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Holiday rentals near Stanley Street

We found 3,545 holiday rentals — enter your dates for availability

If you want to to stay within easy reach of Stanley Street, take a look at holiday rentals to find the perfect one for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll have the best amenities for spending time at your home away from home, which might include a pool and a washer and dryer. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Stanley Street

Showing deals for:2 Oct - 9 Oct

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Find out more about Stanley Street

Why visit Stanley Street

  • Diverse dining options: Stanley Street boasts a variety of eateries, from trendy restaurants to charming cafes, catering to all tastes.
  • Vibrant atmosphere: The lively street is perfect for leisurely strolls, immersing visitors in a friendly and local charm.
  • Proximity to parks: Enjoy nearby urban parks that offer tranquil escapes and stunning views of the harbour.
  • Unique boutique shopping: Explore an array of boutique shops featuring local crafts and distinctive products.
  • Convenient holiday rentals: Discover a range of appealing accommodation options that blend modern comforts with local character.

Popular types of accommodation around Stanley Street

Discover Stanley Street, Sydney, New South Wales – a vibrant location offering appealing holiday rental options including apartments, private holiday homes, and cottages. Stanley Street holiday rentals provide a blend of modern comforts and local charm, with rental properties designed to suit every traveller's needs. Explore attractions and landmarks right within Stanley Street, ensuring a memorable stay with the perfect balance of convenience and character.

  • Apartments: As the top choice, apartments offer modern, well-equipped spaces ideal for solo travellers, couples or small families.
  • Private Holiday Homes: These provide a secluded, comfortable retreat, perfect for those seeking privacy and a homely feel.
  • Cottages: Ideal for a quaint getaway, cottages deliver a cosy, charming ambience in a traditional setting.
  • Caravan Parks: Offering flexible accommodation, caravan parks cater to those wanting an adventurous, budget-friendly option.
  • Villas: Villas present a luxurious option with spacious layouts and an upscale environment for a refined escape.**

Top attractions near Stanley Street

Discover Stanley Street in Sydney, New South Wales—a vibrant urban thoroughfare that offers a blend of culture and outdoor experiences. Enjoy leisurely strolls along its bustling streets, explore charming urban parks, and take in breathtaking harbour views. This lively destination caters to travellers seeking city delights and serene outdoor escapes, perfectly suited for groups, families, and couples alike.

  • Circular Quay: Located 1.6km away from Stanley Street, this harbour offers a vibrant seaside ambience with delightful beaches and captivating scenic views.
  • Sydney Opera House: Situated a mile from Stanley Street, this iconic cultural landmark exudes artistic flair and elegance, reflecting the rich heritage of Sydney.
  • Sydney Harbour Bridge: 3km from Stanley Street, this historic bridge provides a glimpse into Sydney's past with its architectural grandeur and cultural significance.

Things to do recommended for couples

Discover Stanley Street, Sydney, for intimate escapes. Wander hand in hand, savour cosy cafés and hidden gems, or enjoy a serene harbour view. Experience local charm and delightful surprises in every corner.

Things to do recommended for families

Families will delight in the interactive exhibits at the Australian Museum, explore the vibrant wildlife at Taronga Zoo, or enjoy a picnic at the beautiful Hyde Park. The nearby Darling Harbour offers fun activities, including the SEA LIFE Sydney Aquarium and the Australian National Maritime Museum.

Things to do recommended for groups

Groups visiting Stanley Street can experience the thrill of motor racing at Sydney Speedway, located 18km away. This venue offers an adrenaline-fuelled atmosphere perfect for adventure seekers, making it an exciting outing for travellers looking to bond over high-speed action.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Stanley Street

If you're travelling with a group, family, or pets, or if you're seeking longer stays, it's important to filter based on your specific priorities. Here are some helpful booking tips for using Stayz.

  • Traveling to Stanley Street with a group: Think about how many bedrooms you require, as well as any amenities like a fully-equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options and more on Stayz.
  • Traveling to Stanley Street with young kids: Traveling with young children can prove challenging. You must prioritise their comfort and safety, as well as ensure access to age-appropriate facilities, such as a private swimming pool. It is also wise to consider how near you are to family-friendly attractions.
  • Taking your pets with you to Stanley Street: Some travellers consider a family holiday incomplete without their furry companion in tow. If you share this sentiment, take a look at Stayz properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that both you and your pet feel perfectly at home.
  • Planning for a long term stay visiting Stanley Street: If you’re seeking holiday lets with special offers for stays of a month or more, you’ve come to the right place. With the appropriate filter, you can effortlessly locate and secure savings on monthly lettings. You might also want to include options such as a parking space, a well-equipped kitchen or a private pool in your search.

Where to stay near Stanley Street

Stanley Street in Sydney's Darlinghurst is a vibrant hub brimming with diverse dining options, lively cafes, and boutique shops. Visitors can savour a variety of cuisines, from trendy eateries to quaint coffee spots, perfect for a romantic meal or a casual outing. The street is also a short stroll from stunning parks and cultural attractions, making it an ideal base for families and business travellers alike, all while immersing in the friendly atmosphere and local charm of the area.

