Family-friendly holiday rentals in Annandale

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Top-rated family-friendly rentals in Annandale

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious living area features large windows that allow natural light to fill the room. A cozy sofa and an armchair are arranged around a round coffee table. A dining area with sleek chairs is visible in the background, complemented by stylish decor.
Loft in Surry Hills
4.94 out of 5 average rating, 146 reviews

unique pied-à-terre in surry hills

My apartment is the entire floor of a corner building in the heart of Surry Hills referred to as the French Quarter, it has 4 mt high ceilings and windows on all sides giving it a light airy feel. The open plan living space has a new architectually designed kitchen, dining, lounge and office space of gracious proportions with a Juliet balcony that overlooks a delicious community garden. The bedroom is spacious and opens onto a private roof terrace garden. The bathroom is generous and has a luxuriously deep bath. There is a separate fully equipped laundry. My apartment is decorated with an eclectic mix of designer furnishings and collected treasures to create a tranquil, luxurious sanctuary. The famous Bourke St bakery and Bill's Cafe are in the immediate vicinity as are Toko, Pizza Birra, Messina gelato and the delicious Crown St Organic Cafe. It is a short walk to Oxford St , the city ,Paddington ,Centennial Park and Central Station. You won't find a better location in Surry Hills.

Guest favourite
An open-plan living and dining area features a marble-topped table surrounded by elegant white chairs. Natural light floods the space through expansive floor-to-ceiling windows, highlighting the wooden floorboards and providing a view of the surrounding landscape.
Flat in Woolloomooloo
4.89 out of 5 average rating, 180 reviews

Stunning Unit City Harbour Views + Parking +BBQ

Beautifully designed and styled, open plan kitchen/lounge/dining with wrap around balcony facing north west, attracting the sun all year round. 2 stunning bathrooms. White washed floor boards throughout, painted in neutral colours creating a natural summer relaxed feel. The mood lighting enhances the night view/ambience of the apartment. State of the art kitchen, marble bench top, fabulous breakfast bar. Panoramic views of the City, Harbour Bridge, Sydney Harbour, Kings Cross, Potts Point.

Top guest favourite
The spacious balcony features sun loungers and a table setting, offering panoramic views of the beach and marina. A peaceful coastal landscape is visible, with trees framing the scene and boats anchored in the serene waters.
Flat in Clontarf
4.99 out of 5 average rating, 176 reviews

Harbour Hideaway

Beach front Luxury escape for 2 only. No parties allowed, it is on the lower level of our house, which overlooks Sydney Harbour, It has its own private entrance and is totally separate, it has direct access to the beach in Clontarf, there are 62 steps up to the apartment. We are on the Spit bridge to Manly walk which is stunning. Seaforth Village and Manly are close. Sandy bar cafe at the Marina and Bosk in Park, also a wide variety of first-class dining and shopping options are close by

Guest favourite
The garden chalet is surrounded by lush greenery, with a wooden facade and multiple glass doors. Natural light fills the interior space, while vibrant plants enhance the inviting outdoor atmosphere.
Guest house in Glebe
4.92 out of 5 average rating, 384 reviews

Leafy garden chalet in InnerWest with water views

Charming self-contained garden chalet in Inner Sydney in small leafy backyard off Blackwattle Bay. Access through house. Cook St is off Glebe Pt Rd with its cafes, pubs, bookshops, amenities, and Broadway Shopping Centre. 10 min walk thru park to TramSheds. Ferry to Barangaroo at bottom of road. Buses, lightrail to fish markets, Darling Harbour, markets, Central. Universities close. Friendly neighbours, parrots, possums, kookaburras. Happy dog, owner onsite. Will sleep 3 but 2 most comfortable.

Guest favourite
An inviting living space features a plush sofa adorned with cushions, complemented by an intricate area rug. Potted plants are strategically placed around the room, offering a sense of greenery. The open layout is enhanced by natural light, leading to the outdoor space through sliding doors.
Home in Redfern
4.96 out of 5 average rating, 114 reviews

Inner city cottage hideaway

The best of both worlds: Inner city cottage in a quiet subtropical oasis. A secure house with all the comfortable mod-cons you need & very close to all Sydney city has to offer. Staying here feels like a private refuge which is airy, open and steeped in green surrounds whilst being a perfect base for exploring hip Redfern and Inner Sydney. Redfern Station is a 5 min walk away, 10 to Central, and moments to beautiful parks, shops, bars & restaurants of Redfern. Airport is 12mins by train.

Guest favourite
A spacious bed is centered in the room, dressed in geometric patterned bedding. Soft lighting from two bedside lamps illuminates the setting, complementing a decorative pillow placed at the head of the bed. Neatly folded towels are arranged at the foot of the bed.
Flat in Balmain
4.81 out of 5 average rating, 101 reviews

"Balmain Stay" A Cozy 5 Star home away from home.

