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

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 18 - Apr 19
Total with taxes and fees
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
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
Apr 27 - Apr 28
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
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
$135 nightly
The price is $151
Apr 19 - Apr 20
Total with taxes and fees
Boho Nights
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
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
Beach

Tiny Hidden Cottage

Tiny Hidden Cottage
Longwood
9.4 out of 10, Exceptional, (66 reviews)
"Great little cottage, it was easy to locate and access the property. Nice quiet area and we really enjoyed our stay."
United States
Anna M.
$134 nightly
The price is $147
Apr 27 - Apr 28
Total with taxes and fees
Tiny Hidden Cottage
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
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.
$234 nightly
The price is $259
Apr 26 - Apr 27
Total with taxes and fees
“Best Stay Ever” – Recent Guest
Microwave, oven, stovetop, dishwasher

Vista Vibes • Effortless Luxury Near Lake Dora

Vista Vibes • Effortless Luxury Near Lake Dora
Mount Dora
10.0 out of 10, Exceptional, (2 reviews)
"Perfect location for us, "
United States
Judy B.
$251 nightly
The price is $275
Apr 30 - May 1
Total with taxes and fees
Vista Vibes • Effortless Luxury Near Lake Dora
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 21 - Apr 22
Total with taxes and fees
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
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.
$340 nightly
The price is $376
Apr 19 - Apr 20
Total with taxes and fees
Incredible Private Lakefront Cottage Retreat
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
1 bedroom, iron/ironing board, free WiFi, bed sheets

Mira Bella North - 1BR Tiny House in Lake Helen

Mira Bella North - 1BR Tiny House in Lake Helen
Lake Helen
10.0 out of 10, Exceptional, (3 reviews)
"Nice little tiny home. Beautiful little lake, horses, donkeys, ducks geese. And even with the animals it was peaceful and quiet. I would definitely recommend, and will probably look to stay again in the future. "
United States
Joe S.
$140 nightly
The price is $155
Apr 26 - Apr 27
Total with taxes and fees
Mira Bella North - 1BR Tiny House in Lake Helen
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
Studio | Free WiFi

Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
$152 nightly
The price is $170
Apr 18 - Apr 19
Total with taxes and fees
Cozy Modern Studio
Exterior

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, (25 reviews)
"It was quiet, clean and had snacks and drinks for us."
United States
Lori
$139 nightly
The price is $153
Apr 19 - Apr 20
Total with taxes and fees
Charming 2-bedroom apartment in house with AC, WiFi included
Smart TV, fireplace, video games

Relax Tonight. Cozy, Quiet and Super Clean.

Relax Tonight. Cozy, Quiet and Super Clean.
Lake Mary
10.0 out of 10, Exceptional, (19 reviews)
"An excellent location for stays in Lake Mary. It has everything a single or a couple needs to feel at home."
United States
Kanzeda C.
$215 nightly
The price is $238
May 6 - May 7
Total with taxes and fees
Relax Tonight. Cozy, Quiet and Super Clean.
Living area

Jazz Loft

Jazz Loft
Florida City
9.2 out of 10, Wonderful, (5 reviews)
"The property was exactly as described and shown in the listing. The check in process went smoothly on the hosts' side, with good, detailed communication. The loft bed was cute and fun to relax in, but i did opt to use the fold-out couch for sleeping, as i am a bit tall. Overall, a fun weekend stay at a great location in walking distance to downtown!"
United States
Tim F.
$145 nightly
The price is $154
Apr 19 - Apr 20
Total with taxes and fees
Jazz Loft
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
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

La Quinta Inn & Suites by Wyndham Orlando Lake Mary

La Quinta Inn & Suites by Wyndham Orlando Lake Mary

4/10 Poor
"Bad breakfast variety "
Mary 4-night trip
Posted 1 hour ago
La Quinta Inn & Suites by Wyndham Orlando Lake Mary

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.

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