Holiday rentals with a pool in Southern Sydney

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!

Value · Location · TV

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.

Family · Location · Check-in

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

Family · Value · Condition

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.

Family · Value · Kitchen

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.

Family · Location · Long stay

"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.

Family · Value · Pool

urban serenity: quiet stay in central Sydney

Welcome to your perfect Sydney getaway! Located in the vibrant heart of the city, our stylish apartment offers a blend of comfort, convenience, and luxury, making it the ideal base for both business and leisure travelers.This beautiful apartment features open-plan living, contemporary furnishings, and large windows that flood the space with natural light. Whether you’re unwinding after a day of exploring or catching up on work, the space is designed for both relaxation and productivity.

Location · Family · Sleep quality

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.

Location · Family · Parks

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.

Value · Family · Access

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.

Value · Family · Walkability

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.

Location · Family · Outdoor spaces

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!

Value · Family · Condition