Live Oak Island Vacation Rentals

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Live Oak Island vacation rentals

Standard Apartment | Living area | 50-inch LCD TV with digital channels, Netflix, streaming services

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
$200 nightly
The price is $215
Apr 19 - Apr 20
Total with taxes and fees
The Blue Aztec
Standard Apartment | Living area | 50-inch LED TV with digital channels, Netflix, streaming services

Boho Nights

Boho Nights
3.0 star property
Sanford
9.6 out of 10, Exceptional, (14 reviews)
"Wonderful spot, and excellent hosts!"
United States
Thomas
$131 nightly
The price is $147
Apr 23 - Apr 24
Total with taxes and fees
Boho Nights
Beach

Tiny Hidden Cottage

Tiny Hidden Cottage
Longwood
9.4 out of 10, Exceptional, (66 reviews)
"Great place, found the heater, thank you!Would stay again, just pull the bed away from the wall for us old folk "
United States
Susan J.
$134 nightly
The price is $147
Apr 27 - Apr 28
Total with taxes and fees
Tiny Hidden Cottage
Exterior

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.
$135 nightly
The price is $149
Apr 19 - Apr 20
Total with taxes and fees
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
Terrace/patio

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.
$76 nightly
The price is $83
Apr 20 - Apr 21
Total with taxes and fees
Private Cozy Nook
The Garden, Pet Friendly | Terrace/patio

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
$155 nightly
The price is $172
May 19 - May 20
Total with taxes and fees
Historic Tremain Cottages
2 bedrooms, desk, free WiFi

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
$205 nightly
The price is $230
Apr 19 - Apr 20
Total with taxes and fees
The Front Porch
Interior

Bella Breeze

Bella Breeze
2.5 star property
Sanford
9.8 out of 10, Exceptional, (12 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
$135 nightly
The price is $151
Apr 19 - Apr 20
Total with taxes and fees
Bella Breeze
Terrace/patio

The Blue Aztec

The Blue Aztec
Sanford
10.0 out of 10, Exceptional, (13 reviews)
"Perfect location within walking distance of all the fun yet nice and quiet. Place was squeaky clean. Will stay again"
United States
Min O.
$145 nightly
The price is $153
Apr 19 - Apr 20
Total with taxes and fees
The Blue Aztec
Property grounds

Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat
Altamonte Springs
10.0 out of 10, Exceptional, (34 reviews)
"The host was easy to contact and the cottage was very cozy with all necessary amenities. The lakeside location was both beautiful and peaceful, especially considering it is so close to 436 and I4. We definitely plan to return. "
United States
Carol G.
$305 nightly
The price is $337
Apr 19 - Apr 20
Total with taxes and fees
Incredible Private Lakefront Cottage Retreat
Studio | Free WiFi

Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
$148 nightly
The price is $166
May 19 - May 20
Total with taxes and fees
Cozy Modern Studio
Exterior

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
$135 nightly
The price is $151
Apr 19 - Apr 20
Total with taxes and fees
The Jazz Loft
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
9.4 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.
$142 nightly
The price is $157
Apr 19 - Apr 20
Total with taxes and fees
Luxury RV nested in a country setting, Only 9 minutes from Sanford airport!
Exterior detail

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.
$130 nightly
The price is $144
Apr 19 - Apr 20
Total with taxes and fees
Birds & Buns Bungalow
Outdoor dining

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.
$123 nightly
The price is $135
Apr 20 - Apr 21
Total with taxes and fees
Traveler's Dream: Refresh & Recharge Poolside
Interior

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
$135 nightly
The price is $151
May 5 - May 6
Total with taxes and fees
Totally 80's
Dining

Cozy 1 bedroom 1 bath RV near the Ocala forest and Springs.

Cozy 1 bedroom 1 bath RV near the Ocala forest and Springs.
Altoona
9.8 out of 10, Exceptional, (28 reviews)
"We love staying here! We're a long distance couple and this is how we manage to spend a limited amount of time together throughout the year, so it's the perfect spot. Very private and quiet. The host is amazing and they have always been thoughtful! We also love the chickens!"
United States
Jennifer P.
$132 nightly
The price is $145
Apr 19 - Apr 20
Total with taxes and fees
Cozy 1 bedroom 1 bath RV near the Ocala forest and Springs.
Fridge, microwave, stovetop, dishwasher

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.
$431 nightly
The price is $477
Apr 19 - Apr 20
Total with taxes and fees
THE CHLOE by EVRH
Outdoor pool

“Best Stay Ever” – Recent Guest

“Best Stay Ever” – Recent Guest
Lake Mary
9.8 out of 10, Exceptional, (51 reviews)
"Everything was wonderful! We loved the location and the house was cozy and comfortable. "
United States
Mike B.
$244 nightly
The price is $269
Apr 28 - Apr 29
Total with taxes and fees
“Best Stay Ever” – Recent Guest
Microwave, oven, stovetop

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
Apopka
10.0 out of 10, Exceptional, (2 reviews)
"Was great! Thank you "
United States
Jade L.
$105 nightly
The price is $116
Apr 22 - Apr 23
Total with taxes and fees
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
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

Lakeside Inn

Lakeside Inn

8/10 Good
"Charming inn in a charming walkable historic town. The restaurant was very good and the front porches can’t be beat. If you are open to the character a historic property lends, you will be fine. If you are expecting Hilton amenities, stay at Hilton on the main drag."
Rebecca 1-night trip
Posted 1 hour ago
Lakeside Inn

Find out more about Live Oak Island

Everything you need to know about Live Oak Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Live Oak Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Live Oak Island vacation 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 low season months. For more hustle and bustle, you may prefer to visit Live Oak Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $147 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 vacation 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 vacation.

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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