Live Oak Island Holiday Rentals

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Check prices for these dates

Tonight
1 Jan - 2 Jan
Tomorrow
2 Jan - 3 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Live Oak Island holiday rentals

Front of property
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
Exterior
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 NZ$272
includes taxes & fees
4 Jan - 5 Jan
Totally 80's
Terrace/patio
Private Cozy Nook

Apartment in Deltona Lakes

Private Cozy Nook
10.0 out of 10, Exceptional, (1)
"Great place to stay , worked out perfectly for me "
United States
Mike G.
The price is NZ$143
includes taxes & fees
9 Jan - 10 Jan
Private Cozy Nook
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
Terrace/patio
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
Mini-fridge, microwave, cookware/dishes/utensils
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
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
Fridge, microwave, oven, stovetop
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 NZ$259
includes taxes & fees
18 Jan - 19 Jan
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
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 NZ$546
includes taxes & fees
5 Jan - 6 Jan
Deltona Lake House, Day Trip to Disney & Universal
Property grounds
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, (1)
"Helpful and accurate description. Enjoyed our stay. "
United States
jessica m.
The price is NZ$341
includes taxes & fees
25 Jan - 26 Jan
Updated with modern comfort, Old Florida Charm
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 NZ$255
includes taxes & fees
2 Jan - 3 Jan
Charming 2-bedroom apartment in house with AC, WiFi included
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 NZ$495
includes taxes & fees
3 Jan - 4 Jan
Charming Caribbean 1-bedroom roomy Apartment in amazing Downtown Sanford
Outdoor dining
Traveler's Dream: Refresh & Recharge Poolside

Apartment in Casselberry

Traveler's Dream: Refresh & Recharge Poolside
2.0 star property
9.2 out of 10, Wonderful, (7)
"Good location, just off 436. Safe, quiet neighborhood."
United States
Dwain H.
The price is NZ$244
includes taxes & fees
12 Jan - 13 Jan
Traveler's Dream: Refresh & Recharge Poolside
Exterior
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
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 NZ$295
includes taxes & fees
1 Feb - 2 Feb
Luxury RV nested in a country setting, Only 9 minutes from Sanford airport!
Interior
Tiny Hidden Cottage

Cottage in Longwood

Tiny Hidden Cottage
9.2 out of 10, Wonderful, (59)
"Check in process and house were both great. "
United States
Marc H.
The price is NZ$249
includes taxes & fees
4 Jan - 5 Jan
Tiny Hidden Cottage
1 bedroom, desk, WiFi, bed sheets
The Sanford Foodie Guest House

Cottage in Sanford

The Sanford Foodie Guest House
8.8 out of 10, Excellent, (15)
"Cozy little place to stay"
United States
Ruth P.
The price is NZ$243
includes taxes & fees
11 Jan - 12 Jan
The Sanford Foodie Guest House
Fridge, microwave, oven, stovetop
Renovated Peaceful Luxury Walk to Mall Park Publix

Holiday Home in Altamonte Springs

Renovated Peaceful Luxury Walk to Mall Park Publix
9.4 out of 10, Exceptional, (13)
"Everything was beautiful, enjoyed.My stay host is awesome"
United States
David C.
The price is NZ$326
includes taxes & fees
4 Jan - 5 Jan
Renovated Peaceful Luxury Walk to Mall Park Publix
Exterior
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 NZ$245
includes taxes & fees
4 Jan - 5 Jan
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
Standard Apartment | Living area
The Mellow Yellow

Apartment in Sanford

The Mellow Yellow
3.0 star property
6.0 out of 10, (3)
"Needs updated. Looks like it had some type of water leak and it was never repaired. I was highly disappointed but stayed anyway due to the fact that I had rented from them before and know this was not"
United States
Lisa
The Mellow Yellow
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 favorite 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 depends 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 NZ$243 per night. Entering your travel dates in the search wizard you might find 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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