Live Oak Island Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Live Oak Island vacation rentals

A modern kitchen with a marble countertop, gold faucets, and a large window.

1. Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.8 out of 10, Exceptional, (23 reviews)
"The location was perfect, can walk to restaurants easily. Unit was very clean and nicely designed, would stay again"
United States
Sara
The price is ₩107,003
₩209,614 total
includes taxes & fees
Nov 23 - Nov 24
Bella Breeze
A backyard with a hammock, outdoor seating, and string lights.

2. The Jazz Loft

The Jazz Loft
3.0 star property
Downtown Sanford
8.8 out of 10, Excellent, (10 reviews)
"The loft bed was a little difficult so we ended up sleeping on the pullout couch bed instead. 4th Street Live was cool."
United States
Kelly
The price is ₩90,014
₩190,431 total
includes taxes & fees
Nov 15 - Nov 16
The Jazz Loft
A vibrant living room with a teal sofa, a wooden chair, and a coffee table.

3. Boho Nights

Boho Nights
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (16 reviews)
"Great stay!"
United States
Nicholas
The price is ₩108,018
₩210,595 total
includes taxes & fees
Dec 3 - Dec 4
Boho Nights
A modern living room with a grey sofa, two armchairs, a coffee table, and a small side table with a lamp. There is a brick fireplace, a kitchen area with a countertop and cabinets, and a large window with blinds.

4. The Front Porch

The Front Porch
3.0 star property
Downtown 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 ₩144,023
₩273,324 total
includes taxes & fees
Nov 15 - Nov 16
The Front Porch
A covered porch with wicker chairs and a ceiling fan.

5. Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (44 reviews)
"Lovely stay in Mount Dora, perfect location, clean and quiet. Would definitely stay again."
United States
Charlotte
The price is ₩291,383
₩323,434 total
includes taxes & fees
Nov 16 - Nov 17
Historic Tremain Cottages
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

A modern dining area with multiple tables and chairs, large windows, and a wooden accent wall with artwork.
Comfort Inn & Suites Orlando Sanford Airport

Comfort Inn & Suites Orlando Sanford Airport

Comfort Inn & Suites Orlando Sanford Airport
Sanford

10/10 Excellent

The hotel was quiet, clean, and spacious. The breakfast was great and the staff was super nice. I would definitely stay here again.
United States
Andrew
Reviewed November 12, 2026
Comfort Inn & Suites Orlando Sanford Airport

Find out more about Live Oak Island

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