Holiday houses in Southern Sydney

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Top-rated holiday rentals in Southern Sydney

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

Home in Jannali

4.99 out of 5 average rating, 147 reviews

Cosy Getaway with Spa

Welcome to your private getaway. You'll be delighted by the cosy, comfortable, and quiet surroundings of our air-conditioned 1 bedroom home. You'll love the fully-equipped kitchen, mature gardens, outdoor pergola and BBQ area as well as the heated spa which you can enjoy all year round. After a restful night in the comfy Queen Bed with luxury linen you may stay and relax or explore further afield. The 5 minute walk to the train station, cafes, restaurants and shops makes this a breeze.

Guest favourite

Guest suite in Kareela

4.74 out of 5 average rating, 234 reviews

Comfort @ Kareela, Sutherland Shire

Quiet, leafy hideaway in the suburbs. Private studio with kitchenette, separate entrance and own separate bathroom. Comfy Queen bed and a Single bed (divan) for a third person or child. Basic breakfast provided for your first morning. Fresh sun dried linen and, extra blankets, pillows and towels Kitchenette has bench space, full sink, microwave, toaster and kettle. Located 35 min car to airport, 40 min train to city or airport. 25 min walk to Gymea, Kirrawee stations. Off street parking.

Top Guest favourite

Apartment in Caringbah

5 out of 5 average rating, 11 reviews

Bright ‘Coastal Boho’ 2 bdrm UNIT w/pool & garage

Visit the beautiful Sutherland Shire & relax in my well located unit in Caringbah. 2 bedrooms, security building with lift. Enjoy balcony views overlooking the pool & a bright & green outlook to the tree tops. Comfortable beds, beautiful linens & a stylish coastal vibe throughout. Also includes a secure garage & visitor parking. Short walk to shops, supermarkets, cafes, pubs, restaurants the train Station * 2 train stops to the beautiful Cronulla Beaches * 35 min by train to Sydney CBD

Guest favourite

Holiday home in Maianbar

4.96 out of 5 average rating, 188 reviews

Magical Maianbar Retreat

Rated one of the top 14 Airbnb's in Sydney by Urban Space. Light filled studio brimming with flowers & ferns, & a glorious stone bath for two. Opening onto extensive gardens with beach access from garden gate. All essentials: En-suite, kitchenette including microwave, toaster, coffee machine & jug. Adjacent undercover BBQ & gas ring. Organics products & fresh fruits included with breakfast. Please advise if gluten or lactose free. NB: Adult's only retreat, no children or pets.

Guest favourite

Guest suite in Sutherland

4.94 out of 5 average rating, 54 reviews

River valley views

Enjoy a peaceful getaway in the Shire! Our modern and comfortable studio is located on the doorstep to the beautiful Royal National Park. It features: ⭐ Own entrance and private bathroom. ⭐ Private deck with scenic views of the Woronora river and valley. Enjoy the sounds and sights of the local bird life with your morning coffee, or as the sun sets. ⭐ Quiet cul-de-sac location. ⭐ Lots of natural light. ⭐ On-site parking. ⭐ Perfect for couples, singles, work trips, weekend getaways.

Top Guest favourite

Guesthouse in Maianbar

4.93 out of 5 average rating, 114 reviews

The Garden Studio. A haven for Nature Lovers.

The Garden Studio, is a modern one-bedroom retreat in the Royal National Park, south Sydney. Surrounded by pristine bushland and beaches, this peaceful hideaway offers a perfect blend of nature and comfort. Enjoy the open-plan kitchen and lounge that leads to a covered deck overlooking your private garden. Upstairs, the cozy loft bedroom with en-suite opens to a sunny deck, ideal for soaking in the natural beauty. A short drive from Sydney, The Garden Studio is your ideal getaway!

Top Guest favourite

Guesthouse in Caringbah South

4.8 out of 5 average rating, 147 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

Guesthouse in Gymea

4.95 out of 5 average rating, 279 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.

Top Guest favourite

Guesthouse in Engadine

4.94 out of 5 average rating, 181 reviews

Suburban Bush Retreat Guest House

Comfortable, small 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

Guest suite in Grays Point

4.95 out of 5 average rating, 41 reviews

River Retreat

A beautiful, serene retreat where you don’t have to travel too far to get away from it all. It is fully self contained with direct access to the yard. You’re welcome to use the 2-person kayak and discover the beautiful Port Hacking River that runs along our boundary. Entry to the stunning Royal National Park is just a 10min walk. 5min walk to the famous “Jack Gray” cafe.

Top Guest favourite

Apartment in Cronulla

4.97 out of 5 average rating, 71 reviews

Beach-side 1 bedroom apartment.

The perfect place to base yourself for a beach escape. Located just across the road from Eloura beach. This 1 bedroom apartment has an open plan living space with a private terrace and front balcony to enjoy the amazing sunsets. 10 minute walk from Cronulla shops where you will be spoilt for choice when it comes to shopping, dining and lifestyle options.

Superhost

Cabin in Bundeena

4.84 out of 5 average rating, 701 reviews

Bundeena Beach Shack with view.

Bundeena Beach Shack is a 1950's fibro cabin with a view over Simpson's Bay. The shack is situated high above the beach and has a new deck with an outside bath. Part of the deck is undercover and there is a table, chairs, a gas BBQ. The beach is a few minutes walk along the bush track across the road.