Vacation rentals with a pool in Woollahra

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Top-rated rentals with a pool in Woollahra

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Mosman

4.98 out of 5 average rating, 174 reviews

Absolute Harbourfront Apartment with Fabulous Panoramic Views

Unit 3 is a magnificent piece of paradise at the waters' edge. Heart stopping views from every room (Guest 2017) Bright & sunny in idyllic waterfront sanctuary Refurbished with original artworks Dedicated home office Unit & linens professionally cleaned Relaxing balcony for drinks/meals BBQ dining, sun lounges, harbour pool Onsite parking, bus & ferry close Fireworks often seen, spectacular on New Year's Eve & Australia Day Peaceful by day, stunning by night Chill out – you won't want to leave!

Jun 17 – 24

R4,395 ZAR per night

Superhost

Apartment in Elizabeth Bay

4.87 out of 5 average rating, 115 reviews

Executive Potts Point City Pad WiFi Pool Gym Lifts

My spacious apartment is situated in a wonderful modern secure apartment block designed by renowned architects BKH including 5 star residential facilities - pool, lifts, fitness centre and security throughout. In the heart of this exciting city suburb here you'll find a space perfect for staying in comfort after a busy day. My apartment has been furnished with high quality designer furniture & has views over beautiful tree-lined, buzzing Macleay Street. The ideal spot for a city staycation.

May 17 – 24

R3,144 ZAR per night

Guest favorite

Guest suite in Tamarama

4.88 out of 5 average rating, 162 reviews

Fab self-contained upstairs space

Large renovated upstairs level of my own house. The entrance is shared and there is no door between the 2 levels so noise does travel between the upstairs and downstairs living rooms but the other areas are quiet and private. There is a large living area with kitchenette (with bar fridge, toaster and small portable grill). There is no cooktop, stove or microwave. There is a full bathroom, and large bedroom with a king bed. A patio overlooks the backyard and pool area (which is shared space).

Jun 12 – 19

R2,243 ZAR per night

Guest favorite

Apartment in Elizabeth Bay

4.92 out of 5 average rating, 617 reviews

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)

Dec 12 – 19

R2,906 ZAR per night

Guest favorite

Apartment in Bondi

4.84 out of 5 average rating, 160 reviews

Pacific Views Bondi

Entire private bright Ocean facing studio apartment with extended ocean views. Enjoy a Comfortable sleep on new mattress topped with quality bedding. Fully equipped kitchen. Bathroom with everything you need to have a great shower and quality cotton towels supplied. In walking distance to iconic Bondi Beach. Great location for your stay in Sydney, most sights reachable by bus from right outside the building. Great international eateries in walking distance. communal rooftop pool access.

Jan 15 – 22

R2,969 ZAR per night

Superhost

Apartment in Elizabeth Bay / Sydney

4.9 out of 5 average rating, 124 reviews

Harbourview - longer rentals available

Well appointed compact 30sqm sunny studio room with stunning Sydney Harbour & Bridge views - one of the best views in Sydney. Overlooks Beare Park and pool. Outdoor access to roof terrace and pool. The compact studio suits one person, or a couple for short stay. Tranquil water view resort style. Centrally located near Kings Cross train station, walk to CBD and nearest harbour beach, quick stroll to Seven Shillings Beach and botanical gardens. ENQUIRE HERE FOR 3-6 MONTHS RENTAL

Jun 21 – 28

R2,150 ZAR per night

Guest favorite

Guesthouse in Vaucluse

4.82 out of 5 average rating, 110 reviews

Apartment set in garden of elegant Vaucluse home.

Private apartment set in large garden of elegant Vaucluse home, a short stroll to cafes and shops, close to harbour beaches and on a bus route. Apartment is totally private and very quiet with own entrance. It comes with fully equipped kitchen. It also has a Nespresso coffee machine, with complimentary teas and coffee. The apartment has all mod cons including reverse cycle air conditioning, TV, Bluetooth speaker, wifi and a good hairdryer!

Sep 14 – 21

R2,929 ZAR per night

Guest favorite

Guesthouse in Annandale

4.99 out of 5 average rating, 201 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.

Jun 16 – 23

R2,185 ZAR per night

Guest favorite

Tiny home in Malabar

4.88 out of 5 average rating, 202 reviews

Beach side private house with pool access

In close proximity we have Little Bay beach Malabar beach and rock pool La Perouse Yarra bay Maroubra beach Walking trek to Maroubra beach Walk to Randwick golf course St michaels golf course Nsw golf course The Coast golf course 20mins to City 10 mins Coogee beach 30min Bondi beach Quiet neighbourhood Use of pool and outside cabana Netflix available

Aug 24 – 31

R2,084 ZAR per night

Guest favorite

Apartment in Potts Point

4.88 out of 5 average rating, 129 reviews

Designer studio, loads of extras, views and pool

The perfect launching pad to explore Sydney. Walk everywhere. Amazing 360 views across Sydney Harbour, bridge, opera house and city from rooftop pool and BBQ area. Inside you’ll find a full kitchen and plenty of mod cons to relax in style, even a few extras like Google home.

Jul 2 – 9

R2,971 ZAR per night

Superhost

Apartment in Bondi

4.85 out of 5 average rating, 185 reviews

Bright Bondi Studio with Rooftop Pool

Discover the charm of Bondi in our sun-soaked studio, a stone's throw from iconic Bondi Beach and vibrant eateries. Enjoy a dip in our rooftop pool, boasting breathtaking panoramic views, before unwinding in an exclusive space designed with your comfort in mind.

Jan 10 – 17

R3,354 ZAR per night

Guest favorite

Apartment in Sydney

4.84 out of 5 average rating, 794 reviews

Central l Pool l Rooftop Harbour Views

My “small” one bedroom apartment is centrally located to every area of the inner city, sprinkled with cafes, parks, bars and restaurants. This 1930's art deco building has a lift and an amazing rooftop terrace with pool and fantastic views of Sydney harbour.

Apr 16 – 23

R2,333 ZAR per night