Live Oak Island Holiday Rentals

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Our top choices for Live Oak Island holiday rentals

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 NZ$382
includes taxes & fees
18 May - 19 May
The Blue Aztec

Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat
Altamonte Springs
10.0 out of 10, Exceptional, (36 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.
The price is NZ$567
includes taxes & fees
18 May - 19 May
Incredible Private Lakefront Cottage Retreat

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 NZ$368
includes taxes & fees
18 May - 19 May
The Front Porch

Boho Nights

Boho Nights
3.0 star property
Sanford
9.6 out of 10, Exceptional, (14 reviews)
"Great location very clean awesome decor "
United States
Heather
The price is NZ$251
includes taxes & fees
18 May - 19 May
Boho Nights

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 NZ$256
includes taxes & fees
31 May - 1 June
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.

Bella Breeze

Bella Breeze
2.5 star property
Sanford
9.8 out of 10, Exceptional, (12 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 NZ$255
includes taxes & fees
1 June - 2 June
Bella Breeze

Totally 80's

Totally 80's
3.0 star property
Sanford
8.4 out of 10, Very good, (10 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
The price is NZ$241
includes taxes & fees
18 May - 19 May
Totally 80's

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 NZ$290
includes taxes & fees
18 May - 19 May
The Blue Aztec

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 NZ$389
includes taxes & fees
24 May - 25 May
Vista Vibes • Upscale Escape · Lake Dora

Cozy Villa with Fire Pit & BBQ

Cozy Villa with Fire Pit & BBQ
Orange City
9.6 out of 10, Exceptional, (7 reviews)
"Great host, clean and comfortable house, quiet neighborhood. "
United States
Russ B.
The price is NZ$476
includes taxes & fees
18 May - 19 May
Cozy Villa with Fire Pit & BBQ

Totally 80s!

Totally 80s!
Sanford
10.0 out of 10, Exceptional, (3 reviews)
"We would definitely stay here again! Nice, quiet, pleasant neighborhood, close to downtown Sanford. Apartment was super clean and well appointed for us. The decor was fun and for someone who grew up in the 80's, appreciated all the details and thought that went into the remodel. No stove/oven, but has microwave and burner. All we needed."
United States
Julie K.
The price is NZ$281
includes taxes & fees
30 May - 31 May
Totally 80s!

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 NZ$142
includes taxes & fees
25 May - 26 May
Private Cozy Nook

Orlando Sunshine Is Cheaper Midweek ☀️ Early CHECK-IN

Orlando Sunshine Is Cheaper Midweek ☀️ Early CHECK-IN
Lake Mary
9.8 out of 10, Exceptional, (53 reviews)
"Everything was wonderful! We loved the location and the house was cozy and comfortable. "
United States
Mike B.
The price is NZ$411
includes taxes & fees
18 May - 19 May
Orlando Sunshine Is Cheaper Midweek ☀️ Early CHECK-IN

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 NZ$246
includes taxes & fees
18 May - 19 May
Birds & Buns Bungalow

Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
The price is NZ$258
includes taxes & fees
28 May - 29 May
Cozy Modern Studio

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 NZ$247
includes taxes & fees
25 May - 26 May
The Jazz Loft

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 NZ$351
includes taxes & fees
19 May - 20 May
Historic Tremain Cottages

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)
"The host greeted us and was very friendly. Everything was very nice. "
United States
Rhonda K.
The price is NZ$254
includes taxes & fees
23 May - 24 May
Charming 2-bedroom apartment in house with AC, WiFi included

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)
"Absolutely beautiful! We loved it. The animals are wonderful. "
United States
Christin L.
The price is NZ$283
includes taxes & fees
18 May - 19 May
Mira Bella North - 1BR Tiny House in Lake Helen

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)
"Wonderful host. Very comfortable accommodations. We enjoyed it very much."
United States
Bobbijo A.
The price is NZ$287
includes taxes & fees
18 May - 19 May
Luxury RV nested in a country setting, Only 9 minutes from Sanford airport!
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

Find out more about Live Oak Island

Everything you need to know about Live Oak Island holiday rentals

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

Live Oak Island holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Live Oak Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Live Oak Island holiday rentals we have selected for you start as low as NZ$254 per night. Entering your travel dates in the search wizard 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 holiday 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 holiday.

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.