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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Live Oak Island holiday rentals

A vibrant living room with a teal sofa, a wooden chair, and a coffee table.

1. 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 Rp1.363.077
Rp2.724.015 total
includes taxes & fees
26 Sept - 27 Sept
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.

2. 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 Rp2.245.068
Rp4.011.189 total
includes taxes & fees
27 Sept - 28 Sept
The Front Porch
A covered porch with wicker chairs and a ceiling fan.

3. Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (42 reviews)
"Accommodations were comfortable, quaint space. Bed was very comfortable. Just beware the shower is very narrow and ceilings low. Not ideal for a taller or bigger person. Nice and close to the downtown area. Would stay here again."
United States
Betty
The price is Rp3.110.702
Rp3.452.880 total
includes taxes & fees
28 Sept - 29 Sept
Historic Tremain Cottages
A compact living space with a kitchenette, a dining area, and a seating area with a couch and chairs.

4. The Blue Aztec

The Blue Aztec
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (14 reviews)
"Great location! Great Dining! "
United States
Lisa
The price is Rp1.363.077
Rp4.060.367 total
includes taxes & fees
28 Sept - 29 Sept
The Blue Aztec
A modern kitchen with a marble countertop, gold faucets, and a large window.

5. Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.8 out of 10, Exceptional, (21 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 Rp1.363.077
Rp2.724.017 total
includes taxes & fees
3 Oct - 4 Oct
Bella Breeze
A backyard with a hammock, outdoor seating, and string lights.

6. The Jazz Loft

The Jazz Loft
3.0 star property
Downtown Sanford
8.8 out of 10, Excellent, (9 reviews)
"Great overnight stay. Really cute loft. Would definitely stay again."
United States
Tiffany
The price is Rp1.282.896
Rp2.634.214 total
includes taxes & fees
27 Sept - 28 Sept
The Jazz Loft
A room with wooden flooring, a rocking chair, a wooden chest of drawers, and a window with a view of trees.

7. Mount Dora Cottages

Mount Dora Cottages
3.0 star property
Mount Dora
9.4 out of 10, Exceptional, (212 reviews)
"Perfect spot"
United States
PATRICIA
The price is Rp3.800.579
Rp4.218.590 total
includes taxes & fees
8 Oct - 9 Oct
Mount Dora Cottages
A compact kitchen with a built-in sink, a countertop, and a grey cabinet. There is a sofa with a cushion and a small table in the adjacent living area.

8. The Mellow Yellow

The Mellow Yellow
3.0 star property
Downtown Sanford
6.0 out of 10, (3 reviews)
"Owners had over booked this property, but proactively reached out and moved me to like property, BoHo Nights. Very nice place. Easy walk to downtown Sanford. Coffee options provided were appreciated."
United States
Gary
The price is Rp1.202.715
Rp3.880.761 total
includes taxes & fees
27 Sept - 28 Sept
The Mellow Yellow
A backyard with a hammock, outdoor seating, and a hot tub.

9. The Contemporary

The Contemporary
3.0 star property
Downtown Sanford
The price is Rp2.257.416
Rp5.075.962 total
includes taxes & fees
26 Sept - 27 Sept
The Contemporary
A compact bedroom with a bed, a desk, a TV, and a ceiling fan.

10. Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
The price is Rp1.298.932
Rp2.791.153 total
includes taxes & fees
28 Sept - 29 Sept
Cozy Modern Studio
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

Holiday Inn Express & Suites Sanford- Lake Mary by IHG

Holiday Inn Express & Suites Sanford- Lake Mary by IHG

10/10 Excellent
"The staff was incredibly helpful and friendly. The stay was wonderful. The room was well equip and the bed was comfortable as well as the pillow. There were loads of towels as well which normally you have to have ask for extra. The free breakfast had a lot of choices as well and was very good. I highly recommend this hotel."
Tina 1-night trip
Posted 6 hours ago
Holiday Inn Express & Suites Sanford- Lake Mary by IHG

Find out more about Live Oak Island

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