An enchanting countryside estate where nature, history and comfort come together in perfect harmony.
Carefully restored with deep respect for the soul of the place, Casale La Cupa celebrates the charm of authentic Puglia through curated design, warm materials and elegant spaces made for gathering. Surrounded by olive groves and peaceful landscapes, it is a place to slow down, reconnect and enjoy precious time together.
From sunny days by the private pool to joyful evenings in the underground games room, every corner invites guests of all ages to share, play, relax and create lasting memories.
A refined hideaway for families and friends seeking beauty, comfort and the timeless magic of holidaying in nature.




The layout of Casale La Cupa unfolds across four levels, offering generous spaces for gathering, quiet corners for retreat, and a natural sense of flow throughout the house.
The ground floor is the heart of the home, with a large living area, spacious dining space, and a separate kitchen designed for easy, relaxed days together.
On the underground floor, a games room creates a playful space for children and adults to challenge each other and enjoy time away from the heat.
The first floor hosts three bedrooms: two double bedrooms with en-suite bathrooms, and one twin bedroom with a private bathroom just outside the room. A second living room with a library and plenty of books offers a calm place to read and unwind.
The second floor is home to a private double bedroom with en-suite bathroom and its own terrace, creating a peaceful retreat above the rest of the house.
Outdoor Living
Outdoors, Casale La Cupa is made for slow living. A large patio with outdoor lounge, barbecue and partially equipped external kitchen invites long lunches, aperitifs and dinners under the sky.
The pool, surrounded by olive trees and open countryside, completes the feeling of a charming estate designed for nature, comfort and time together.
Within the grounds, an ancient trullo remains as an authentic deposit, intentionally left unrestored to preserve the soul of the place and honour what trulli were originally built for: simple rural function, storage, shelter, and a deep connection with the land.
Bari airport: 60km – 37miles – 52 min drive
Brindisi airport: 84km – 52miles – 61 min drive
The nearest shops are in Castellana Grotte: 2km – 1mile – 5 min drive
The restaurants are from 5 to 20min drive
Nearest beaches: in Monopoli: 19km – 22miles – 27 min drive
Nearest golf courses: in Savelletri at 36km – 22miles – 37 min drive
Castellana Grotte: 2km – 1mile – 5 min drive
Alberobello: 15km – 9miles – 16 min drive
Polignano a Mare: 16km – 10miles – 23 min drive
Monopoli: 18km – 11miles – 20 min drive
Fasano: 25km – 16miles – 27 min drive
Locorotondo: 26km – 16miles – 26 min drive
Martina Franca 30km – 19miles – 36 min drive
Cisternino 35km – 22miles – 35 min drive
Bari: 42km – 26miles – 36 min drive
Ostuni: 52km – 32miles – 49 min drive
Matera: 60km – 37miles – 62 min drive
Carovigno: 62km – 39miles – 51 min drive
Lecce: 117km – 73miles – 83 min drive
Gallipoli: 160km – 99miles – 110 min drive
Otranto: 167km – 104miles – 120 min drive

Our villas are quietly supported by something you’ll only find at Puglia Paradise: your Guest Angel.
She lives nearby, knows your home and its surroundings, and remains gently available throughout your stay. With an intuitive sense of timing, she looks after the small details, shares local suggestions when they feel right, and allows your days to unfold without interruption.
It’s a simple reassurance — knowing someone attentive is there, so you’re free to slow down and enjoy Puglia.

Thoughtful local moments, shared gently at your pace.
For those who feel drawn
to the sea — naturally.
Some guests slow down when
they hear the waves. Their days
feel lighter near the water.
For those who connect
through simple food.
Some guests remember places
by their flavours. Long tables,
local dishes, time well shared.
For families who want
to be together — simply.
Some holidays are about space
to play, to rest, and to enjoy
being together, unhurried.
For those drawn to stories
that last.
Some guests feel at home
walking through old towns,
where time moves more slowly.
For those who breathe
more deeply outdoors.
Some days feel better among
olive trees and open land,
with nothing to rush.
For those who enjoy
moving with energy.
Some guests feel most alive
when days are shaped by
open air and movement.
Exclusive services typical of the best international companies
Puglia Paradise is a company specializing in exclusive vacation villa management. Unlike properties managed directly by owners, we can guarantee professional hospitality and exclusive services with the standard level of the best international property management companies.
From booking to check-out
From the booking to check-out, guests are supported by a special assistant, the Guest Angel, to make the vacation even more unique and personal.
Weekly maintenance for a five-star experience
We set up a weekly maintenance plan for each villa to guarantee you a five-star experience. We leave nothing to chance. Before your arrival, we make sure the villa is flawless and ready to welcome you.
Professional cleaning and sanitizing carried out directly by our staff
Puglia Paradise specialized staff professionally clean and sanitize the villa to the same standards as the most prestigious 5-star hotels in the world.
Pictures and descriptions faithfully reflect reality.
The pictures of our vacation villas and the descriptions of services faithfully reflect the reality and requirements of Puglia Paradise. Our guests must have no surprises upon arrival, only excellence.
We will do everything to meet any need
For us, hospitality is sacrosanct and we will do everything to make our guests feel listened to, welcomed and pampered. We will do everything we can to satisfy any need of our guests.
We care about your privacy
Every member of our staff is trained to ensure utmost discretion to fully respect your privacy.
Cleaning and water control every 3-4 days
Pools are cleaned every 3-4 days by specialised staff to guarantee maximum cleanliness and the best quality of the water.