Live Oak Island Holiday Rentals

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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Live Oak Island holiday rentals

2 bedrooms, desk, free WiFi

Apartment in Sanford

The Front Porch
3.0 star property
9.4 out of 10, Exceptional, (3 reviews)
"Enjoyed the place. Nice and relaxing. Close to downtown and lots of options for food. "
United States
Johnny
The Front Porch
Terrace/patio

Cottage in Mount Dora

Historic Tremain Cottages
3.0 star property
8.6 out of 10, Excellent, (37 reviews)
"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
Living area

Apartment in Sanford

Boho Nights
3.0 star property
9.4 out of 10, Exceptional, (11 reviews)
"Wonderful spot, and excellent hosts!"
United States
Thomas
Boho Nights
Living area

Apartment in Sanford

The Blue Aztec
3.0 star property
9.6 out of 10, Exceptional, (13 reviews)
"Great location! Great Dining! "
United States
Lisa
The Blue Aztec
Private kitchen

Apartment in Casselberry

Cozy Modern Studio
2.0 star property
The price is HK$704
HK$1,336 total
includes taxes & fees
10 Mar - 11 Mar
Cozy Modern Studio
Fridge, microwave, stovetop, dishwasher

Holiday Home in Altamonte Springs

THE CHLOE by EVRH
8.8 out of 10, Excellent, (68 reviews)
"This house was great for our stay. The decor and cleanliness was great. "
United States
Deana H.
The price is HK$633
HK$3,633 total
includes taxes & fees
2 Mar - 3 Mar
THE CHLOE by EVRH
Interior

Apartment in Sanford

Totally 80's
3.0 star property
7.6 out of 10, Good, (4 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 HK$502
HK$1,089 total
includes taxes & fees
1 Mar - 2 Mar
Totally 80's
Exterior

Apartment in Sanford

The Jazz Loft
3.0 star property
8.4 out of 10, Very good, (7 reviews)
"Amazing! They had everything I needed and were so flexible as I almost needed to extend my stay due to the storm. The vibe was great, very cool and seamless check in and access. Close to everything needed. I will definitely be returning! Can’t wait."
United States
Rae
The Jazz Loft
Interior

Apartment in Sanford

Bella Breeze
2.5 star property
9.6 out of 10, Exceptional, (8 reviews)
"Cute little cottage with basic amenities. Very convenient location to get to Sanford airport. Would definitely stay again. "
United States
Jacob
Bella Breeze
Outdoor pool

Cottage in Lake Mary

The Little Lake Mary Guest House • Warm, Cozy & Inviting
9.8 out of 10, Exceptional, (48 reviews)
"Absolutely perfect location! It was truly one of the best places we have stayed at!"
United States
Jaelyn M.
The price is HK$978
HK$2,128 total
includes taxes & fees
23 Mar - 24 Mar
The Little Lake Mary Guest House • Warm, Cozy & Inviting
Exterior

Holiday Home in Apopka

Charming 2-bedroom apartment in house with AC, WiFi included
9.8 out of 10, Exceptional, (18 reviews)
"It was quiet, clean and had snacks and drinks for us."
United States
Lori
The price is HK$810
HK$1,155 total
includes taxes & fees
9 Mar - 10 Mar
Charming 2-bedroom apartment in house with AC, WiFi included
Exterior

Cottage in Lake Helen

The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
9.8 out of 10, Exceptional, (38 reviews)
"Very nice clean cottage in a quiet secluded location. "
United States
Ervin M.
The price is HK$704
HK$1,169 total
includes taxes & fees
1 Mar - 2 Mar
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
1 bedroom, iron/ironing board, WiFi, bed sheets

Apartment in Sanford

Serenity @ Court
9.8 out of 10, Exceptional, (9 reviews)
"Wonderful stay. The location was convenient, the property was clean and spacious, and the host was responsive and friendly. Great choice for anyone visiting the area."
United States
Karen H.
The price is HK$563
HK$1,225 total
includes taxes & fees
3 Mar - 4 Mar
Serenity @ Court
Terrace/patio

Apartment in Deltona Lakes

Private Cozy Nook
10.0 out of 10, Exceptional, (1 review)
"Great place to stay , worked out perfectly for me "
United States
Mike G.
The price is HK$352
HK$729 total
includes taxes & fees
2 Mar - 3 Mar
Private Cozy Nook
Interior

Cottage in Deltona Lakes

Deltona Lake House, Day Trip to Disney & Universal
3.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"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$1,063
HK$2,649 total
includes taxes & fees
8 Mar - 9 Mar
Deltona Lake House, Day Trip to Disney & Universal
Interior

Holiday Home in Altoona

Your second home in florida
9.4 out of 10, Exceptional, (9 reviews)
"Very nice place. It was simple and beautiful. We found our place to stay when we visit our family in the area."
United States
Debra M.
The price is HK$908
HK$1,338 total
includes taxes & fees
3 Mar - 4 Mar
Your second home in florida
Smart TV, fireplace, video games

Cottage in Lake Mary

Sweetheart Cottage Near Downtown Lake Mary•Queen Bed, Fire Pit & Private Lanai
10.0 out of 10, Exceptional, (18 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.
The price is HK$816
HK$1,962 total
includes taxes & fees
1 Mar - 2 Mar
Sweetheart Cottage Near Downtown Lake Mary•Queen Bed, Fire Pit & Private Lanai
Beach

Cottage in Longwood

Tiny Hidden Cottage
9.2 out of 10, Wonderful, (62 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.
The price is HK$634
HK$1,217 total
includes taxes & fees
22 Mar - 23 Mar
Tiny Hidden Cottage
Interior

Cottage in Lake Helen

Mira Bella South - 1BR Tiny Home in Lake Helen
10.0 out of 10, Exceptional, (1 review)
"Hidden Gem in “old Florida.” Perfect for two or 1 like me, but also a pull out couch for kiddos. Host is very nice and thought of everything you may need right down to a blow dryer. Soothing music was playing when I arrived as well as a lovely electric fireplace. Lovely setting as well with a pond and ducks and geese and horses. Close drive to beaches and Disney. No complaints here. I will definitely book again. "
United States
Jill Myers E.
The price is HK$619
HK$1,117 total
includes taxes & fees
3 Mar - 4 Mar
Mira Bella South - 1BR Tiny Home in Lake Helen
Exterior

Apartment in Sanford

The Contemporary
3.0 star property
The Contemporary
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

Comfort Inn & Suites Orlando North

Comfort Inn & Suites Orlando North

10/10 Excellent
"Staff great, room very clean. Shuttle on time. "
linda 1-night trip
Posted 2 days ago
Comfort Inn & Suites Orlando North

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