
Vacation rentals with a pool in Southern Highlands
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Southern Highlands
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Nostalgia Retreat- Panoramic Views
Take in the extraordinary views from our comfortable one bedroom cabin adjoining the stunning Kangaroo Valley Golf Course. Nostalgia Retreat has a new queen size bed with quality bed linen ,wall mounted TV and claw foot bath.There is a separate shower, Air conditioning ,Foxtel and parking for two cars wifi Swimming pool ,tennis courts and restaurant are available for guests enjoyment . Kangaroos and wombats are on your doorstep . 5 Mins drive from KV village,cafes ,shops and historic bridge.

Romantic hideaway at HAMPDEN HOUSE
This magnificent country home provides a blessed setting for an unforgettable Kangaroo Valley experience .The comforts of modern country living with all the charm of yesteryear .Your own private POOL,sun dried linen wood fire ,treats of French bubbly and locally handmade chocolates await you .WiFi,coffee machine ,three acres of gardens and lawns,RIVER FRONTAGE .Hampden House is only a 10 min stroll or bike ride to the village and get remains a peaceful little world of its own. PID-STRA-589

"Seacliff" - Cliff Top Beach House
"Seacliff Otford" is just 60mins from Sydney CBD yet feels a million miles away. The house is on 2 acres, perched on the top of a hill, enjoying panoramic ocean views. Living areas face north enjoying all year sun . The lounge includes a log fire. There is a separate TV room, 4 double bedrooms, 2 bathrooms. The property includes a heated swimming pool (in summer) with large deck, lawned areas and a tennis court. STRICTLY 8 PEOPLE MAXIMUM, NO PARTIES, BUCKS WEEKENDS OR FUNCTIONS.

The Treehouse Kangaroo Valley on Kangaroo River
The Treehouse offers picturesque Glamping perched over Kangaroo River in the Heart of Kangaroo Valley. It has a beautiful large stone outdoor bath to soak in set amongst the canopy of the gum trees. The Treehouse Kangaroo Valley sleeps up to 4 adults(2 couples) or really close friends & is an ADULTS ONLY retreat. We offer great value as we use Airbnb Smart Market Pricing. PETS: considered on application only. Enquire PRIOR TO BOOKING for our T and C to see if your pet qualifies.

Breathe again, Cabin cuteness, entire cottage
This is a little piece of heaven, a moment for some tranquillity nestled within the Kangaroo Valley Golf Retreat located on the Golf Course. A short stroll to the pool. Volleyball. court all walking distance. 2 new tennis courts Walking distance to volleyball court, Giant chess set Badminton court & Swimming pool. Dive in. Quality inclusions. We are 4km from town. Single nite stays permitted.

ARUNA Estate off-grid cabins
ARUNA Cabins provide the ultimate off-grid experience. Nestled amongst the Australian Scribbly Gums, it offers a bush view, down to the River. If you want to get as far as possible from the bustling world, the ARUNA cabin is for you. Custom built for their bush location, our cabins provide a stylish and snug escape. They are completely off grid so you can ensure your total freedom from the everyday.

Exclusive Mt Hay Retreat, Berry
Multi Award winning, family owned and operated Mt Hay Retreat is unique, private and ultra exclusive. A boutique escape that is simply second to none. With only a handful of individual residences, each luxury suite is filled with natural light and has been designed as your own private escape. Please note that we are unable to welcome guests aged under 18 years or pets of any kind.

Mercer Cottage at Silvermist Farm South Coast
Mercer Cottage at Silvermist — a light-filled, contemporary retreat with vaulted ceilings, designer touches, and sweeping mountain views. Relax on the sun deck, dine outdoors, take a dip in your private plunge pool, and unwind by the fire pit. Perfectly located between Berry’s boutique cafés and the golden sands of Seven Mile & Gerroa Beaches.

The Annexe at Beatrice Park, Bowral
Welcome to The Annexe at Beatrice Park Perfect for Couples or Solo Travelers Nestled within the heritage-listed gardens of Beatrice Park, The Annexe offers a private retreat ideal for a weekend escape or an extended stay. Whether you're here for leisure or business, you’ll find The Annexe a tranquil and comfortable home away from home.

Martha's Villa - panoramic, peaceful location
Please note, as Martha’s is advertised across multiple platforms and is able to be booked directly by searching for Martha’s Kangaroo Valley, your booking is not confirmed until you receive a booking confirmation from Airbnb. Treat yourself to an unforgettable, ambient escape with breathtaking views at all times of the day.

Studio 22 at The Basin
Quiet residential area within minutes of St Georges Basin, Country Club and shopping centres. Short drive to beaches in Jervis Bay and the National Park. Lots of walking trails and activities. Most activities (stand up paddling, kayaking, surfing, bike riding, etc) are based at Huskisson which is a 10-15 minute drive away.

Spacious Unit on Horse Property
Self-contained,attached,modern,spacious, 1 bedroom unit with kitchen on picturesque horse property. Dam, chicken coop, vegetable garden, use of inground pool and BBQ.10min to historic Berrima, 15 to Bowral & Mittagong. Close to Vineyards and Horse Trials. 2hrs to Canberra, 1.5hrs to Sydney Airport. 1.15hrs to SIEC.
Popular amenities for Southern Highlands rentals with a pool
House rentals with a pool

Austi coastal home views and pool

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Condo rentals with a pool

The Pacific View Studio Penthouse Suite

Absolute Beach front accommodation.

Golf View Villa Bowral

"Orana" to The 'Gong

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That Beach Shack - Tranquil Pool & Beach Getaway

Shoalhaven River View Guest House

Cuttaway Cottage

Farm stay at Melaleuca cottage

Allambie Gums... a resting place

Poolside Guesthouse

Contemporary country 89 acre farm home with pool
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- Wollongong Beach
- Werri Beach
- Bulli Beach
- Coledale Beach
- Austinmer Beach
- Windang Beach
- South Beach
- Warilla Beach
- Wombarra Beach
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- Bombo Beach
- Jamberoo Action Park
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- Sea Cliff Bridge
- Towradgi Beach
- Bowral Golf Club
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- Kendalls Beach
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- Nowra Aquatic Park