A delightful 5 STAR large one bedroom apartment nestled in the residential area between Rozelle and Balmain CBD's. The heart of Sydney inner city. Walking distance 500metres to Rozelle and Balmain CBD's. Only 100metres from the Balmain Hotel, The Welcome Hotel and The Baldrock Hotel. Even closer to takeaway shops and convenience stores. The Main bus stop is just 30 metres from front door taking you to Sydney CBD, Balmain CBD or Harbour Ferry. The perfect spot to enjoy the inner city of Syd.

Top guest favourite
A distant view of the Sydney Harbour Bridge is captured, arching gracefully over the water. Lush green trees frame the foreground, while the cityscape blends harmoniously into the tranquil blue waters below, highlighting the connection between nature and urban life.
Flat in Balmain
4.93 out of 5 average rating, 101 reviews

Harbour view, prime location, immaculate, stylish

Welcome to your stylish Sydney escape in the heart of Balmain! Hello on Darling is a spacious two-bedroom apartment featuring stunning views of the Harbour Bridge and city skyline. Relax in a peaceful, Hamptons-inspired space just steps from Balmain’s best cafés, bars, restaurants and shops. Freshly renovated and thoughtfully designed, this home blends boutique hotel comfort with all the conveniences of home. Bus or ferry to the city and some paid parking onsite subject to availability.

Top guest favourite
A charming courtyard is framed by vibrant green plants and flowering shrubs. A light-colored door serves as an entry point, with a small seating area visible to the side. The stone pathway leads to a textured surface, enhancing the outdoor tranquility.
Guest house in Annandale
4.96 out of 5 average rating, 388 reviews

Annandale Self Contained flat & area 'Old Stable"

A self-contained separate flat with its own relaxed Courtyard. Combined Kitchenet for light eating ,incl, toaster,microwave, kettle,Coffee Pod Machine, Bathroom & Laundry.(Dryer, W/Mach,iron& Board)Hair dryer and straightener Air Conditioned and courtyard. Close to SYD/CBD. Ideal for Sydney City Festivals, MWS/ Long w/e ,close to city bus stops. Annandale Village 300 m away. Buses & Lightrail very close. Close to RPA Hospital. Ideal for a comfortable stay if renovating in the area.

Top guest favourite
A covered outdoor area features two wicker chairs set on a wood deck, inviting relaxation. A view into the interior reveals a spacious dining table surrounded by modern chairs, illuminated by soft overhead lighting.
Guest suite in Wahroonga
4.98 out of 5 average rating, 165 reviews

Rainforest Tri-level Townhouse.

Enjoy a peaceful stay in this updated tri-level townhouse, among leafy, tree-lined streets. With its own separate access, off-street parking, and ample safe street parking available, this home offers privacy and convenience. Perfectly located just off the M1 motorway, it’s an ideal stopover along the M1, while also being close to the SAN Hospital, major schools and shopping. Nearby parks, an oval, and bush walks add to the tranquil setting, an ideal base for short or longer stays.

Top guest favourite
Guest house in St Ives
4.99 out of 5 average rating, 123 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.

Top guest favourite
A spacious studio features a lounge area with a comfortable couch and coffee table, positioned opposite a wall-mounted television. Natural light enters through sheer curtains, illuminating the timber floors. A kitchenette is visible in the background, with minimalistic cabinetry and appliances.
Guest suite in Camperdown
4.94 out of 5 average rating, 472 reviews

Contemporary Camperdown Studio

Beautiful architecturally designed studio in the heart of Camperdown. Separate lane access. Queen size bed, lounge area, TV & Wi-Fi, kitchenette with fridge, microwave & coffee machine and A/C. 10 min walk to Newtown's King Street, Enmore Road and Stanmore Village. Only 6km to Sydney CBD and walking distance to RPA, trains and bus. Explore and enjoy the bars, restaurants and shopping in the heart and soul of Sydney's inner west.

Top guest favourite
A tranquil swimming pool is surrounded by lush tropical landscaping, featuring vibrant red and green foliage. Two lounge chairs are positioned near the edge of the pool, complemented by a wooden deck, creating a peaceful retreat for relaxation.
Guest house in Annandale
4.98 out of 5 average rating, 310 reviews

The Royal Suite - modern studio, private access.

Fit for the King, a Queen or both, The Royal Suite is a newly built studio above the garage with it's own private entrance which provides a luxury retreat to relax in after a day of work, touring or visiting family and friends. Located in quiet, leafy Annandale, 4kms to the Sydney CBD, two minutes walk to shops, transport and one of Sydney's biggest & best harbour parks.

Popular amenities for Annandale family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Annandale

  • Total holiday rentals

    Explore 30 holiday rentals in Annandale

  • Nightly prices starting at

    Annandale holiday rentals start at $89 SGD per night before taxes and fees

  • Verified guest reviews

    Over 980 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Annandale holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Annandale rentals

  • 4.9 Average rating

    Annandale stays are highly rated by guests – averaging 4.9 out of 5!