Villa San Michele

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Sleeps: 8 Bedrooms: 4 Bathrooms: 4


Recommended Pool Quirky Beach Nearby
Pets on Request
Wheelchair Access Romantic

Set on five acres among olive and almond trees and brimming with history, this villa in Puglia was once a chapel and monastery dating back to the 1300s. It’s now a chic Italian getaway within 5-30 minutes of medieval towns and pristine beaches with secret coves.

Traditional stone architecture extends throughout, acting as a decorative piece of its own. The villa blends classic décor and antique furnishings with stylish modern features, such as craftsman vessel sinks. Four simple bedrooms sleep eight, each with their own bath, and the full kitchen and common areas are spacious and inviting, complete with fireplaces and ‘cantina’ dining.

Outside, a private oasis with sun loungers beneath canopies, a swimming pool, and exotic gardens with fruit trees await. Alfresco dining on original stone piazalle or covered terrace is a must with the wood-fired pizza oven on hand. Plus, the villa boasts a secret, underground limestone cave dating back to the 7th century with medieval frescos!

A stay at this ancient villa places you only 3km from the foodie haven of Ceglie Messapica, complete with its famous Trulli houses. Be sure to try Osteria Pugliese – a local favourite and New York Times recommended.

Perfect Puglia: “Set in five acres of exotic gardens with olive trees and giant cacti (think Jurassic Park) our home for the week sleeps eight and blends stylish décor with antique furnishings and stylish modern features. 'Wow, we are sleeping in our very own castle!' shouted my excited five-year-old boy Zak…
Read the full review of Villa San Michele, over on the Daily Mail

Oliver Approved

What you should know…

  • An additional bed can be addded, on request.
  • The pool is reached by twin sets of steps a short walk through the beautiful garden.
  • A car hire is recommended to really explore the region’s many treasures. 
  • Please note highchairs and cot are available on request, subject to availability. Please enquire for the exact number.

Property Features

Private Pool Wi-Fi/Internet Air-Con BBQ Ground Floor Bed & Bath TV Wheelchair Access Outdoor Games DVD Working Fireplace/Woodburner Heating

Villa Interior

Ground Floor

- Entrance room with vaulted ceiling and fireplace
- Large double height vaulted sitting room, 32' flat screen TV/DVD player
- Large vaulted´Cantina' with a table seating 10, original stone floor, door to rear and large glazed arched doors to the front of the property
- Fully-equipped kitchen with oven, hob, grill, microwave, fridge, toaster, dishwasher and coffee maker
- Two double bedrooms leading off the main room, both with vaulted ceilings and en-suite bathrooms with showers
- Stone vaulted rear reception room- Large bathroom with shower
- Suite with king-size bed, sitting room with desk, printer/scanner and en-suite bathroom with double bathtub and circular shower

First Floor

- Twin bedroom and stairs to roof terraces

Outside Grounds

- Swimming pool (13m x 6m), open approximately April to October
- Covered veranda for al-fresco dining
- Large original stone courtyard
- Olive, Almond, walnut, mulberry, fig, pomegranate, lemon, quince and prickly pear trees
- Covered wood-fired oven- Sun loungers
- Outdoor shower
- Table tennis
- Barbecue
- Parking


- Wi-Fi
- Air-conditioning
- Heating
- TV
- Iron and ironing board


About the surrounding area of Villa San Michele
Beach Nearby <1hr to Airport Rural Location Walking/Hiking Paths Wine Tasting Outstanding Landscapes Outdoor Pursuit & Activities Tourist Towns & Villages Historical Sites
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Villa San Michele is situated in Ceglie Messapica, a charming small town of whitewashed houses and narrow streets located in the province of Brindisi on the edge of the Valle Itria. It is famous for its Trulli; stone built conical buildings typical of this area of southern Italy.

The landscape is typical of the area, particularly rich in nature and history. Dotted around the surrounding land are countless Trulli as well as ancient farms called Masseria. It is home to dry, stone walls, olive groves, vineyards, and woods with ancient oaks.

The town of Ceglie is close and also rich in history and culture. It traces its origin back 15 centuries before Christ and was originally part of Magna Grecia (Greater Greece).

Puglia is considered one of the best places to eat in Italy by Italians, and Ceglie Messapica is regarded as one of the best places to eat in Puglia. There are many restaurants in Ceglie, ranging from simple trattoria to high quality affairs. Many of them will offer some version of what is known as Cucina Povera, literally "poor cooking", derived from a time when the residents of this area of Italy had to make do with simple ingredients and transform them into something more.

Less than half an hour away are the beaches of the Adriatic coast where there are many quiet coves with crystal clear water and long, sandy beaches backed by dunes. A little over half an hour on the other side of the peninsula are the stunning beaches of the Ionian coast where mile upon mile of white sandy beaches extends south to the tip of the heel of Italy.

