Holiday 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 favourite
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.
Guest house in Bundeena
4.9 out of 5 average rating, 172 reviews

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 a second 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.

Guest favourite
A modern kitchen area features a dark stone countertop, with a kettle and decorative plant positioned near a large glass window. Beyond the window, a private pool is visible, surrounded by wooden decking and tropical trees, creating a serene outdoor space.
Tiny home in Seaforth
4.89 out of 5 average rating, 248 reviews

Spa Serenity Cottage with Private Pool & Spa

This is a designer-furnished Granny Flat located at the back of our property, with its own private entrance and complete privacy. The pool, spa, and backyard are exclusively yours — no one else shares these spaces. Just so you’re aware, my wife and I live in the main house at the front. While you may occasionally hear us, we’re very quiet and respectful of your space. Your retreat is fully private, we absolutely respect that. Feel free to reach out with any questions we’re here if you need us

Guest favourite
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.
Flat in Vaucluse
4.96 out of 5 average rating, 100 reviews

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

Guest favourite
The outdoor area features a heated swimming pool surrounded by a sun deck with lounge chairs. Umbrellas provide shade, while steps lead from the deck to the house. Panoramic ocean views are visible in the background, enhancing the space's serene atmosphere.
Home in Otford
4.92 out of 5 average rating, 155 reviews

"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.

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.
Flat in Hurstville
4.84 out of 5 average rating, 381 reviews

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.

Top guest favourite
An outdoor dining area is set with a white tablecloth, adorned with elegant dinnerware and glassware. Fresh flowers are arranged in a vase, while soft lighting enhances the lush greenery in the background. Intimate seating is visible, providing a serene atmosphere.
Guest house in Saint Ives
4.99 out of 5 average rating, 113 reviews

Luxury Garden Cottage Retreat - Romantic & Restful

Arriving through antique gates, wander down wisteria covered walkway to your home away from home. Outdoor tiled undercover area with dining/living space, lit in evenings with silk lanterns invite you outside for a special occasion. Light-filled cottage, open plan living/dining area. Bedroom boasts plush queen bed for a blissful nights' sleep. Bathroom invites indulgence with a rainforest shower. Fully equipped kitchen with washing machine. Thoughtful touches throughout.

Guest favourite
A modern container house is nestled among lush greenery, featuring wide balconies and large windows that invite natural light. The surrounding landscape includes tropical plants and trees, enhancing the sense of seclusion. A swimming pool is visible at the lower level, surrounded by outdoor seating.
Home in Church Point
4.96 out of 5 average rating, 158 reviews

Palm Pavilion: architectural rainforest retreat

45 minutes from the CBD, Palm Pavilion offers a boutique escape for connecting with loved ones or working in peace. This award-winning, multi-purpose container house is built on the edge of Ku-ring-gai Chase National Park, with a luxury feel and mindful architecture that centers on sustainability, seclusion and tranquility. Offering floor-to-ceiling rainforest views and a full suite of amenities, Palm Pavilion is an oasis for cutting out noise and sharing what matters.

Guest favourite
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.
Guest house in Caringbah South
4.81 out of 5 average rating, 154 reviews

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.

Top guest favourite
A clear view of the Granny Flat is presented, featuring a neatly landscaped yard and a welcoming swimming pool. The pool area includes a tiled surround, while palm trees frame the background, contributing to an outdoor space suitable for relaxation.
Guest house in Gymea
4.94 out of 5 average rating, 305 reviews

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.

Guest favourite
A spacious outdoor swimming pool is enhanced by a large golden inflatable duck floating on the water. The pool area is surrounded by well-manicured hedges and colorful foliage, with a modern guesthouse showcased in the background, featuring large windows that invite natural light.
Guest house in Berowra
4.99 out of 5 average rating, 120 reviews

Modern Luxuries Guesthouse.

Private, luxurious & fully self contained guesthouse in Berowra. A fabulous base for bushwalkers & wildlife watchers or if you just want a tranquil time out from busy life. Filled with every amenity you could possibly want plus loads of thoughtful touches. A large covered verandah overlooks the giant sparkling salt pool that's heated to approximately 27 degrees during spring and summer. Please note we exclusively host singles & couples.

Top guest favourite
The guest house presents a vibrant exterior adorned with greenery, complemented by window grilles. Potted plants line the wooden deck, which leads to the inviting pool area. Sunlight illuminates the structure, creating a warm ambiance in the outdoor space.
Guest house in Engadine
4.94 out of 5 average rating, 197 reviews

Suburban Bush Retreat Guest House

Comfortable, self-contained guest house behind and separate to our family home, with access to the pool and 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 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.

Top guest favourite
A spacious lounge area features a comfortable grey sofa positioned on a light-colored rug. Nearby, a dining table with black chairs and a kitchen area equipped with modern appliances are visible. Natural light floods the room through two skylights, enhancing the open layout.
Guest house in Mascot
4.95 out of 5 average rating, 238 reviews

Spacious 1 bedroom guesthouse

Light-filled, spacious, private, beautifully appointed guesthouse with everything you need for your stay. Huge open plan lounge, kitchen, dining. Queen bed. Cot for infants. Beautiful bathroom. Air-conditioning. Private sunny outdoor space with Weber BBQ. Access to pool. 5 mins to Airport. 10 mins to the beach. Free street parking. Suitable for 2 adults and one infant

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