Vacation rentals with a pool in Southern Sydney

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Southern Sydney

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

A spacious outdoor area presents a shimmering pool surrounded by tiled decking. The pristine white exterior of the villa contrasts with the blue water. Large windows and decorative arches are visible, contributing to the elegant architectural style. Lush palm trees provide a tropical feel.

Villa in East Killara

Killara Luxurious 8BR House 360 degree view

This luxurious building is one of the only one thousandth of a huge villa in Sydney, with an interior size of 716 m2. Located at the highest point of the area, this stunning and popular property overlooks the magnificent mountain views and the city and sea in the distance, complementing the natural environment. The villa has 1 banquet hall, 1 living room, 1 dining room, bar, BBQ area, 360 degree scenic terrace and 3 outdoor lounge areas. It is located in a quiet neighborhood where you can enjoy the singing of birds and the breeze at any time. The neighborhood is safe and the neighbors are friendly. The pool is spacious. Parking is very convenient, free street parking is available in front of the door. This villa is built with double brick concrete, it is stable and durable, cool in the summer and warm in the winter. The 8 bedrooms are each equipped with individual split air conditioners to ensure a comfortable stay and prevent cross-contamination. The living room is equipped with a natural gas heater. The villa also has 2 full kitchens and 1 small kitchen, so you can cook inside and outside. Fully equipped with everyday utensils, the entire property is luxurious, elegant, comfortable, clean, and the surrounding view is stunning, loved by everyone. You can eliminate fatigue, relax and have wonderful dreams here. The Host will try their best to accommodate your needs and warmly welcomes you.

LocationValueHeating

4.92 out of 5 average rating, 101 reviews

Top guest favorite

An indoor pool area is framed by large glass panels, offering a view of the iconic Sydney Harbour Bridge. Comfortable seating is positioned nearby, allowing for relaxation while enjoying the scenery. The space features elegant columns and subtle greenery, creating a soothing atmosphere.

Apartment in The Rocks

Supreme Sydney Rocks Suite + Spectacular Pool View

Wake up to Sydney’s harbourside magic. Step into the heart of The Rocks - moments to our panoramic Circular Quay and the breathtaking Opera House. Walk to George Street or Barangaroo where Sydney's best bars & restaurants are all waiting to be experienced. Find in house dining or stroll to public transport for ferries to visit Manly or Taronga Zoo. Indulge in sophistication and immerse yourself in the vibrant cityscape. Note: the balcony and view are located upstairs with the shared pool.

ValueLocationPool

5.0 out of 5 average rating, 192 reviews

Guest favorite

A cozy seating area features two plush armchairs positioned near a large window, providing unobstructed views of the ocean and cliffs. A small side table holds two glasses of wine, and a potted plant adds a touch of greenery.

Apartment in Vaucluse

Stunning 1bdr w/ Amazing View

Bright and airy one bedroom apartment nestled on top of Diamond Bay Cliffs with breathtaking ocean views. The stunning view overlooking the cliffs and the soothing sound of waves, provide an incredible connection to the ocean from awe inspiring sunrises to frolicking whales throughout the day. Relax with a wine or coffee in this beautifully styled home surrounded in comfort and serenity. Take a dip in the pool overlooking the ocean or take a walk along the cliff walkway. Free street parking

ValueLocationDecor

4.95 out of 5 average rating, 133 reviews

Guest favorite

Guesthouse in Leichhardt

Boutique Cottage | Pool | 15 mins to Sydney CBD

Your Private Boutique Cottage Tucked away in a peaceful leafy garden just 15 minutes from Sydney CBD, Mr Muddy Lion is a private cottage designed for travellers seeking comfort, privacy and thoughtful luxury. Enjoy free onsite parking, Sheridan linen and towels, Thankyou amenities and full use of the swimming pool. Optional paid extras include heated spa experiences from $45 per couple, continental breakfast from $25 per person and airport transfers from $75 one way. Full details below.

LocationFamilyDecor

4.87 out of 5 average rating, 112 reviews

Guest favorite

The open-plan studio features a comfortable seating area with a soft blue sofa adorned with decorative pillows. A round coffee table sits in front, surrounded by a light area rug, while large windows allow natural light to fill the space, drawing attention to the outdoor views.

Guesthouse in Bundeena

That Beach Shack - Tranquil Pool & Beach Getaway

Kick back and relax in this calm, stylish space. Capturing the spirit of that classic beach shack, this bright & breezy open plan studio is set at the back of a lush and tranquil block. The studio opens up to a small courtyard with views directly over the in-ground salt water pool and the hundred year old fig tree. There is an outdoor covered dining area which connects to the outdoor shower room and outdoor private toilet. That Beach Shack suits singles or couples for the perfect getaway.

