Villa vacation rentals in Southern Highlands

Adrift. Contemporary beachfront luxury.

Directly opposite Hordern's Beach, discover Adrift's contemporary, spacious & light-filled pavilion-style accomodation. Enjoy breathtaking beach views & spectacular sunsets from the balconies. Brand new carefully-curated furniture & furnishings throughout. Steps to the sand, local cafes & shops. Gentle walking distance to Gunyah & Jibbon Beaches, bushwalks, whale watching & to Bundeena wharf for a ferry ride to Cronulla. Only an hour from Sydney, you'll be adrift the moment you open the door!

Location · Access · Hospitality

Ryokan Names

Nom’s Ryokan (in Japanese means traditional inn), is a private semi-detached 2 storey villa nestled between an awe-inspiring escarpment and a stunning beach in Stanwell Park. Located 150m from the beach or Baird Park, 600m to the local cafes with access to the iconic Grand Pacific Walk right on your doorstep (about a 4km walk to the Sea Cliff Bridge). Enjoy a coastal escape, connect with nature, treat yourself to local tastes, adventure with plenty of activities in the region or simply relax.

Location · Family · Air conditioning

The Hidden Door Bowral Villa -the❤️of Old Bowral

Our architect designed Villa is a flat 3 minute walk to the heart of Old Bowral with 2 bedrooms featuring new Super King Bed and new King Bed that can be split into Two Single Beds. Perfect for golfing weekends, wedding guests, girls' weekends, romantic weekends, families and business travellers etc. We are also Pet Friendly. For larger groups, we have 3 properties which are only a couple of minutes walk from the heart of Old Bowral that can accommodate up to 14 people as detailed below.

Family · Location · Parking

Amaroo Valley Springs Luxury Stays - Highcliff

Highcliff Luxury Villa. Exceptional Views & Ultimate Comfort. Adults Only. Welcome to Amaroo Valley Springs, an adults-only retreat in the Southern Highlands — the perfect place to relax and unwind whilst enjoying spectacular views and ultimate comfort. Highcliff is a 1-2 bedroom luxury villa for up to 4 guests, featuring king-size beds and offering everything you need for a memorable stay—you may never want to leave... We look forward to welcoming you. See you soon... Andy & Mark

Value · Location · Comfort

Palya @ Jingella - EcoLuxe Villa - Kangaroo Valley

Jingella Estate, Kangaroo Valley offers new luxury country modern style accommodation - stunning views from every room & unique off-grid experience on 146 acres - private golf course nature walks & wild swimming in private creek rock pool. PALYA is a 2 bed villa sleeping up to 4. Rate is for one bedroom unless you book for 3-4 King beds unless you ask to split them at booking time Ensuites Covered patio Log fire Firepit Aircon TV Wifi BBQ Towels & linen Garment steamer

Location · Family · Indoor spaces

Jacaranda at Barranca - Luxury Villa

Jacaranda is a exquisite 2 bedroom + 2 bathroom villa that sleeps up to 4 guests. Jacaranda has the perfect mix of architectural luxury and country living. barranca in Kangaroo Valley is an exclusive retreat offering luxury accommodation for the discerning traveller. Set on 1,000 acres in a rural paradise framed by an amazing amphitheatre of sandstone escarpments that enclose a lush river valley, rich and diverse with wildlife and glorious temperate rainforests.

Location · Value · River

Fig View | Luxury Coastal Vineyard Villa

Escape to Crooked River Estate—where vineyard views and rolling landscape meets the Pacific Ocean. Wake up above the vines with the sunrise over the ocean and unwind with a glass of wine as the sun sets over the valley. Fig View is a private villa with its own plunge pool, expansive deck and sweeping views across the vineyard, valley and ocean beyond. Designed for couples, family or small groups, it’s the perfect place to unwind, explore and reconnect.

Location · Family · Access

Wattamolla Lodge

Our lodges offer a private, self-contained getaway in the midst of the beautiful countryside, just 10 minutes drive from historic Berry village. Each lodge has been thoughtfully positioned in a secluded spot within the stunning grounds of The Drawing Rooms of Berry, nestled on Woodhill Mountain and close to the famous Drawing Room Rocks bushwalk. Each lodge offers 2 bedrooms, 2 bathrooms, a kitchen, dining and living area, along with a mini laundry.

Location · Family · Comfort

AVALON at HUSKISSON

Fully self contained NEW MODERN villa with own parking at entry and seperate driveway. Comfortable KING BED with luxurious white linen. Large living room, kitchenette, bathroom with bath sheets, fully equipped laundry, outdoor area, air conditioning and ceiling fans FREE WI-FI. A 5 minute walk to the main street (Owen St) Huskisson, which is home to Husky Pictures, Boutique Shops, Cafes, Restaurants, Clubs & The Famous Husky Pub.

Value · Location · Beach

The Villa @ The Vale Penrose

Set on five acres of beautifully landscaped grounds in the Southern Highlands, The Villa @ The Vale Penrose is a refined country escape designed for couples seeking space, privacy, and understated luxury. Part of The Vale Penrose—an established boutique farm stay welcoming guests since 2019—the Villa offers a balance of contemporary design and rural tranquillity, with expansive interiors and uninterrupted views over rolling hills.

Family · Value · Indoor spaces

Woonona Beach Villa Family & Pet friendly.

Family & Pet friendly Villa 5 min walk to the Beach Close to Panorama House Wedding Venue. Enjoy the Beach, Cafes & Parks while staying in a Modern, Super Clean, Beach Villa Private with FREE Parking onsite Woonona Beach & Rock Pool, Cafes & Park a short 5 min walk 1 min walk to train station with easy access to Airport, City, Uni & Wollongong City Groceries, Post Office, Bottle O, Bakery Newsagent, Fish n Chips 2 min walk

Value · Family · Check-in

ARUNA Estate Luxury Farm Villa

ARUNA Estate is a rural retreat, offering an escape from the everyday, just 90 minutes out of Sydney or Canberra. We have 4 Villas on the property, as well as 2 off-grid cabins, and offer a taste of the highlands with a generous hamper of local wine and produce. We run sheep and boast a 4-acre ‘no till regenerative’ garden, with local small-scale farmers, Two Birds Farm.

Family · Location · Accuracy