Vacation Rentals with Pool in Woollahra, Sydney: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  Australia

  4.  New South Wales

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  6.  Woollahra

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691 Best Vacation Rentals with Pool in Woollahra (Starting from $116)

Studio3 Chic Bondi Abode with Pool & AC
Studio3 Chic Bondi Abode with Pool & AC
Apartment
Sydney, Australia
0.7k from Woollahra center

Apartments, Accommodations, Pools, Lodgings, Places to stay

1 Bedroom2 Guests
6.0

Review score

1 reviews

$302
Average price / night
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Woollahra Terrace - This grand Victorian home is located in the heart of Woollahra.
Woollahra Terrace - This grand Victorian home is located in the heart of Woollahra.
House
WOOLLAHRA, 2025, Australia
0.2k from Woollahra center

AC, Barbecue, Heater, Internet, No Smoking, Pool, TV

4 Bedrooms8 Guests
New to Booking
$1567
Average price / night
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Studio4 Bondi Chic Interiors with Rooftop Pool
Studio4 Bondi Chic Interiors with Rooftop Pool
Apartment
Sydney, Australia
0.7k from Woollahra center

Apartments, Accommodations, Pools, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$291
Average price / night
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Bellevue in the heart of Bellevue Hill
Bellevue in the heart of Bellevue Hill
House
Bellevue Hill, 2023, Australia
0.6k from Woollahra center

AC, Barbecue, Heater, Internet, No Smoking, Pool, TV

4 Bedrooms8 Guests
New to Booking
$1256
Average price / night
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Stylish 1BR Haven in Bondi Junction
Stylish 1BR Haven in Bondi Junction
Apartment
Sydney, Australia
0.7k from Woollahra center

Apartments, Accommodations, Pools, Lodgings, Vacation rentals, Places to stay

1 Bedroom2 Guests
4.6

Review score

12 reviews

$416
Average price / night
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Studio3: Chic Bondi Abode with Pool & A/C
Studio3: Chic Bondi Abode with Pool & A/C
Apartment
Bondi Junction, 2022, Australia
0.7k from Woollahra center

AC, Dryer, Elevator, Heater, Kitchen, Living Area, Microwave, No Smoking, Pool

1 Bedroom2 Guests
9.8

Exceptional

12 reviews

$304
Average price / night
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Beautifully renovated apartment
Beautifully renovated apartment
Apartment
Woollahra, Sydney, New South Wales, Australia
0.7k from Woollahra center

Internet, Pool, Air Conditioner

1 Bedroom2 Guests
New to Booking
$116
Average price / night
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Chic Studio with a Pool and Moments from Shop
Chic Studio with a Pool and Moments from Shop
Apartment
Sydney, Australia
0.7k from Woollahra center

Wheelchair Accessible, Kitchen, Pool, Internet

1 Bedroom2 Guests
5.0

Review score

2 reviews

$284
Average price / night
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3-Bedroom Harbour Suite Near to Bondi Beach Sydney
3-Bedroom Harbour Suite Near to Bondi Beach Sydney
Apartment
Bondi Junction, 2022, Australia
0.8k from Woollahra center

AC, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
New to Booking
$780
Average price / night
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Centennial Charm - Bright Parkside Escape with Pool
Centennial Charm - Bright Parkside Escape with Pool
Apartment
Sydney, Australia
1.3k from Woollahra center

Apartments, Accommodations, Pools, Parking, Lodgings, Hot tubs, Places to stay

1 Bedroom2 Guests
5.0

Review score

1 reviews

$1731
Average price / night
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La Casa Bondi- AC/Rooftop Pool/Designer Style -6 mins bus ride to Bondi Beach
La Casa Bondi- AC/Rooftop Pool/Designer Style -6 mins bus ride to Bondi Beach
Apartment
Bondi Junction, 2022, Australia
0.9k from Woollahra center

AC, Heater, Internet, Laundry, Living Area, Microwave, Pool, TV

New to Booking
$190
Average price / night
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Family 3BR Retreat with Pool, Gym & Parking
Family 3BR Retreat with Pool, Gym & Parking
Apartment
Sydney, Australia
1.3k from Woollahra center

Apartments, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Places to stay, Family

