
Vacation rentals with a pool in Woollahra
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Woollahra
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Darlinghurst Sky Pool Apartment - Views & Comfort
>> LONG-TERM bookings available << This vibrant apartment with a rooftop pool is an idyllic retreat in Darlinghurst. Both stylish and considered, this humble and light-filled unit has practical and luxurious fittings to ensure your stay is nothing less than comfortable. Moments from the city and surrounded by trendy bars and cafes the location is perfect! There’s no better way to unwind than with a relaxing afternoon in the rooftop pool, with views of Sydney CBD, Harbour Bridge and Opera House.

Pacific Views Bondi
Bright Ocean-Facing Studio near Bondi Beach with Communal rooftop pool access. Wake up to sweeping ocean views in this bright private studio, just moments from iconic Bondi Beach. Enjoy a brand-new mattress with quality bedding for a restful sleep. The studio includes a private fully equipped kitchen and a private modern bathroom stocked with essentials and towels. Cafés, restaurants, shops and a supermarket are steps away, with buses right outside for easy access to Sydney’s top attractions.

Sensational Hyde Park Oasis w/Balcony, Pool & Gym
Unwind in our stylish CBD oasis - a newly renovated modern studio apartment in the heart of Sydney. This sunny inner-city sanctuary features luxury amenities including a queen bed with quality linens, chic bathroom with complimentary toiletries, washing machine, full kitchen, Nespresso machine, tea, free Wi-Fi, and Netflix. Enjoy amazing Oxford Street views while being in walking distance to the Opera House, Art Gallery, Sydney Tower, and Royal Botanic Gardens. Perfect for your Sydney stay!
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!
Chic Potts Point Studio – Sydney’s Hidden Gem Stay
Wake up in the heart of one of Sydney’s most vibrant neighbourhoods, surrounded by award-winning cafés, trendy restaurants and hidden local gems. Begin your morning with a refreshing dip in the outdoor pool before strolling to the Royal Botanic Gardens, CBD or Opera House. This light-filled 22sqm Potts Point studio is stylish, modern and designed for comfort, with every detail thoughtfully considered. Perfect for solo travellers, business trips or couples seeking a relaxing Sydney city escape.

Best Sydney Views from Potts Point + Rooftop Pool
Immerse yourself in the heart of Potts Point with show-stopping views of Sydney Harbour and its surroundings—both from your apartment and the stunning shared rooftop pool. Located in the Gemini complex, you'll be within walking distance to the CBD, Kings Cross Station and some of the city's best shopping and dining. Beautifully outfitted with trendy furnishings and a unique selection of books and artefacts, you'll have everything and more to feel stylishly content at this home away from home.

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

Inner City Superb Cozy Studio
30% OFF FOR 21 NIGHTS OR MORE! *Length of stay discounts are automatically applied. If the discount does not automatically apply, please let us know. This oversized studio in the central CBD, short stroll to Darling Harbour, QVB, Coles CBD, public transport, Westfield shopping mall, restaurants and cafes, pubs. Specious open plan layout, gourmet kitchen with utensils, high speed WiFi, bathroom, washing machine and dryer, large built in wardrobe, outdoor heated swimming pool, equipped Gym.

Iconic Sydney Views
A newly renovated studio apartment, with iconic Sydney views of The Harbour Bridge, The Opera House and Harbour. With a queen sized bed, my apartment is perfect for a couple, a solo traveller or business person, looking for accommodation that is beautiful, clean, convenient and with unparalleled comfort. Located in the heart of Potts Point you are moments away from all of Sydney's attractions and local hotspots. The perfect place for your stay in Sydney! (No Parking available on site)

Stunning One Bedroom Art Deco Apartment
A gorgeous apartment on the border of Elizabeth Bay and Potts Point, one of the most vibrant and sought after areas to live in Sydney. The apartment is completely renovated and stylishly furnished with timber floors ,new kitchen and bathroom. Located on the 4th floor of an iconic Art deco building overlooking the stunning pool and manicured gardens which are the perfect space for entertaining and relaxing after a day exploring Sydney. The building has security access and 2 lifts.

Bondi studio, separate bathroom & pool
The studio is above the garage, separate from the house, with its own entrance. There's a toilet cubicle and sink in the studio, while your private bathroom with shower and another toilet is downstairs, accessed via the outside staircase. Starter supplies of tea, coffee, milk and sugar are provided. We're 10-15 minutes' walk from Bondi Junction train station, with several bus routes nearby. Close to beaches, Bondi Junction shopping and transport hub, bars, restaurants.

Superb Sydney CBD Rental
Very conveniently located in city close to all attractions including Hyde Park, Darling Harbour,Opera House,Sydney Tower,Australian Museum, Art Gallery, Botanical Gardens etc just walking distance. Public transports are at doorstep. Central Station and Museum Station are very close. Small sized studio with ensuite own bathroom/toilet. Rooftop lounge/deck swimming pool etc.This centrally located place is close to everything making it easy to plan your visit.
Popular amenities for Woollahra rentals with a pool
House rentals with a pool

The Arc Bondi Beach

'ISLA' South Coogee

Spacious 4BR Waterfront House w/pool in Sth Coogee

Salty Views on Cross St Bronte

Stunning Tamarama Beach House

Bundeena Base Art House Sea View Solar Heated Pool

The Palms Poolside Stay in Strathfield

Sun drenched Art Deco apart with pool and garden
Condo rentals with a pool

Renovated Apartment in "Top of The Town" + Pool

1 bed/2 bath apartment opposite Sydney Park

Quiet Living•Family Friendly•Netflix•Free Parking

Beautiful One Darling Harbour Apt

1 bed apartment with pool in heart of Surry Hills

Lovely One Bedroom + Study with Infinity Pool

Modern apt in Central Sydney: Harbour Views & Pool

Waterfront Apartment on a quiet cul-de-sac
Other vacation rentals with a pool

Stylish Waterfront Apt-short stroll to Potts Point

La Casa Bondi- AC/Pool/Designer Style

Huge, light-filled with ocean views & parking

Little Darling

Treetops, King Bed, Car Space (N/A March 26)

Arts: spacious and comfy 1 bedroom apartment

Sunny Modern Bondi Apartment with View and Pool

Apt city views iconic location with parking
When is the best time to visit Woollahra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$31,960 GYD | G$32,795 GYD | G$32,377 GYD | G$26,946 GYD | G$24,857 GYD | G$24,231 GYD | G$20,471 GYD | G$26,320 GYD | G$25,902 GYD | G$34,048 GYD | G$32,586 GYD | G$31,751 GYD |
| Avg. temp | 24°C | 24°C | 22°C | 20°C | 17°C | 14°C | 14°C | 15°C | 17°C | 19°C | 21°C | 23°C |
Quick stats about vacation rentals with a pool in Woollahra

Total vacation rentals
Explore 70 vacation rentals in Woollahra

Nightly prices starting at
Woollahra vacation rentals start at G$4,178 GYD per night before taxes and fees

Verified guest reviews
Over 740 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
60 of Woollahra vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Woollahra rentals

4.8 Average rating
Woollahra stays are highly rated by guests—averaging 4.8 out of 5!
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