Default HTG hotel image

Live Oak Island Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Live Oak Island vacation rentals

Boho Nights

Boho Nights
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (16 reviews)
"Great stay!"
United States
Nicholas
$134 nightly
The price is $150
Jul 26 - Jul 27
Total with taxes and fees
Boho Nights

Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.6 out of 10, Exceptional, (18 reviews)
"Great location for restaurants and river trail. Very well stocked so it is an easy and comfortable stay."
United States
Nancy
$135 nightly
The price is $151
Jul 26 - Jul 27
Total with taxes and fees
Bella Breeze

The Blue Aztec

The Blue Aztec
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (13 reviews)
"Great location! Great Dining! "
United States
Lisa
$205 nightly
The price is $221
Jul 26 - Jul 27
Total with taxes and fees
The Blue Aztec

The Jazz Loft

The Jazz Loft
3.0 star property
Downtown Sanford
8.8 out of 10, Excellent, (9 reviews)
"Great overnight stay. Really cute loft. Would definitely stay again."
United States
Tiffany
$129 nightly
The price is $144
Jul 26 - Jul 27
Total with taxes and fees
The Jazz Loft

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, (42 reviews)
"My stay was convenient and easy. The place was clean. I will stay again!"
United States
Stacy S.
$126 nightly
The price is $139
Jul 27 - Jul 28
Total with taxes and fees
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.

Totally 80's

Totally 80's
3.0 star property
Sanford
8.6 out of 10, Excellent, (11 reviews)
"Super cute property and fantastic hosts!!"
United States
Angi
$132 nightly
The price is $148
Aug 25 - Aug 26
Total with taxes and fees
Totally 80's

The Blue Aztec

The Blue Aztec
Downtown Sanford
10.0 out of 10, Exceptional, (14 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.
$150 nightly
The price is $158
Jul 26 - Jul 27
Total with taxes and fees
The Blue Aztec

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
Deltona
9.6 out of 10, Exceptional, (7 reviews)
"The condo was very nice, the perfect size for our group, and convenient to the Sanford Airport. The pool and walking trails were excellent. "
United States
David W.
$256 nightly
The price is $284
Jul 26 - Jul 27
Total with taxes and fees
COZY 2BR Condo with Pool bike-trail near lake beach fireplace SAFE community

Mira Bella South - 1BR Tiny Home in Lake Helen

Mira Bella South - 1BR Tiny Home in Lake Helen
Lake Helen
10.0 out of 10, Exceptional, (7 reviews)
"I enjoyed everything about Mira Bella. The accommodations were great and Dara was very responsive. Would definitely stay again in the future."
United States
susan b.
$149 nightly
The price is $165
Jul 27 - Jul 28
Total with taxes and fees
Mira Bella South - 1BR Tiny Home in Lake Helen

A Cozy & Charming 2 bedroom Apartment in Historic Downtown Deland.

A Cozy & Charming 2 bedroom Apartment in Historic Downtown Deland.
DeLand
9.6 out of 10, Exceptional, (5 reviews)
"So clean and comfortable beds! "
United States
Heidi V.
$165 nightly
The price is $183
Jul 26 - Jul 27
Total with taxes and fees
A Cozy & Charming 2 bedroom Apartment in Historic Downtown Deland.

Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (39 reviews)
"Very clean room, quaint, close to the downtown area. "
United States
Raymond
$145 nightly
The price is $161
Jul 30 - Jul 31
Total with taxes and fees
Historic Tremain Cottages

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, (23 reviews)
"Host was extremely attentive and available whenever we reached out. She was flexible with our arrival as well. The property was clean, cozy and perfect for our needs. "
United States
Kimberly
$145 nightly
The price is $160
Jul 27 - Jul 28
Total with taxes and fees
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood

Charming 2-bedroom house in DeBary with AC- Close to highway andhiking Trail

Charming 2-bedroom house in DeBary with AC- Close to highway andhiking Trail
Plantation Estates
10.0 out of 10, Exceptional, (2 reviews)
"Loved staying at this place! Cute home and the renters gave us some great ideas."
United States
Maria K.
$216 nightly
The price is $240
Jul 26 - Jul 27
Total with taxes and fees
Charming 2-bedroom house in DeBary with AC- Close to highway andhiking Trail

Enjoyable Studio Near Orlando w/Kitchen + Free Parking in charming Sanford

Enjoyable Studio Near Orlando w/Kitchen + Free Parking in charming Sanford
Downtown Sanford
10.0 out of 10, Exceptional, (1 review)
"Samuel was very accommodating, place was exactly as described and what we needed for a night."
United States
Sarah H.
$124 nightly
The price is $136
Jul 27 - Jul 28
Total with taxes and fees
Enjoyable Studio Near Orlando w/Kitchen + Free Parking in charming Sanford

Boho Nights

Boho Nights
Downtown Sanford
10.0 out of 10, Exceptional, (13 reviews)
"Walking distance to downtown Sanford. Over all amazing stay!"
United States
Byrl A.
$155 nightly
The price is $164
Jul 26 - Jul 27
Total with taxes and fees
Boho Nights

Chic Studio -10 Min to SFB Airport & Boombah Sports Complex

Chic Studio -10 Min to SFB Airport & Boombah Sports Complex
Sanford
10.0 out of 10, Exceptional, (8 reviews)
"Perfect spot for a quick night after your flight into Sanford. Close to the airport, clean accommodations in a quiet neighborhood. Couldn’t ask for more!"
United States
Julia F.
$109 nightly
The price is $120
Aug 1 - Aug 2
Total with taxes and fees
Chic Studio -10 Min to SFB Airport & Boombah Sports Complex

The Front Porch

The Front Porch
3.0 star property
Downtown 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
$210 nightly
The price is $235
Jul 28 - Jul 29
Total with taxes and fees
The Front Porch

Backyard BBQ home - Blue Spring to Daytona

Backyard BBQ home - Blue Spring to Daytona
Orange City
9.6 out of 10, Exceptional, (7 reviews)
"Great host, clean and comfortable house, quiet neighborhood. "
United States
Russ B.
$296 nightly
The price is $308
Aug 24 - Aug 25
Total with taxes and fees
Backyard BBQ home - Blue Spring to Daytona

Birds & Buns Bungalow

Birds & Buns Bungalow
De Leon Springs
9.4 out of 10, Exceptional, (13 reviews)
"Amazing place great atmosphere highly recommended!"
United States
Sebastian R.
$130 nightly
The price is $144
Jul 26 - Jul 27
Total with taxes and fees
Birds & Buns Bungalow

Totally 80s!

Totally 80s!
Sanford
10.0 out of 10, Exceptional, (4 reviews)
"We enjoyed our stay!! Totally 80’s was a blast of the past!!!"
United States
Mark C.
$150 nightly
The price is $158
Aug 4 - Aug 5
Total with taxes and fees
Totally 80s!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Live Oak Island Hotel Reviews

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 $153 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.

Explore a world of travel with Expedia