  • Sydney: As a bustling metropolis, Sydney is a vibrant blend of culture, entertainment, and romance. Stanley Street is nestled within this iconic city, making it an ideal starting point for exploring a plethora of attractions. From world-renowned theatres and concert halls to beautiful beaches and historic monuments, Sydney offers a rich tapestry of experiences. Stroll along the picturesque waterfront, indulge in fine dining, or immerse yourself in the local art scene. The city's diverse neighbourhoods each present their own unique charm, ensuring an unforgettable visit.
  • Sydney Central Business District: Located a short 966m away from Stanley Street, the Sydney Central Business District (CBD) is the bustling heart of the city. Renowned for its impressive skyline, the CBD is home to iconic landmarks, including the Sydney Opera House and the Sydney Harbour Bridge. Visitors can enjoy a vibrant atmosphere filled with theatres, music venues, and chic dining options. As you explore the CBD, take in the stunning harbour views, visit the local markets, and experience the dynamic energy of this urban hub.
  • Darling Harbour: Just 2km from Stanley Street, Darling Harbour is a lively waterfront precinct that captivates visitors with its diverse attractions. Known for its entertainment options, Darling Harbour features theatres, concert venues, and a bustling marina. Stroll along the waterfront promenade, visit the Australian National Maritime Museum, or unwind in lush parks. The area's vibrant atmosphere, combined with its picturesque views, makes Darling Harbour a must-visit for anyone seeking culture, entertainment, and romance in Sydney.

Best time to go to Stanley Street

If you're planning a trip to Stanley Street, it's a good idea to check both the weather and property rates. The warmest month is January. Peak season runs from December to February, while off-peak times, like May to June and August tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January73.4°F (23.0°C)Light RainMostly SunnyModerately HighSlightly High
February72.7°F (22.6°C)Light RainMostly SunnyModerately HighAverage
March70.9°F (21.6°C)Light RainMostly SunnyAverageAverage
April66.4°F (19.1°C)Light RainMostly SunnyAverageSlightly High
May61.2°F (16.2°C)No Rain (Dry)Mostly SunnyModerately LowSlightly Low
June57.2°F (14.0°C)Light RainMostly SunnyModerately LowSlightly Low
July55.9°F (13.3°C)Light RainMostly SunnyAverageAverage
August57.2°F (14.0°C)No Rain (Dry)Mostly SunnyModerately LowSlightly Low
September61.2°F (16.2°C)No Rain (Dry)Mostly SunnyAverageAverage
October64.6°F (18.1°C)Light RainMostly SunnyAverageAverage
November67.6°F (19.8°C)Light RainMostly SunnyAverageAverage
December70.3°F (21.3°C)Light RainMostly SunnyModerately HighSlightly High

Booking with Stayz is a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can often result in significant savings. To discover the ideal Stayz property that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz's Trip Board provides a dedicated space for you to craft new journeys, refine your plans, or review and manage your bookings. The properties you have saved or reserved are conveniently categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

The information above was last updated:

Frequently asked questions

What are the best holiday rentals near Stanley Street?
The best holiday rentals near Stanley Street are primarily located right in Darlinghurst, Sydney, offering immediate access to the street's vibrant character. You will find a wide array of choices, notably stylish apartments great for city living, as well as charming private holiday houses that provide a more residential feel. If you are willing to drive a bit further, renting in nearby areas can be an affordable option, though most prefer to stay close to the action when looking for the best holiday rentals near Stanley Street.

Many desirable rentals offer convenient amenities such as a balcony or patio for enjoying the urban surroundings, and laundry facilities for longer stays. These homes are ideal for solo travellers or couples seeking a lively city experience.
Are there any cheap holiday rentals near Stanley Street?
There are several affordable holiday rentals near Stanley Street, especially if you are flexible with location and travel dates. Budget-friendly stays are typically around AU$190 per night. Some stays even drop below this price in June and October during the off-season, making it a great option for guests looking to experience the area without overspending. These rentals often include amenities such as free WiFi, toiletries, and free self-parking, and can range from cosy apartment to modest private holiday houses, providing a clean, comfortable base for adventure.

To get the best value, consider staying slightly outside major hubs. If you're willing to drive a bit further, renting around nearby areas can be an affordable option. With a little planning, it is absolutely possible to find a comfortable stay near Stanley Street while keeping costs down.

*Pricing data are based on past 12 months data.
What are the best pet-friendly holiday rentals near Stanley Street?
There are hundreds of pet-friendly holiday rentals near Stanley Street, offering a comfortable stay for guests and their animal companions. With over 285 properties, predominantly apartments and private holiday houses, you will find many options in surrounding areas like Darlinghurst. These rentals often provide essential amenities such as kitchens, Wi-Fi, and private outdoor spaces like balconies or courtyards, ensuring a pleasant experience for everyone.

