Live Oak Island Holiday Rentals

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Check prices for these dates

In two weeks
23 Jan - 25 Jan
In two months
6 Mar - 8 Mar
In three months
3 Apr - 5 Apr
In four months
1 May - 3 May

Our top choices for Live Oak Island holiday rentals

Terrace/patio
Historic Tremain Cottages

Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (34)
"Easy check in. Nice, cozy and clean room. Walking distance to all local attractions. Would definitely stay here again. "
United States
Robert
Historic Tremain Cottages
2 bedrooms, desk, free WiFi
The Front Porch

The Front Porch

The Front Porch
3.0 star property
Sanford
10.0 out of 10, Exceptional, (2)
"What a great space. 2 big bedrooms, and a great front porch apace with a hammock to watch the sunrise. Quite street just blocks from the center of downtown Sanford. I've used their properties 8-10 tines and ive never been disappointed. "
United States
Patrick
The Front Porch
Interior
Deltona Lake House, Day Trip to Disney & Universal

Deltona Lake House, Day Trip to Disney & Universal

Deltona Lake House, Day Trip to Disney & Universal
3.0 star property
Deltona Lakes
10.0 out of 10, Exceptional, (3)
"This house was perfect! Very spacious, clean, and felt like a very safe neighborhood for a few women traveling. The ONLY improvements I would suggest would be having more towels, and extra blankets available for guests. And I would replace the pull out couch mattress as it was very uncomfortable. Still a 10/10 overall!"
United States
Anonymous traveller
The price is HK$1,059
HK$2,638 total
includes taxes & fees
8 Jan - 9 Jan
Deltona Lake House, Day Trip to Disney & Universal
Exterior
The Jazz Loft

The Jazz Loft

The Jazz Loft
3.0 star property
Sanford
8.0 out of 10, Very good, (6)
"The loft was very cool and unique. Loved it. I will definitely book this again."
United States
sherri
The Jazz Loft
Living area
The Blue Aztec

The Blue Aztec

The Blue Aztec
3.0 star property
Sanford
9.6 out of 10, Exceptional, (13)
"Great location! Great Dining! "
United States
Lisa
The Blue Aztec
Interior
Totally 80's

Totally 80's

Totally 80's
3.0 star property
Sanford
9.4 out of 10, Exceptional, (3)
"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 HK$623
HK$1,221 total
includes taxes & fees
8 Jan - 9 Jan
Totally 80's
Living area
Boho Nights

Boho Nights

Boho Nights
3.0 star property
Sanford
9.0 out of 10, Wonderful, (7)
"Wonderful spot, and excellent hosts!"
United States
Thomas
Boho Nights
Exterior
The Contemporary

The Contemporary

The Contemporary
3.0 star property
Sanford
The Contemporary
Outdoor pool
The Little Lake Mary Guest House • Warm, Cozy & Inviting

The Little Lake Mary Guest House • Warm, Cozy & Inviting

The Little Lake Mary Guest House • Warm, Cozy & Inviting
Lake Mary
9.8 out of 10, Exceptional, (44)
"Absolutely perfect location! It was truly one of the best places we have stayed at!"
United States
Jaelyn M.
The price is HK$973
HK$2,164 total
includes taxes & fees
24 Jan - 25 Jan
The Little Lake Mary Guest House • Warm, Cozy & Inviting
Interior
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!

Luxury RV nested in a country setting, Only 9 minutes from Sanford airport!
Geneva
9.6 out of 10, Exceptional, (16)
"This place was perfect for me and my dad and my son to stay at while my son played ball close by."
United States
Kevin D.
The price is HK$771
HK$1,324 total
includes taxes & fees
1 Feb - 2 Feb
Luxury RV nested in a country setting, Only 9 minutes from Sanford airport!
Interior
Updated with modern comfort, Old Florida Charm

Updated with modern comfort, Old Florida Charm

Updated with modern comfort, Old Florida Charm
2.0 star property
Altoona
10.0 out of 10, Exceptional, (2)
"Helpful and accurate description. Enjoyed our stay. "
United States
jessica m.
The price is HK$694
HK$1,770 total
includes taxes & fees
10 Jan - 11 Jan
Updated with modern comfort, Old Florida Charm
Property grounds
Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat
Altamonte Springs
10.0 out of 10, Exceptional, (31)
"One of our best stays. "
United States
matthew m.
The price is HK$897
HK$2,534 total
includes taxes & fees
8 Jan - 9 Jan
Incredible Private Lakefront Cottage Retreat
Private kitchen
Charming Caribbean 1-bedroom roomy Apartment in amazing Downtown Sanford

Charming Caribbean 1-bedroom roomy Apartment in amazing Downtown Sanford

Charming Caribbean 1-bedroom roomy Apartment in amazing Downtown Sanford
2.0 star property
Sanford
9.6 out of 10, Exceptional, (4)
"Clean, close to downtown restaurant and sights. Was a work trip and host helped my wife set up her work computer which was much appreciated. Just a great place to stay for short term."
United States
Frank F.
The price is HK$740
HK$2,231 total
includes taxes & fees
11 Jan - 12 Jan
Charming Caribbean 1-bedroom roomy Apartment in amazing Downtown Sanford
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.

The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
Lake Helen
9.8 out of 10, Exceptional, (36)
"Love my stay what a wonderful place to get away I didn’t want to leave. It was very clean and had everything you needed for a long stay. Love the porch to have your morning coffee and to start your day Would love to stay again "
United States
Robert & Joy F.
The price is HK$701
HK$1,163 total
includes taxes & fees
18 Jan - 19 Jan
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
Smart TV
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"

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, (6)
"The cottage was conveniently located near d'town. Comfortable, clean and well-stocked. "
United States
Jayne K.
The price is HK$1,207
HK$2,057 total
includes taxes & fees
4 Feb - 5 Feb
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
Smart TV
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood

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, (10)
"The space was private, comfortable and very clean. Ashlee is an amazing hostess. "
United States
Belinda M.
The price is HK$610
HK$1,104 total
includes taxes & fees
9 Jan - 10 Jan
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
Interior
Charming 2-bedroom apartment in house with AC, WiFi included

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, (13)
"It was quiet, clean and had snacks and drinks for us."
United States
Lori
The price is HK$806
HK$1,150 total
includes taxes & fees
8 Jan - 9 Jan
Charming 2-bedroom apartment in house with AC, WiFi included
Exterior detail
Birds & Buns Bungalow

Birds & Buns Bungalow

Birds & Buns Bungalow
De Leon Springs
9.8 out of 10, Exceptional, (7)
"Delightful place to stay. My wife and I enjoyed our stay and will be back! Great communication with our host!"
United States
James W.
The price is HK$701
HK$1,119 total
includes taxes & fees
9 Jan - 10 Jan
Birds & Buns Bungalow
Interior
Bella Breeze

Bella Breeze

Bella Breeze
2.5 star property
Sanford
9.6 out of 10, Exceptional, (5)
"The place was clean, cozy, and well decorated, and the amenities were wonderful! The hosts have done a great job here."
United States
Courteny
Bella Breeze
Smart TV
Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,

Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,

Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,
Altamonte Springs
8.6 out of 10, Excellent, (18)
"Lots of room to spend time with family and friends. Great location, easy to move around Orlando from here."
United States
Rachael C.
The price is HK$1,067
HK$2,472 total
includes taxes & fees
13 Jan - 14 Jan
Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,
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

Embassy Suites by Hilton Orlando North

Embassy Suites by Hilton Orlando North

10/10 Excellent
"Clean room"
Elena 6-night trip
Posted 2 days ago
Embassy Suites by Hilton Orlando North

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