford

The Blue Aztec
3.0 star property
9.6 out of 10, Exceptional, (13)
"Great location! Great Dining! "
United States
Lisa
The Blue Aztec
Interior
Totally 80's

Apartment in Sanford

Totally 80's
3.0 star property
9.4 out of 10, Exceptional, (3)
"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$233
includes taxes & fees
19 Jan - 20 Jan
Totally 80's
Standard Apartment | Living area
Boho Nights

Apartment in Sanford

Boho Nights
3.0 star property
9.0 out of 10, Wonderful, (7)
"Wonderful spot, and excellent hosts!"
United States
Thomas
Boho Nights
Exterior
The Contemporary

Apartment in Sanford

The Contemporary
3.0 star property
The Contemporary
Outdoor pool
The Little Lake Mary Guest House • Warm, Cozy & Inviting

Cottage in Lake Mary

The Little Lake Mary Guest House • Warm, Cozy & Inviting
9.8 out of 10, Exceptional, (44)
"Absolutely perfect location! It was truly one of the best places we have stayed at!"
United States
Jaelyn M.
The price is AU$413
includes taxes & fees
24 Jan - 25 Jan
The Little Lake Mary Guest House • Warm, Cozy & Inviting
Interior
Luxury RV nested in a country setting, Only 9 minutes from Sanford airport!

Mobile Home in Geneva

Luxury RV nested in a country setting, Only 9 minutes from Sanford airport!
9.6 out of 10, Exceptional, (16)
"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$255
includes taxes & fees
7 Feb - 8 Feb
Luxury RV nested in a country setting, Only 9 minutes from Sanford airport!
Interior
Updated with modern comfort, Old Florida Charm

Holiday Home in Altoona

Updated with modern comfort, Old Florida Charm
2.0 star property
10.0 out of 10, Exceptional, (2)
"Helpful and accurate description. Enjoyed our stay. "
United States
jessica m.
The price is AU$341
includes taxes & fees
19 Jan - 20 Jan
Updated with modern comfort, Old Florida Charm
Property grounds
Incredible Private Lakefront Cottage Retreat

Cottage in Altamonte Springs

Incredible Private Lakefront Cottage Retreat
10.0 out of 10, Exceptional, (31)
"One of our best stays. "
United States
matthew m.
The price is AU$482
includes taxes & fees
8 Jan - 9 Jan
Incredible Private Lakefront Cottage Retreat
Private kitchen
Charming Caribbean 1-bedroom roomy Apartment in amazing Downtown Sanford

Apartment in Sanford

Charming Caribbean 1-bedroom roomy Apartment in amazing Downtown Sanford
2.0 star property
9.6 out of 10, Exceptional, (4)
"Clean, close to downtown restaurant and sights. Was a work trip and host helped my wife set up her work computer which was much appreciated. Just a great place to stay for short term."
United States
Frank F.
The price is AU$422
includes taxes & fees
19 Jan - 20 Jan
Charming Caribbean 1-bedroom roomy Apartment in amazing Downtown Sanford
Exterior
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.

Cottage in Lake Helen

The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
9.8 out of 10, Exceptional, (36)
"Love my stay what a wonderful place to get away I didn’t want to leave. It was very clean and had everything you needed for a long stay. Love the porch to have your morning coffee and to start your day Would love to stay again "
United States
Robert & Joy F.
The price is AU$225
includes taxes & fees
19 Jan - 20 Jan
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
Smart TV
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"

Cottage in Mount Dora

Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
10.0 out of 10, Exceptional, (6)
"The cottage was conveniently located near d'town. Comfortable, clean and well-stocked. "
United States
Jayne K.
The price is AU$415
includes taxes & fees
5 Feb - 6 Feb
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
Smart TV
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood

Holiday Home in Deltona

A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
9.6 out of 10, Exceptional, (10)
"The space was private, comfortable and very clean. Ashlee is an amazing hostess. "
United States
Belinda M.
The price is AU$214
includes taxes & fees
19 Jan - 20 Jan
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
Interior
Charming 2-bedroom apartment in house with AC, WiFi included

Holiday Home in Apopka

Charming 2-bedroom apartment in house with AC, WiFi included
9.8 out of 10, Exceptional, (13)
"It was quiet, clean and had snacks and drinks for us."
United States
Lori
The price is AU$222
includes taxes & fees
20 Jan - 21 Jan
Charming 2-bedroom apartment in house with AC, WiFi included
Exterior detail
Birds & Buns Bungalow

Cottage in De Leon Springs

Birds & Buns Bungalow
9.8 out of 10, Exceptional, (7)
"Delightful place to stay. My wife and I enjoyed our stay and will be back! Great communication with our host!"
United States
James W.
The price is AU$216
includes taxes & fees
19 Jan - 20 Jan
Birds & Buns Bungalow
Interior
Bella Breeze

Apartment in Sanford

Bella Breeze
2.5 star property
9.6 out of 10, Exceptional, (5)
"The place was clean, cozy, and well decorated, and the amenities were wonderful! The hosts have done a great job here."
United States
Courteny
Bella Breeze
Smart TV
Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,

Cottage in Altamonte Springs

Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,
8.6 out of 10, Excellent, (18)
"Lots of room to spend time with family and friends. Great location, easy to move around Orlando from here."
United States
Rachael C.
The price is AU$475
includes taxes & fees
13 Jan - 14 Jan
Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,
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

Holiday Inn Express & Suites Sanford- Lake Mary by IHG

Holiday Inn Express & Suites Sanford- Lake Mary by IHG

10/10 Excellent
"AC took a while too cool but overall it was a good place "
Anthony 4-night trip
Posted 2 days ago
Holiday Inn Express & Suites Sanford- Lake Mary by IHG

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$217 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. 

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