3 Bedrooms6 Guests
New to Booking
$403
Average price / night
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Delightful Family Home Very Close to Double Bay Village
Delightful Family Home Very Close to Double Bay Village
House
Bellevue Hill, 2023, Australia
1.0k from Woollahra center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

5 Bedrooms10 Guests
New to Booking
$1364
Average price / night
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Paddington chic at Five Ways
Paddington chic at Five Ways
Apartment
Sydney, Australia
1.7k from Woollahra center

Sports/Activities, Ocean View, Oceanfront, Laundry, Fireplace/Heating, Accessibility, Entertainment

1 Bedroom2 Guests
9.0

Fabulous

4 reviews

$138
Average price / night
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Grand Double Bay Penthouse with Stunning Terrace & Pool
Grand Double Bay Penthouse with Stunning Terrace & Pool
House
Double Bay, 2028, Australia
1.0k from Woollahra center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
New to Booking
$889
Average price / night
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Garden Apartment in the heart of Bondi
Garden Apartment in the heart of Bondi
Apartment
Sydney, Australia
1.7k from Woollahra center

Security/Safety, Pool, Fireplace/Heating, Internet, View, Balcony/Terrace, Parking

1 Bedroom4 Guests
New to Booking
$181
Average price / night
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Luxury Villas Kambala (With Car Parking)
Luxury Villas Kambala (With Car Parking)
House
Sydney, 2023, Australia
1.0k from Woollahra center

Fireplace, No Smoking, Outdoor Space, Pool

5 Bedrooms10 Guests
New to Booking
$3147
Average price / night
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Bright & Spacious 2 BDR w Pool Parking Balcony AC
Bright & Spacious 2 BDR w Pool Parking Balcony AC
Apartment
Sydney, Australia
1.8k from Woollahra center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay, Family

2 Bedrooms6 Guests
New to Booking
$166
Average price / night
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Double Bay three-bedroom apartment with pool
Double Bay three-bedroom apartment with pool
Apartment
Double Bay, 2028, Australia
1.0k from Woollahra center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
9.4

Superb

11 reviews

$306
Average price / night
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Coastal Zen Oasis - Saltwater Pool & Heated Spa
Coastal Zen Oasis - Saltwater Pool & Heated Spa
House
Sydney, Australia
1.8k from Woollahra center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Beach

3 Bedrooms10 Guests
6.8

Good

4 reviews

$472
Average price / night
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Live like a local in the Heart of Paddo!
Live like a local in the Heart of Paddo!
House
Paddington, 2021, Australia
1.2k from Woollahra center

AC, Barbecue, Dryer, Fireplace, Heater, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$544
Average price / night
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Modern Resort Style Living - Inner City
Modern Resort Style Living - Inner City
Apartment
Sydney, Australia
1.9k from Woollahra center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay

2 Bedrooms4 Guests
New to Booking
$375
Average price / night
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Paddington’s Finest Address, Blending History & Sophistication
Paddington’s Finest Address, Blending History & Sophistication
Apartment
Paddington, 2021, Australia
1.3k from Woollahra center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

10.0

Exceptional

1 reviews

$380
Average price / night
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Contemporary Harbourside Apartment
Contemporary Harbourside Apartment
Apartment
Sydney, Australia
1.9k from Woollahra center

Balcony/Terrace, Ocean View, Pool, Parking, View, Security/Safety, Accessibility

2 Bedrooms4 Guests
New to Booking
$358
Average price / night
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Luxurious Harbour View apartment on Darling Point Rd
Luxurious Harbour View apartment on Darling Point Rd
Apartment
Darling Point, 2027, Australia
1.3k from Woollahra center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$375
Average price / night
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Modern Glamour is an apartment with breathtaking harbour bridge views
Modern Glamour is an apartment with breathtaking harbour bridge views
Apartment
Darling Point, 2027, Australia
1.3k from Woollahra center

Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom2 Guests
New to Booking
$164
Average price / night
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Double Bay Prestige IH
Double Bay Prestige IH
House
Double Bay, 2028, Australia
1.4k from Woollahra center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
New to Booking
$987
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in Woollahra.

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Woollahra Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 691 verified vacation rentals with a pool in Woollahra. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Woollahra vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $116 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Woollahra offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Woollahra welcome pets. Currently, 13 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Woollahra often include additional outdoor features such as Pool, Internet, and Fireplace/Heating. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Woollahra offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.