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Live Oak Island Vacation Rentals

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Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4

Our top choices for Live Oak Island vacation rentals

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
$149 nightly
The price is $165
Jun 11 - Jun 12
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
$199 nightly
The price is $223
Jun 21 - Jun 22
Total with taxes and fees
The Front Porch
Interior

Your second home in florida

Your second home in florida
Altoona
9.4 out of 10, Exceptional, (13 reviews)
"House was very clean and well equipped. The location was easy to find and great for our needs. We appreciated the large yard with great parking. We would stay there again if in the area."
United States
Gloria N.
$156 nightly
The price is $171
Jun 11 - Jun 12
Total with taxes and fees
Your second home in florida
Cottage, 1 Queen, 2 Twins, Sleeper Sofa, Pet Friendly (235 Cottage) (Ground Floor) | Terrace/patio

Mount Dora Cottages

Mount Dora Cottages
3.0 star property
Mount Dora
9.4 out of 10, Exceptional, (211 reviews)
"Perfect spot"
United States
PATRICIA
$237 nightly
The price is $263
Jun 11 - Jun 12
Total with taxes and fees
Mount Dora Cottages
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
$214 nightly
The price is $231
Jun 15 - Jun 16
Total with taxes and fees
The Blue Aztec
Fridge, microwave, stovetop, dishwasher

THE CHLOE by EVRH

THE CHLOE by EVRH
Altamonte Springs
9.0 out of 10, Wonderful, (70 reviews)
"“Thanks a lot for hosting me! You made the stay easy, welcoming, and enjoyable.”"
United States
Nadesha H.
$444 nightly
The price is $491
Jun 14 - Jun 15
Total with taxes and fees
THE CHLOE by EVRH
Outdoor pool

Poolside Weekday Retreat – Just 119 Night!

Poolside Weekday Retreat – Just 119 Night!
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.
$252 nightly
The price is $279
Jun 30 - Jul 1
Total with taxes and fees
Poolside Weekday Retreat – Just 119 Night!
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)
"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.
$135 nightly
The price is $149
Jun 11 - Jun 12
Total with taxes and fees
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
Fridge, microwave, oven, stovetop

Charming Heated Pool home in Altamonte Springs

Charming Heated Pool home in Altamonte Springs
Altamonte Springs
9.4 out of 10, Exceptional, (27 reviews)
"Everything was awesome "
United States
Kyle T.
$346 nightly
The price is $382
Jun 11 - Jun 12
Total with taxes and fees
Charming Heated Pool home in Altamonte Springs
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, (15 reviews)
"Great stay!"
United States
Nicholas
$130 nightly
The price is $145
Jun 14 - Jun 15
Total with taxes and fees
Boho Nights
3 bedrooms, desk, iron/ironing board, free WiFi

Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Casselberry
9.8 out of 10, Exceptional, (49 reviews)
"The house was very clean and the owner was very prompt in answering our one question. The A/C worked great. "
United States
Michael
$216 nightly
The price is $238
Jun 11 - Jun 12
Total with taxes and fees
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Property grounds

The Contemporary

The Contemporary
Sanford
10.0 out of 10, Exceptional, (6 reviews)
"great place"
United States
Emily A.
$210 nightly
The price is $224
Jun 11 - Jun 12
Total with taxes and fees
The Contemporary
Smart TV, books, printers

Enjoy your stay in our cozy 2 bedroom 1 bath Guest suite.Newly renovated space

Enjoy your stay in our cozy 2 bedroom 1 bath Guest suite.Newly renovated space
Altamonte Springs
10.0 out of 10, Exceptional, (1 review)
"Property is a guest suite attached to a residence. The unit is clean, comfortable, and cozy. Host was very easy to work with and accommodating. Very close to Seminole Softball complex. Highly recommend!"
United States
kim h.
$210 nightly
The price is $233
Jun 11 - Jun 12
Total with taxes and fees
Enjoy your stay in our cozy 2 bedroom 1 bath Guest suite.Newly renovated space
Fridge, microwave, oven, stovetop

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.
$245 nightly
The price is $272
Jun 11 - Jun 12
Total with taxes and fees
Charming 2-bedroom house in DeBary with AC- Close to highway andhiking Trail
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, (30 reviews)
"Very nice neighborhood and great accommodations. "
United States
Kevin S.
$139 nightly
The price is $153
Jun 11 - Jun 12
Total with taxes and fees
Charming 2-bedroom apartment in house with AC, WiFi included
Interior

Bella Breeze

Bella Breeze
2.5 star property
Sanford
9.8 out of 10, Exceptional, (16 reviews)
"Great location for restaurants and river trail. Very well stocked so it is an easy and comfortable stay."
United States
Nancy
$139 nightly
The price is $156
Jun 21 - Jun 22
Total with taxes and fees
Bella Breeze
Fridge, microwave, oven, stovetop

The Getaway Experience

The Getaway Experience
Deltona Lakes
9.0 out of 10, Wonderful, (11 reviews)
"Loved having 3 king beds and 2.5 bathrooms. We didn’t stay in much as we were visiting family but we slept great! "
United States
Kris V.
$341 nightly
The price is $378
Jun 11 - Jun 12
Total with taxes and fees
The Getaway Experience
Spa

The Studio at Casa Cascada. A ground floor studio suite in a stunning oasis

The Studio at Casa Cascada. A ground floor studio suite in a stunning oasis
Downtown DeLand Historic District
10.0 out of 10, Exceptional, (16 reviews)
"We loved our stay here! Such a beautiful place. Michael and Shasta are the perfect hosts."
United States
Deborah S.
$180 nightly
The price is $200
Jun 15 - Jun 16
Total with taxes and fees
The Studio at Casa Cascada. A ground floor studio suite in a stunning oasis
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
Deltona
9.6 out of 10, Exceptional, (7 reviews)
"Loved the proximity to the wonderful bike and walking trail!"
United States
Sharon H.
$308 nightly
The price is $342
Jun 11 - Jun 12
Total with taxes and fees
COZY 2BR Condo with Pool bike-trail near lake beach fireplace SAFE community
Smart TV

Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"

Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
Mount Dora
10.0 out of 10, Exceptional, (18 reviews)
"This was a nice charming home my weekend visit to Mount Dora - home was clean, close to downtown and host was a great communicator. "
United States
Rena C.
$228 nightly
The price is $250
Jun 14 - Jun 15
Total with taxes and fees
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
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

Residence Inn by Marriott Orlando Altamonte Springs/Maitland

Residence Inn by Marriott Orlando Altamonte Springs/Maitland

10/10 Excellent
"I have to admit.It was one of the nicest places I've ever stayed in.Everything was so clean.It was better than staying at my own home"
Jeffrey 4-night trip
Posted 3 hours ago
Residence Inn by Marriott Orlando Altamonte Springs/Maitland

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.

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