
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.

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.
Absolute Harbourfront Apartment with Fabulous Panoramic Views
Magnificent piece of paradise at the waters' edge. Heart stopping views from every room (Guest 2017) Bright & sunny, idyllic waterfront sanctuary Separate home office All linens and unit professionally cleaned Alfresco balcony perfect for drinks/meals BBQ dining, sun lounges, harbour pool Onsite parking: max. car height 1.7 metres Bus & ferry close Fireworks often seen, spectacular on New Year's Eve & Australia Day Peaceful by day, stunning by night Come and chill out – you won't want to leave!

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

Spa Serenity Cottage with Private Pool & Spa
This is a 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, we live in the main house at the front. While you may occasionally hear us, we’re very quiet and respectful of your space. Please respect the neighbourhood while you are listening to your music and keep the noise down. Your retreat is fully private, we absolutely respect that.

"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.

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.

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.

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.

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!
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.

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.

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.
Popular amenities for Southern Sydney rentals with a pool
House rentals with a pool

The Lodge Thirroul - Main house

Cozy 2 bedrooms Grannyflat with air-con & pool

Nature Meets Luxury| Pool

The Cottage at Trincomalee

Collaroy Luxe Pool House

Beautiful house in Sylvania Waters

Spacious 4B House & Pool & GameRoom & Nr Grocery
Private Luxury Apartment Sitting atop Pittwater
Apartment rentals with a pool

The Pacific View Studio Penthouse Suite

Darling Harbour Breeze with car park

Quiet Living•Family Friendly•Netflix•Free Parking

Lovely One Bedroom + Study with Infinity Pool

Waterfront Apartment on a quiet cul-de-sac

Darling Harbour Apart Waterview near ICC and Star

Fantastic Sydney CBD with View

Spacious apartment with huge undercover balcony
Other holiday rentals with a pool

Lakeview Luxury 3Bedrm Apt/Wolli Creek/Airport/CBD

Scandinavian Style Granny Flat

Luxury heated Pool Retreat

Luxury Oceanfront getaway

Caringbah south studio

Boathouse on the Waterfront

Supreme Sydney Rocks Suite + Spectacular Pool View

Luxury Apt with Stunning Harbour Views !
Destinations to explore
- Sydney Holiday rentals
- Blue Mountains Holiday rentals
- Sydney Harbour Holiday rentals
- Hunter valley Holiday rentals
- South West Holiday rentals
- Bondi Beach Holiday rentals
- Mid North Coast Holiday rentals
- Canberra Holiday rentals
- Manly Holiday rentals
- Central Coast Holiday rentals
- Wollongong Holiday rentals
- Surry Hills Holiday rentals
- Private suite rentals Southern Sydney
- Serviced apartment rentals Southern Sydney
- Flat rentals Southern Sydney
- House rentals Southern Sydney
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- Rentals with lake access Southern Sydney
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- Hotel rooms Southern Sydney
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- Rentals with a sauna Southern Sydney
- Rentals with beach access Southern Sydney
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- Rentals with pools Australia
- Manly Beach
- Tamarama Beach
- Icc Sydney
- Sydney Opera House
- Sydney Town Hall
- Darling Harbour
- Bronte Beach
- Avalon Beach
- Wollongong Beach
- Terrigal Beach
- South Cronulla Beach
- Maroubra Beach
- The University of Sydney
- Clovelly Beach
- Werri Beach
- Qudos Bank Arena
- Accor Stadium
- Copacabana Beach
- Sydney Harbour Bridge
- Dee Why Beach
- Hordern Pavilion
- Newport Beach
- Mona Vale Beach
- Freshwater Beach




