Live Oak Island Holiday Rentals

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Our top choices for Live Oak Island holiday rentals

Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (36 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

The Front Porch

The Front Porch
3.0 star property
Sanford
9.4 out of 10, Exceptional, (3 reviews)
"Enjoyed the place. Nice and relaxing. Close to downtown and lots of options for food. "
United States
Johnny
The Front Porch

Deltona Lake House, Day Trip to Disney & Universal

Deltona Lake House, Day Trip to Disney & Universal
3.0 star property
Deltona Lakes
10.0 out of 10, Exceptional, (3 reviews)
"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$478
includes taxes & fees
24 Feb - 25 Feb
Deltona Lake House, Day Trip to Disney & Universal

Bella Breeze

Bella Breeze
2.5 star property
Sanford
9.6 out of 10, Exceptional, (8 reviews)
"Cute little cottage with basic amenities. Very convenient location to get to Sanford airport. Would definitely stay again. "
United States
Jacob
Bella Breeze

Boho Nights

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

Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
The price is AU$241
includes taxes & fees
9 Mar - 10 Mar
Cozy Modern Studio

Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat
Altamonte Springs
10.0 out of 10, Exceptional, (31 reviews)
"One of our best stays. "
United States
matthew m.
The price is AU$521
includes taxes & fees
8 Mar - 9 Mar
Incredible Private Lakefront Cottage Retreat

Charming 2-bedroom apartment in house with AC, WiFi included

Charming 2-bedroom apartment in house with AC, WiFi included
Apopka
9.8 out of 10, Exceptional, (18 reviews)
"It was quiet, clean and had snacks and drinks for us."
United States
Lori
The price is AU$211
includes taxes & fees
24 Feb - 25 Feb
Charming 2-bedroom apartment in house with AC, WiFi included

Tiny Hidden Cottage

Tiny Hidden Cottage
Longwood
9.2 out of 10, Wonderful, (62 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$215
includes taxes & fees
10 Mar - 11 Mar
Tiny Hidden Cottage

The Contemporary

The Contemporary
3.0 star property
Sanford
The Contemporary

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 Blue Aztec

The Jazz Loft

The Jazz Loft
3.0 star property
Sanford
8.4 out of 10, Very good, (7 reviews)
"Amazing! They had everything I needed and were so flexible as I almost needed to extend my stay due to the storm. The vibe was great, very cool and seamless check in and access. Close to everything needed. I will definitely be returning! Can’t wait."
United States
Rae
The Jazz Loft

Beautiful Historic Cottage, The Garden

Beautiful Historic Cottage, The Garden
Mount Dora
10.0 out of 10, Exceptional, (14 reviews)
"Nice and quiet place to stay."
United States
Mark
Beautiful Historic Cottage, The Garden

Walkable to downtown Mount Dora | Pet-Friendly

Walkable to downtown Mount Dora | Pet-Friendly
Mount Dora
9.8 out of 10, Exceptional, (71 reviews)
"Perfect location. Comfortable and lovely houde."
United States
Gerald B.
Walkable to downtown Mount Dora | Pet-Friendly

Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"

Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
Mount Dora
10.0 out of 10, Exceptional, (10 reviews)
"The cottage was conveniently located near d'town. Comfortable, clean and well-stocked. "
United States
Jayne K.
The price is AU$409
includes taxes & fees
24 Feb - 25 Feb
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"

The Little Lake Mary Guest House • Warm, Cozy & Inviting

The Little Lake Mary Guest House • Warm, Cozy & Inviting
Lake Mary
9.8 out of 10, Exceptional, (48 reviews)
"Absolutely perfect location! It was truly one of the best places we have stayed at!"
United States
Jaelyn M.
The price is AU$404
includes taxes & fees
23 Mar - 24 Mar
The Little Lake Mary Guest House • Warm, Cozy & Inviting

Closest Stay to Downtown Mt Dora - Renovated - Walk Everywhere - 5-Star Reviews

Closest Stay to Downtown Mt Dora - Renovated - Walk Everywhere - 5-Star Reviews
Mount Dora
10.0 out of 10, Exceptional, (36 reviews)
"Beautiful property, very clean. Great location. Easy to follow check in instructions. "
United States
Nanialei G.
The price is AU$634
includes taxes & fees
9 Mar - 10 Mar
Closest Stay to Downtown Mt Dora - Renovated - Walk Everywhere - 5-Star Reviews

Totally 80's

Totally 80's
3.0 star property
Sanford
9.4 out of 10, Exceptional, (3 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$196
includes taxes & fees
24 Feb - 25 Feb
Totally 80's

The Getaway Experience

The Getaway Experience
Deltona Lakes
9.2 out of 10, Wonderful, (10 reviews)
"We had a great stay here with my family. Everything went great and listing was accurate. Host was very communicative and accommodating. Would definitely recommend. "
United States
Tommy T.
The price is AU$527
includes taxes & fees
24 Feb - 25 Feb
The Getaway Experience

Sanford Suite King Bed Work-Ready with 60” Google TV & Rainfall Shower

Sanford Suite King Bed Work-Ready with 60” Google TV & Rainfall Shower
Sanford
10.0 out of 10, Exceptional, (2 reviews)
"The accommodation was easy to find, very clean, comfortable & up-to-date and owner was responsive & even allowed me to check in a bit early to "clean up" before I went on to visit a friend in the nearby area, as I had just flown into Orlando that morn. Also, very near Sanford - a quaint town worth the visit. This stay is a definite recommend!! "
United States
Lori K.
The price is AU$245
includes taxes & fees
2 Mar - 3 Mar
Sanford Suite King Bed Work-Ready with 60” Google TV & Rainfall Shower
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$196 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.