Casale La Cupa

Overview

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.

What stands out

The spaces

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.

STANDARD RATE
SIGNATURE RATE
Guest Angel's assistance
Villa prepared and sanitised before arrival
Fresh linen, bath, and pool towels provided on arrival (one set per guest)
Final cleaning
Utilities
Bathroom amenities
Standard selection
Luxury selection
Intermediate cleaning with linen and towels change
Every 4 nights
Every 3 nights
Welcome hamper with local products and wine
Housekeeping
Daily
Fresh towels
Daily
Pool care
Every 4 nights
Daily
The rate excludes
Private saltwater pool
Wi-fi
Air conditioning in each room
Covered outdoor dining area
Bluetooth speakers
Game room
Charcoal barbecue
Fully equipped kitchen
Partially equipped outdoor kitchen
Dishwasher
Washing machine
Espresso machine
Kettle
Microwave
Oven
Extra blankets
Iron
Iron board
Cold pool shower
Private parking
Private gate entrance
Automatic gate
Hairdryer in each bathroom
Darkening curtains or blackout in bedrooms
Fire extinguisher
Smart TV
Alarm system
Private security service connected to Alarm System
Video surveillance turned off during guests stay
AIRPORT

Bari airport: 60km – 37miles – 52 min drive
Brindisi airport: 84km – 52miles – 61 min drive

SHOPS

The nearest shops are in Castellana Grotte: 2km – 1mile – 5 min drive

RESTAURANTS

The restaurants are from 5 to 20min drive

BEACH

Nearest beaches: in Monopoli: 19km – 22miles – 27 min drive

GOLF

Nearest golf courses: in Savelletri at 36km – 22miles – 37 min drive

TOWNS

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

  • Private saltwater pool 10m x 4m, water depth 1.4m
  • Private design villa for exclusive use
  • Villa suitable for max 8 people
  • Check-in: any time after 4pm
  • Check-out: any time before 10am
  • Pets are unfortunately not allowed
  • Smoking is only allowed only in the all outdoor areas
  • Parties not allowed
  • € 500 damage deposit to be secured by credit card before your arrival
  • City tax to be paid before departure by credit card or cash
  • License code (CIN): IT072017C20012464
  • Booking deposit: 30%
  • Balance: 30 days prior to arrival
  • Cancellation cost: 0% up to 30 days prior; 100% last 29 days prior to arrival

Guest Angel®

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.

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Casale La Cupa
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Your rate € XXX
  • Booking deposit: 30%
  • Balance: 30 days prior to arrival
  • Cancellation cost: 0% up to 30 days prior; 100% last 29 days prior to arrival

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Total:
Prepayment needed:
Damage deposit: € 500
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PUGLIA EXPERIENCES

Thoughtful local moments, shared gently at your pace.

Ocean
Lovers

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.

FOOD
LOVERS

For those who connect
through simple food.

Some guests remember places
by their flavours. Long tables,
local dishes, time well shared.

FAMILY &
KIDS

For families who want
to be together — simply.

Some holidays are about space
to play, to rest, and to enjoy
being together, unhurried.

heritage lovers

For those drawn to stories
that last.

Some guests feel at home
walking through old towns,
where time moves more slowly.

nature
lovers

For those who breathe
more deeply outdoors.

Some days feel better among
olive trees and open land,
with nothing to rush.

Active Spirits

For those who enjoy
moving with energy.

Some guests feel most alive
when days are shaped by
open air and movement.

Total
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Casale La Cupa

promise

Our Promise

Exclusive management

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.

personal assistance

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.

picture-perfect villas

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.

5-star cleaning

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.

Maximum transparency

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.

100% hospitality

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.

Respect for privacy

We care about your privacy

Every member of our staff is trained to ensure utmost discretion to fully respect your privacy.

Pools always in perfect condition

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.

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