When searching for the best pet-friendly holiday rentals near Stanley Street, always review the specific house rules regarding pet size, type, and any additional fees.
What are the top holiday rentals with pools near Stanley Street?
There are over 360 holiday rentals near Stanley Street that include access to swimming pools, with both private and shared options available. These properties, primarily apartments and private homes, are concentrated in Darlinghurst and surrounding areas, offering guests a variety of choices. Many of these rentals come fully equipped with amenities such as full kitchens, Wi-Fi, and often include outdoor or indoor pool options, making them ideal for families or groups seeking comfort and convenience in the city.

When selecting a property, consider whether a private pool, offering seclusion, or a shared pool, which might come with access to additional facilities like sun loungers or fitness rooms, best suits your needs. For cooler months, look for heated or indoor options to ensure year-round enjoyment. Checking availability for peak summer dates is advisable.
What are the best family holiday rentals near Stanley Street?
There are over 695 family-friendly holiday homes available near Stanley Street, predominantly in the surrounding Darlinghurst area. These properties, largely apartments and private holiday houses, offer ample space with multiple bedrooms and bathrooms, ideal for groups. Many are equipped with full kitchens, washer/dryers, and outdoor play areas like gardens or patios, ensuring a comfortable stay. Entertainment options such as WiFi and various kid-friendly amenities like toys and books are also commonly found.

When selecting a home for your family, consider properties that provide separate spaces for adults and children, allowing everyone to relax. Key amenities such as a well-appointed kitchen for preparing meals and laundry facilities are invaluable for longer stays. Choosing a home within close proximity to Stanley Street means less travel time and more opportunity to enjoy your holiday.
Are there any luxury holiday rentals near Stanley Street?
There are several luxury holiday rentals near Stanley Street that combine city surroundings with modern comfort. These properties often feature amenities such as private pools, premium bedding, designer toiletries, and Egyptian cotton sheets. Guests can also find properties with air conditioning, fireplaces, and on-site golf or tennis facilities.

These homes are ideal for families or larger groups, offering conveniences like high-speed WiFi and entertainment spaces. Many of these exceptional properties are managed by highly rated Stayz hosts, ensuring a professional and premium experience.
How much is a holiday rental near Stanley Street?
Holiday rentals near Stanley Street offer a wide range of options to suit different budgets, making it easy for guests to enjoy a memorable stay. Budget-friendly properties typically start around AU$190 per night, providing an affordable option. Mid-range rentals, including private homes, are generally around AU$290 per night, offering more comfort and privacy. Upscale options can cost AU$560 or more per night, especially for premium locations or additional space.

Enter your destination, travel dates, and number of guests on search to see the best options. You can use filters to set a minimum and maximum nightly price range along with other preferences. Rates may vary based on the season and specific amenities, but with a little planning, guests can find a rental that perfectly balances convenience and value.

*Pricing data are based on past 12 months data.
Where should I stay when visiting Stanley Street?
When visiting Stanley Street, several areas offer excellent holiday rental options. Darlinghurst, the neighbourhood where Stanley Street is located, is a fantastic choice, providing properties within easy walking distance of the street's dining and entertainment. This area is known for its diverse culinary scene and proximity to other Sydney attractions.

Another excellent option is Potts Point. This area features a range of stylish holiday rentals and is a short stroll from Stanley Street. Potts Point offers a sophisticated urban experience with boutique shops and cafes, making it a convenient base for exploring.

For those seeking a slightly different perspective, Surry Hills is also very accessible. A short walk or drive from Stanley Street, Surry Hills boasts a wide selection of homes and apartments.
What is the cheapest month to stay near Stanley Street?
The cheapest time to find holiday rentals near Stanley Street is typically during the late Autumn (June) and early Spring (October), excluding any major local festivals or school holiday periods. June is frequently the single cheapest month, often providing better deals on properties. Guests can often find lower rates during these months, along with greater availability of homes.
Are there any lakefront holiday rentals near Stanley Street
Yes, lakefront holiday rentals are available near Stanley Street, primarily situated around the picturesque lakes of the Sydney region. These properties are a short drive from Stanley Street, offering convenient access to water activities such as kayaking, fishing, or simply relaxing by the shore.

These homes often feature spacious decks, fire pits, hot tubs, and full kitchens, making them ideal for families and larger groups.
Are there any top beachfront holiday rentals near Stanley Street
Beachfront holiday rentals near Stanley Street are primarily found along the Sydney coastline, offering direct access to the sand and breathtaking ocean views. While Stanley Street itself is inland, properties in areas like Bondi Beach or Manly provide the desired proximity to the water, where guests can enjoy ocean-view balconies and the refreshing sea breeze. These coastal locations place guests within walking distance of lively dining, nightlife, and shopping areas, while quieter stretches of beach offer a more relaxed environment for those seeking tranquillity.

Guests staying in these beachfront properties can often take advantage of amenities such as beach towels, oceanfront pools, and sometimes onsite dining, making for a convenient stay. Accommodation types range from ocean-facing rooms and suites in larger properties to multi-bedroom apartments with private terraces, suitable for different group sizes.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Stayz customer service and Stayz™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare customer service is available 24/7 to support you every step of the way.

Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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