Live Oak Island Holiday Rentals

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Check prices for these dates

Tonight
16 Nov - 17 Nov
Tomorrow
17 Nov - 18 Nov
Next weekend
21 Nov - 23 Nov
In two weeks
28 Nov - 30 Nov

Holiday Rentals in Live Oak Island

Front of property
Historic Tremain Cottages

Historic Tremain Cottages

3.0 star property
Mount Dora
8.4 out of 10, Very good, (32)
"Excellent place to stay Walking distance to historic downtown Maria is a A+ hostess "
United States
Ruben
Historic Tremain Cottages
Mini-fridge, microwave, cookware/dishes/utensils
Bella Breeze

Bella Breeze

2.5 star property
Sanford
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
Terrace/patio
Private Cozy Nook

Private Cozy Nook

Deltona Lakes
10.0 out of 10, Exceptional, (1)
"Great place to stay , worked out perfectly for me "
United States
Mike G.
The price is NZ$146
includes taxes & fees
27 Nov - 28 Nov
Private Cozy Nook
Exterior
Totally 80's

Totally 80's

3.0 star property
Sanford
9.4 out of 10, Exceptional, (3)
"Very good "
United States
Magdiel
The price is NZ$271
includes taxes & fees
18 Nov - 19 Nov
Totally 80's
Exterior
The Jazz Loft

The Jazz Loft

3.0 star property
Sanford
7.6 out of 10, Good, (5)
"The loft was very cool and unique. Loved it. I will definitely book this again."
United States
sherri
The Jazz Loft
Terrace/patio
The Front Porch

The Front Porch

3.0 star property
Sanford
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
Standard Apartment | Living area
Boho Nights

Boho Nights

3.0 star property
Sanford
8.8 out of 10, Excellent, (6)
"My favorite place to stay when in Sanford. "
United States
Patrick
Boho Nights
Fridge, microwave, oven, stovetop
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, (33)
"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$263
includes taxes & fees
9 Dec - 10 Dec
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
Exterior
The Blue Aztec

The Blue Aztec

3.0 star property
Sanford
9.6 out of 10, Exceptional, (13)
"Owners Elena and Anthony are awesome. I was planning on staying a few days because I sold my house downtown Orlando and I’m in the process of looking to buy some things and I ended up staying a whole month. Alberto is also amazing if you need anything they’re right there to help you with whatever you need communications awesome. Their properties are very cute and clean and safe. I would highly recommend them."
United States
James
The Blue Aztec
1 bedroom, desk, WiFi, bed sheets
The Sanford Foodie Guest House

The Sanford Foodie Guest House

Sanford
8.8 out of 10, Excellent, (13)
"Cozy little place to stay"
United States
Ruth P.
The price is NZ$249
includes taxes & fees
30 Nov - 1 Dec
The Sanford Foodie Guest House
TV
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka

Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka

2.0 star property
Apopka
10.0 out of 10, Exceptional, (1)
"We had such a lovely stay at the quaint and charming mother-in-law suite in Apopka, FL. The space was spotless and cozy—perfect for a romantic getaway. We especially loved the serene garden setting with a pool and jacuzzi. Its location was ideal too: just minutes from the highway for easy trips into Orlando, or a scenic drive up 441 to explore the delightful shops and restaurants of Mount Dora. A peaceful retreat with the best of Central Florida within reach."
United States
Carlos J
The price is NZ$180
includes taxes & fees
30 Nov - 1 Dec
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
House (2 Bedrooms) | Interior
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)
"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$649
includes taxes & fees
30 Nov - 1 Dec
Deltona Lake House, Day Trip to Disney & Universal
Outdoor dining
Traveler's Dream: Refresh & Recharge Poolside

Traveler's Dream: Refresh & Recharge Poolside

2.0 star property
Casselberry
9.4 out of 10, Exceptional, (6)
"Great, convenient area. Close to everything we needed. Cute bungalow that had everything for a comfortable stay. Owners live in the house and are very friendly and nice. Would definitely stay here again. Only 2 suggestions would be to update the decor and to make sure the pool is clean and free of leavesThanks for a great stay!. "
United States
Danielle L.
The price is NZ$244
includes taxes & fees
18 Nov - 19 Nov
Traveler's Dream: Refresh & Recharge Poolside
Exterior
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood

A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood

Deltona
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$250
includes taxes & fees
20 Nov - 21 Nov
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
Interior
Charming 2-bedroom apartment in house with AC, WiFi included

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

Apopka
10.0 out of 10, Exceptional, (9)
"Was nice cozy little place. Very clean and comfortable with plenty of room for a family of 4. Good size bathroom and muni kitchen area."
United States
Laura
The price is NZ$260
includes taxes & fees
18 Nov - 19 Nov
Charming 2-bedroom apartment in house with AC, WiFi included
Private kitchen
Charming Caribbean 1-bedroom roomy Apartment in amazing Downtown Sanford

Charming Caribbean 1-bedroom roomy Apartment in amazing Downtown Sanford

2.0 star property
Sanford
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$510
includes taxes & fees
18 Nov - 19 Nov
Charming Caribbean 1-bedroom roomy Apartment in amazing Downtown Sanford
Interior
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
9.6 out of 10, Exceptional, (16)
"It was wonderful. Due to last minute change in plans, he worked with me to be able to stay the same day. The camper was very nice and comfortable. Would definitely stay here again."
United States
Melanie M.
The price is NZ$293
includes taxes & fees
18 Nov - 19 Nov
Luxury RV nested in a country setting, Only 9 minutes from Sanford airport!
Interior
Tiny Hidden Cottage

Tiny Hidden Cottage

Longwood
9.2 out of 10, Wonderful, (56)
"The house is perfect for my weekend trips to the area and I plan to stay there again if my travels permit. "
United States
Wesley P.
The price is NZ$254
includes taxes & fees
18 Nov - 19 Nov
Tiny Hidden Cottage
Standard Apartment | Living area
The Mellow Yellow

The Mellow Yellow

3.0 star property
Sanford
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
Property grounds
COZY 2BR Condo with Pool bike-trail near lake beach fireplace SAFE community

COZY 2BR Condo with Pool bike-trail near lake beach fireplace SAFE community

2.0 star property
Deltona
9.6 out of 10, Exceptional, (4)
"Loved the proximity to the wonderful bike and walking trail!"
United States
Sharon H.
The price is NZ$508
includes taxes & fees
1 Dec - 2 Dec
COZY 2BR Condo with Pool bike-trail near lake beach fireplace SAFE community
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

Hilton Garden Inn Apopka City Center

Hilton Garden Inn Apopka City Center

10/10 Excellent
"Hot and fresh "
pat 1-night trip
Posted 2 days ago
Hilton Garden Inn Apopka City Center

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$254 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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