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Live Oak Island Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Live Oak Island holiday 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, (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 S$187
includes taxes & fees
1 Oct - 2 Oct
Bella Breeze
A covered porch with wicker chairs and a ceiling fan.

2. Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (43 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 S$230
includes taxes & fees
1 Oct - 2 Oct
Historic Tremain Cottages
A backyard with a hammock, outdoor seating, and string lights.

3. 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 S$176
includes taxes & fees
1 Oct - 2 Oct
The Jazz Loft
A room with wooden flooring, a rocking chair, a wooden chest of drawers, and a window with a view of trees.

4. 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 S$302
includes taxes & fees
4 Oct - 5 Oct
Mount Dora Cottages
A vibrant living room with a teal sofa, a wooden chair, and a coffee table.

5. 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 S$195
includes taxes & fees
1 Oct - 2 Oct
Boho Nights
A compact bedroom with a bed, a desk, a TV, and a ceiling fan.

6. Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
The price is S$191
includes taxes & fees
15 Oct - 16 Oct
Cozy Modern Studio
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.

7. 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 S$280
includes taxes & fees
1 Oct - 2 Oct
The Front Porch
A compact living space with a kitchenette, a dining area, and a seating area with a couch and chairs.

8. 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 S$281
includes taxes & fees
11 Oct - 12 Oct
The Blue Aztec
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 S$349
includes taxes & fees
5 Oct - 6 Oct
The Contemporary
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.

10. 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 S$291
includes taxes & fees
12 Oct - 13 Oct
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

Lakeside Inn

Lakeside Inn

10/10 Excellent
"Location/proximity to Town"
Antonio 2-night trip
Posted 16 hours ago
Lakeside Inn

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