Live Oak Island Vacation Rentals

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Check prices for these dates

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

Our top choices for Live Oak Island vacation rentals

2 bedrooms, desk, free WiFi

The Front Porch

The Front Porch
3.0 star property
Sanford
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
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)
"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
Standard Apartment | Living area | 50-inch LED TV with digital channels, Netflix, streaming services

Boho Nights

Boho Nights
3.0 star property
Sanford
9.4 out of 10, Exceptional, (11 reviews)
"Wonderful spot, and excellent hosts!"
United States
Thomas
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
The Blue Aztec
Studio | Private kitchen

Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
The price is ￥14,028
￥26,622 total
includes taxes & fees
Mar 9 - Mar 10
Cozy Modern Studio
Fridge, microwave, stovetop, dishwasher

THE CHLOE by EVRH

THE CHLOE by EVRH
Altamonte Springs
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 ￥12,485
￥72,261 total
includes taxes & fees
Mar 2 - Mar 3
THE CHLOE by EVRH
Standard Apartment | Living area | 48-inch LCD TV with digital channels, Netflix, streaming services

Totally 80's

Totally 80's
3.0 star property
Sanford
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 ￥10,000
￥21,675 total
includes taxes & fees
Mar 1 - Mar 2
Totally 80's
Exterior

The Jazz Loft

The Jazz Loft
3.0 star property
Sanford
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

Bella Breeze

Bella Breeze
2.5 star property
Sanford
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

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, (48 reviews)
"Absolutely perfect location! It was truly one of the best places we have stayed at!"
United States
Jaelyn M.
The price is ￥19,484
￥42,397 total
includes taxes & fees
Mar 23 - Mar 24
The Little Lake Mary Guest House • Warm, Cozy & Inviting
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, (18 reviews)
"It was quiet, clean and had snacks and drinks for us."
United States
Lori
The price is ￥16,133
￥23,021 total
includes taxes & fees
Mar 9 - Mar 10
Charming 2-bedroom apartment in house with AC, WiFi included
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, (38 reviews)
"Very nice clean cottage in a quiet secluded location. "
United States
Ervin M.
The price is ￥14,028
￥23,284 total
includes taxes & fees
Mar 1 - Mar 2
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
1 bedroom, iron/ironing board, WiFi, bed sheets

Serenity @ Court

Serenity @ Court
Sanford
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 ￥11,223
￥24,416 total
includes taxes & fees
Mar 3 - Mar 4
Serenity @ Court
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.
The price is ￥7,014
￥14,516 total
includes taxes & fees
Mar 2 - Mar 3
Private Cozy Nook
House (2 Bedrooms) | Interior

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 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 traveler
The price is ￥21,198
￥52,805 total
includes taxes & fees
Mar 8 - Mar 9
Deltona Lake House, Day Trip to Disney & Universal
Interior

Your second home in florida

Your second home in florida
Altoona
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 ￥18,097
￥26,665 total
includes taxes & fees
Mar 2 - Mar 3
Your second home in florida
Smart TV, fireplace, video games

Sweetheart Cottage Near Downtown Lake Mary•Queen Bed, Fire Pit & Private Lanai

Sweetheart Cottage Near Downtown Lake Mary•Queen Bed, Fire Pit & Private Lanai
Lake Mary
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 ￥16,273
￥39,111 total
includes taxes & fees
Mar 1 - Mar 2
Sweetheart Cottage Near Downtown Lake Mary•Queen Bed, Fire Pit & Private Lanai
Beach

Tiny Hidden Cottage

Tiny Hidden Cottage
Longwood
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 ￥12,625
￥24,240 total
includes taxes & fees
Mar 22 - Mar 23
Tiny Hidden Cottage
Interior

Mira Bella South - 1BR Tiny Home in Lake Helen

Mira Bella South - 1BR Tiny Home in Lake Helen
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 ￥12,345
￥22,268 total
includes taxes & fees
Mar 3 - Mar 4
Mira Bella South - 1BR Tiny Home in Lake Helen
Exterior

The Contemporary

The Contemporary
3.0 star property
Sanford
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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