ValueLocationNearby

4.9 out of 5 average rating, 223 reviews

Superhost

A modern lounge area features a grey sofa with orange accent pillows, paired with a light wooden coffee table. A flat-screen TV is set on a light wooden side unit. Large windows allow natural light and views of the surroundings.

Apartment in Hurstville

2BR Apt: View, 2 Free Parking, Pool, Gym, Netflix

It's great for a staycation, as a work-from-home alternative, or for families. High-end apartment with city view & 2 car parking. High level with expansive city view. Woolworths is downstairs.Only 5 mins walk from the train station.2 bedrooms both with 2 Queen size bed n pull out sofa bed. Windows overlooking the beautiful city day and night. Swimming pool and Gym in the building. Walk distance to Westfield Shopping Centre, Supermarkets n 100+Restaurants.20mins to Sydney CBD by train.

ValueFamilyDecor

4.83 out of 5 average rating, 422 reviews

Top guest favorite

Apartment in Surry Hills

Hyde Park Tree-Top Views

A home away from home Located in Sydney CBD in Hyde Park Plaza - on the corner of Oxford st. and College st. Next to museum train station. You could not get a better location in the city. 333 bus to bondi , bottle shop, cafes just downstairs. This one bedroom unit is offering a really comfortable stay with excellent views. Perfect for business or a few nights' stay away to recharge but be aware of city noise ! If you have any requests please don’t hesitate to let me know.

FamilyLocationPool

4.98 out of 5 average rating, 136 reviews

Guest favorite

Apartment in Darlinghurst

Central l Pool l Rooftop Harbour Views

My “small” one bedroom apartment is centrally located to every area of the inner city, sprinkled with cafes, parks, bars and restaurants. This 1930's art deco building has a lift and an amazing rooftop terrace with pool and fantastic views of Sydney harbour. If you have an early flight you’re welcome to drop off your luggage earlier and make use of the shower and bathroom in my massage studio next door in 502. This service is also available for luggage storage after check out.

FamilyLocationDecor

4.85 out of 5 average rating, 991 reviews

Top guest favorite

Guesthouse in Engadine

Engadine Guesthouse Retreat / Pool & Outback Bar

Comfortable, self-contained guest house behind and separate to our family home, with access to the pool, pergola with egg chairs and bar/entertainment area. In the leafy suburb of Engadine, in Sydney's south, our property is located on the doorstep of the Royal National Park and Heathcote National Park. Either relax by the pool and bar or spend the day walking in the National Parks (or both), or simply stay with us if you're looking for a comfortable bed in the area.

LocationValueParking

4.95 out of 5 average rating, 227 reviews

Guest favorite

A serene outdoor space showcases a mix of tiled and grassy areas surrounded by lush greenery. Large glass doors lead into the guest house, while potted plants and flowering shrubs add a touch of nature to the inviting environment.

Guesthouse in Caringbah South

Free Standing Guest House, Private Outdoor Area

This guest house is very private. It is free standing and has its own ‘no stair’ side access. Walk straight on in. Best suited to singles, couple’s or young families. The lounge and dining area are spacious & the kitchenette comes with all the basic appliances to prepare meals. Out side is your own laundry, and share fireplace & swimming pool. Cronulla beach is 10 minutes' drive away and Caringbah Shopping Centre and Train Station are just a 10 to 15 minute walk.

ValueFamilyCheck-in

4.81 out of 5 average rating, 165 reviews

Guest favorite

A tranquil view is presented from the outdoor pool area, showcasing a curvy pool reflecting the twilight sky. Lush greenery surrounds the space, and adjacent to the pool, a stylish house offers expansive glass doors leading into the interior, creating a seamless indoor-outdoor connection.

Home in Seaforth

World Class Villa HarbourView Private Beach Manly

Sitting in an exclusive harbourfront cul-de-sac, you will have a great time with your family and friends in this resort style house. Convenient and close to the shops, restaurants, beaches and reserves. Plenty of local spots for having family time with the children. Spectacular harbour and city skyline view, grand entertainment area and pool cabana, Manhattan stylish courtyard in holiday vibes. We are looking forward to your reservation for a relaxing getaway!

ValueLocationNearby

4.83 out of 5 average rating, 160 reviews

Top guest favorite

Guesthouse in Gymea

The Granny Flat

The Granny Flat has all the comforts of home including separate bathroom and toilet, kitchen with plates, cups, cutlery etc, a fridge, electric frypan, toaster, coffee machine and kettle. Sit back on the comfy leather lounge and enjoy watching Foxtel on the large screen television. We have a lovely swimming pool which you are welcome to use. It is always pleasant sitting outside the Granny Flat enjoying your early morning cuppa listening to the birds.

ValueFamilyAir conditioning

4.94 out of 5 average rating, 341 reviews