Live Oak Island Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

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

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
The price is ¥23,972
¥26,610 total
includes taxes & fees
Jun 2 - Jun 3
Historic Tremain Cottages

Totally 80's

Totally 80's
3.0 star property
Sanford
8.4 out of 10, Very Good, (10 reviews)
"Super cool and spotless!!! Communication with host was excellent, entry was a breeze and we wanted for nothing. Bed was super comfy, all amenities supplied. We had a wonderful stay!"
United States
Gianna
The price is ¥10,320
¥22,262 total
includes taxes & fees
Jun 17 - Jun 18
Totally 80's

Boho Nights

Boho Nights
3.0 star property
Sanford
9.6 out of 10, Exceptional, (15 reviews)
"Great location very clean awesome decor "
United States
Heather
The price is ¥10,952
¥22,969 total
includes taxes & fees
Jul 1 - Jul 2
Boho Nights

Bella Breeze

Bella Breeze
2.5 star property
Sanford
9.8 out of 10, Exceptional, (15 reviews)
"Great location for restaurants and river trail. Very well stocked so it is an easy and comfortable stay."
United States
Nancy
The price is ¥11,067
¥23,098 total
includes taxes & fees
Jun 7 - Jun 8
Bella Breeze

Private Cozy Nook

Private Cozy Nook
Deltona Lakes
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay , worked out perfectly for me "
United States
Mike G.
The price is ¥5,734
¥13,220 total
includes taxes & fees
Jun 6 - Jun 7
Private Cozy Nook

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
The price is ¥17,614
¥33,105 total
includes taxes & fees
Jun 2 - Jun 3
The Front Porch

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 price is ¥10,790
¥34,732 total
includes taxes & fees
Jun 2 - Jun 3
The Blue Aztec

The Jazz Loft

The Jazz Loft
3.0 star property
Sanford
8.6 out of 10, Excellent, (8 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
The price is ¥10,642
¥22,622 total
includes taxes & fees
Jun 2 - Jun 3
The Jazz Loft

Vista Vibes • Upscale Escape · Lake Dora

Vista Vibes • Upscale Escape · Lake Dora
Mount Dora
10.0 out of 10, Exceptional, (2 reviews)
"Perfect location for us, "
United States
Judy B.
The price is ¥11,467
¥37,766 total
includes taxes & fees
Jun 2 - Jun 3
Vista Vibes • Upscale Escape · Lake Dora

The Blue Aztec

The Blue Aztec
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.
The price is ¥12,423
¥26,655 total
includes taxes & fees
Jun 2 - Jun 3
The Blue Aztec

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.
The price is ¥10,034
¥21,559 total
includes taxes & fees
Jun 2 - Jun 3
Traveler's Dream: Refresh & Recharge Poolside

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, (30 reviews)
"The host was welcoming and our stay was very enjoyable. "
United States
Tom H.
The price is ¥14,828
¥24,064 total
includes taxes & fees
Jun 5 - Jun 6
Cozy 1 bedroom 1 bath RV near the Ocala forest and Springs.

INSTANT BOOK • PRIVATE POOL PARADISE • NIGHT SWIMS

INSTANT BOOK • PRIVATE POOL PARADISE • NIGHT SWIMS
Lake Mary
9.8 out of 10, Exceptional, (54 reviews)
"Everything was wonderful! We loved the location and the house was cozy and comfortable. "
United States
Mike B.
The price is ¥17,058
¥41,245 total
includes taxes & fees
Jun 5 - Jun 6
INSTANT BOOK • PRIVATE POOL PARADISE • NIGHT SWIMS

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.
The price is ¥11,149
¥19,312 total
includes taxes & fees
Jun 9 - Jun 10
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka

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)
"This place was so peaceful. It is the perfect spot to use as a home base for exploring the surrounding areas."
United States
Hayden B.
The price is ¥14,334
¥23,791 total
includes taxes & fees
Jun 2 - Jun 3
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.

Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
The price is ¥12,385
¥25,816 total
includes taxes & fees
Jun 2 - Jun 3
Cozy Modern Studio

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.
The price is ¥15,768
¥26,301 total
includes taxes & fees
Jun 2 - Jun 3
Mira Bella South - 1BR Tiny Home in Lake Helen

Birds & Buns Bungalow

Birds & Buns Bungalow
De Leon Springs
9.2 out of 10, Wonderful, (12 reviews)
"Amazing place great atmosphere highly recommended!"
United States
Sebastian R.
The price is ¥14,334
¥22,895 total
includes taxes & fees
Jun 2 - Jun 3
Birds & Buns Bungalow

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, (30 reviews)
"Very nice neighborhood and great accommodations. "
United States
Kevin S.
The price is ¥16,484
¥24,417 total
includes taxes & fees
Jun 2 - Jun 3
Charming 2-bedroom apartment in house with AC, WiFi included

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, (20 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
The price is ¥13,044
¥23,236 total
includes taxes & fees
Jun 8 - Jun 9
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
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

Search for holiday rentals in Live Oak Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Live Oak Island using one of the methods below:

  • View our selection of featured holiday rentals in Live Oak Island
  • Use the map to find apartments and other holiday homes in the Live Oak Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Live Oak Island while they last

Look no further and take a look at our great range of rental properties in Live Oak Island!