Live Oak Island holiday rentals

We found 264 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Live Oak Island

Showing deals for:1 Jan - 8 Jan

Property grounds
Marina
Interior
Exterior
Exceptional
(73 reviews)

Downtown Floating Bungalow Historic Sanford Lake Monroe Marina

Sanford

8% off
AU$1,904
for 7 nights, 1 houseboat
AU$272 per night
includes taxes & fees
Downtown Floating Bungalow Historic Sanford Lake Monroe Marina
Interior
Marina
Marina
Private kitchen
Exceptional
(35 reviews)

Luxury Floating House - Boat Tree Marina on St. John’s River, Sanford

Sanford

8% off
AU$1,586
for 7 nights, 1 houseboat
AU$227 per night
includes taxes & fees
Luxury Floating House - Boat Tree Marina on St. John’s River, Sanford
Chef’s kitchen w/2 refrigerators, dish washers,sinks,commercial hood &Wolf range
Fire pit with seating
Interior
Open floor plan with kitchen/ dining/ family room
Exceptional
(30 reviews)

Mediterranean/Spanish Estate Home on Lake Sidney

Deltona

7% off
AU$5,105
for 7 nights, 1 home
AU$729 per night
includes taxes & fees
Mediterranean/Spanish Estate Home on Lake Sidney
Private kitchen
Room
Dining
Living area
Exceptional
(19 reviews)

Sanford's Sunset - Pet-friendly home, 4BR/sleeps 10

Lake Mary

8% off
AU$3,774
for 7 nights, 1 home
AU$539 per night
includes taxes & fees
Sanford's Sunset - Pet-friendly home, 4BR/sleeps 10
Interior
Property grounds
Living area
Private kitchen
Exceptional
(8 reviews)

Trailhouse Retreat with Hot Tub, Firepit & Bikes

Sanford

7% off
AU$3,252
for 7 nights, 1 home
AU$465 per night
includes taxes & fees
Trailhouse Retreat with Hot Tub, Firepit & Bikes
Living area
Property grounds
Living area
Room
Exceptional
(14 reviews)

Stylish 2BR Downtown DeLand • Outdoor Fire Pit & Relaxed Vibes

DeLand

12% off
AU$1,647
for 7 nights, 1 home
AU$235 per night
includes taxes & fees
Stylish 2BR Downtown DeLand • Outdoor Fire Pit & Relaxed Vibes
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Live Oak Island getaway

Learn about the unique charm of Live Oak Island with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Live Oak Island

Are you hoping to find things to do while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Live Oak Island has to offer. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Central Florida Zoo & Botanical Gardens (7.4 mi / 12 km)
  • David Disney Tennis Center (7.7 mi / 12.4 km)
  • Mayfair Country Club (10.3 mi / 16.6 km)
  • Black Bear Golf Club (11.1 mi / 17.8 km)
  • King's Landing (13.3 mi / 21.5 km)
  • Country Club of Mount Dora (17 mi / 27.3 km)

Exploring the natural features in Live Oak Island

Whether you're an outdoor enthusiast or just want to take in the scenery, Live Oak Island is a great place to get out in nature. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Black Bear Wilderness Area (5.8 mi / 9.4 km)
  • Sylvan Lake Park (8.4 mi / 13.4 km)
  • Lake Monroe (8.4 mi / 13.6 km)
  • Rock Springs Run (13.8 mi / 22.2 km)
  • Boombah-Soldiers Creek Park (14.4 mi / 23.2 km)
  • Lake Woodruff National Wildlife Refuge (14.6 mi / 23.5 km)

Frequently asked questions

How much does it cost to rent a holiday home in Live Oak Island?
Property type, length of stay and time of year are some of the things that can influence the price of a holiday home. Simply click on your dates of travel to find your ideal match. From comfy cabins to expansive villas, all Stayz holiday homes offer terrific value.
How much does it cost to rent a beach house in Live Oak Island?
When you travel and the style and size of the property will determine the cost of your beachside stay. Type in your Live Oak Island travel dates to see all your options on Stayz. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use the filters to pick the features and amenities you want in your beach house.
How old do you have to be to rent a holiday home in Live Oak Island?
The minimum age allowed can vary across properties on Stayz, so be sure to look at the rules of the holiday home in Live Oak Island you're interested in. But usually, it's 16, 18 or 21.
How long can I rent a holiday home in Live Oak Island for?
How long you can rent a holiday home in Live Oak Island is down to the property. Simply enter your selected travel dates to view a list of options offering extended stays. With many features like laundries and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to get somewhere just right to call your home away from home in Live Oak Island.

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