Live Oak Island Vacation Rentals

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Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Live Oak Island vacation rentals

The Garden, Pet Friendly | Terrace/patio
Historic Tremain Cottages

Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (34 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
Terrace/patio
Private Cozy Nook

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 ￥5,689
￥13,116 total
includes taxes & fees
Jan 15 - Jan 16
Private Cozy Nook
Exterior
The Jazz Loft

The Jazz Loft

The Jazz Loft
3.0 star property
Sanford
8.0 out of 10, Very Good, (6 reviews)
"The loft was very cool and unique. Loved it. I will definitely book this again."
United States
sherri
The Jazz Loft
Interior
Bella Breeze

Bella Breeze

Bella Breeze
2.5 star property
Sanford
9.6 out of 10, Exceptional, (5 reviews)
"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
Standard Apartment | Living area | 50-inch LED TV with digital channels, Netflix, streaming services
Boho Nights

Boho Nights

Boho Nights
3.0 star property
Sanford
9.0 out of 10, Wonderful, (8 reviews)
"Wonderful spot, and excellent hosts!"
United States
Thomas
Boho Nights
Interior
Totally 80's

Totally 80's

Totally 80's
3.0 star property
Sanford
9.4 out of 10, Exceptional, (3 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 ￥12,631
￥24,757 total
includes taxes & fees
Jan 14 - Jan 15
Totally 80's
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 reviews)
"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
Standard Apartment | Living area | 50-inch LCD TV with digital channels, Netflix, streaming services
The Blue Aztec

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
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 reviews)
"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 ￥14,210
￥23,586 total
includes taxes & fees
Jan 18 - Jan 19
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
House (2 Bedrooms) | 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 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 ￥21,473
￥53,490 total
includes taxes & fees
Jan 14 - Jan 15
Deltona Lake House, Day Trip to Disney & Universal
Outdoor dining
Traveler's Dream: Refresh & Recharge Poolside

Traveler's Dream: Refresh & Recharge Poolside

Traveler's Dream: Refresh & Recharge Poolside
2.0 star property
Casselberry
9.2 out of 10, Wonderful, (7 reviews)
"Good location, just off 436. Safe, quiet neighborhood."
United States
Dwain H.
The price is ￥10,658
￥22,170 total
includes taxes & fees
Jan 14 - Jan 15
Traveler's Dream: Refresh & Recharge Poolside
Smart TV
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, (14 reviews)
"It was quiet, clean and had snacks and drinks for us."
United States
Lori
The price is ￥16,342
￥23,319 total
includes taxes & fees
Jan 14 - Jan 15
Charming 2-bedroom apartment in house with AC, WiFi included
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
9.8 out of 10, Exceptional, (6 reviews)
"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 ￥15,000
￥45,410 total
includes taxes & fees
Jan 14 - Jan 15
Charming Caribbean 1-bedroom roomy Apartment in amazing Downtown Sanford
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 reviews)
"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 ￥15,631
￥26,854 total
includes taxes & fees
Feb 1 - Feb 2
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, (3 reviews)
"Helpful and accurate description. Enjoyed our stay. "
United States
jessica m.
The price is ￥14,068
￥36,370 total
includes taxes & fees
Jan 14 - Jan 15
Updated with modern comfort, Old Florida Charm
Dining
Cozy 1 bedroom 1 bath RV near the Ocala forest and Springs.

Cozy 1 bedroom 1 bath RV near the Ocala forest and Springs.

Cozy 1 bedroom 1 bath RV near the Ocala forest and Springs.
Altoona
9.8 out of 10, Exceptional, (21 reviews)
"Beautiful place. Very relaxing and peaceful "
United States
Daiva P.
The price is ￥12,473
￥21,384 total
includes taxes & fees
Feb 8 - Feb 9
Cozy 1 bedroom 1 bath RV near the Ocala forest and Springs.
Beach
Tiny Hidden Cottage

Tiny Hidden Cottage

Tiny Hidden Cottage
Longwood
9.2 out of 10, Wonderful, (60 reviews)
"Check in process and house were both great. "
United States
Marc H.
The price is ￥12,473
￥24,201 total
includes taxes & fees
Jan 19 - Jan 20
Tiny Hidden Cottage
Outdoor dining
1-bedroom tiny house in Lake Helen - Mira Bella North

1-bedroom tiny house in Lake Helen - Mira Bella North

1-bedroom tiny house in Lake Helen - Mira Bella North
2.0 star property
Lake Helen
The price is ￥12,505
￥21,667 total
includes taxes & fees
Jan 14 - Jan 15
1-bedroom tiny house in Lake Helen - Mira Bella North
Fridge, microwave, oven, stovetop
Home Sweet Home

Home Sweet Home

Home Sweet Home
Sanford
9.6 out of 10, Exceptional, (21 reviews)
"It was a great location for our trip and everything was true to the listing. The host was very responsive and helpful."
United States
K B.
The price is ￥14,368
￥51,238 total
includes taxes & fees
Feb 9 - Feb 10
Home Sweet Home
Standard Apartment | Living area
The Mellow Yellow

The Mellow Yellow

The Mellow Yellow
3.0 star property
Sanford
6.0 out of 10, (3 reviews)
"Needs updated. Looks like it had some type of water leak and it was never repaired. I was highly disappointed but stayed anyway due to the fact that I had rented from them before and know this was not"
United States
Lisa
The Mellow Yellow
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

TownePlace Suites by Marriott Orlando Altamonte Springs/Maitland

TownePlace Suites by Marriott Orlando Altamonte Springs/Maitland

10/10 Excellent
"Rooms were clean wonderful experience."
Ronn 2-night trip
Posted 12 hours ago
TownePlace Suites by Marriott Orlando Altamonte Springs/Maitland

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