The airports of Brindisi and Bari, both with direct flights from the United Kingdom, are 30 minutes and 1 hour 10 minutes respectively from the property.


Near the property is a large natural limestone karst cave or grotto, some 52 metres deep. The entrance to the grotto, shaded by fig and olive trees opens to reveal a huge cavern. Stone stairs descend in two directions.

There is some evidence that the cave has been occupied by humans since Neolithic times. The cave was settled from around the 7th century AD by Basilian (Byzantine) monks who had escaped persecution in Constantinople, and this religious settlement remained there for several centuries.

Descending into the first part of the grotto, covered in stalactites, is a large altar hewn out of the solid rock. Above and to one side of the altar is a fresco of the Virgin (Vergine Orante), which studies have shown to be the oldest in Brindisi province, dating from the 8th century AD. Directly above the altar is a well-preserved fresco of Christ, (Cristo Pancreator) and another of San Michele, both of which date from the 11th century.

Locals say that tunnels lead from the grotto and run for several kilometres. During the 1800´s the land surrounding the house was a vineyard and during this time an important ancient Messapican vase was found, 30 cm tall, which was transferred to the archaeological collection of the Museum of Berlin.

Read more about Puglia

Local Amenities
Nearest Airport Brindisi

(40 km)

Nearest Airport Bari

(105 km)

Nearest Town/City Ceglie Messapica


Nearest Shop Shops and supermarkets

(3 km)

Nearest Restaurant Bars and restaurants

(3 km)

Nearest Supermarket

(3 km)

Nearest Beach

(25 km)


Puglia, located in the picturesque heel of Italy's boot-shaped peninsula, is a region that captivates visitors with its unique charm and rich cultural heritage. Boasting a diverse landscape of sun-soaked coastlines, rolling vineyards, and historic towns, Puglia offers an enchanting blend of natural beauty, architectural wonders, and vibrant traditions.

Please be aware that a number of nearby amenities - pharmacies, supermarkets, restaurants, for example - may be closed or have limited opening hours during low season.

Download our Puglia Travel Guide >>


Best Suited For: All Ages
Ideal for Teens

Baby and Toddler Equipment

  • Cot(s)
  • High Chair(s)

Kids Activities Close-by

  • Beach Nearby
  • <1hr to Airport
  • Outdoor Pursuit & Activities
  • Tourist Towns & Villages
  • Historical Sites

Onsite Facilities

  • Outdoor Games
  • DVD
  • Fenced Grounds

Services Available

  • Chef/Cook Available
  • Maid Service Available


Oliver's Extras

  • Wine-Tasting Available
  • Chef/Cook Available
  • Maid Service Available
  • Welcome Pack (food and local wine) Included
  • Local Guides Available
  • Cycling Tours Available

At Oliver’s Travels we pride ourselves on going that little bit further for our guests. From private chefs to babysitters we can help you arrange those little extras that make it a truly memorable holiday. Simply fill in the concierge request form or contact the Oliver’s Concierge Team who will be happy to help. We can typically help you arrange any of the following:

- Maid service/extra cleaning
- Private chef/cook/catering
- Welcome hamper/pre-stocked fridge
- Local day-trips or tours
- Airport transfers
- Babysitting/childcare services

Extras included at this property:

- Welcome Pack

Extras available at this property:

- Extra cleaning
- Private chef
- Olive oil and wine tasting
- Local guides
- Cycling tours
- Bike rental

Please note that all services are subject to availability and must be requested in advance and that due to some rural/remote locations, not all services will be available at all properties. Prices are on request. We will always do our best to fulfil your requests!

Oliver's Travels Chef Service: A Gourmet Dining Experience
Make hosting a memorable dinner party at your villa an absolute breeze with our superb Chef Service. Our chefs will take care of everything for you from start to finish so you can just sit back and enjoy the gastronomic experience. They will bring all the necessary ingredients, cook and serve the food and even clean up afterwards. To find out more visit

Terms & Conditions

These terms and conditions may be amended from time to time.

Security deposit €500 paid in cash to the owner upon arrival and refunded upon departure, subject to full inspection.
Arrival time 3.00 p.m.
Departure time 10.00 - 10.30 a.m.
Energy costs included? Yes.
Linen & towels included? Yes.
Pets welcome? On request only and with prior agreement with the owner.
Insurance It is recommended that all guests take out insurance to cover against potential cancellation and any accidental damage caused during your stay at the property.
Heating costs included? Yes.
Internet access? Wi-Fi internet access included.
Changeover day Saturday. All other changeover days on request.
Minimum stay 7 nights. All other durations on request.
Other Ts and Cs An additional bed can be addded, on request.
Pool towels included? Yes.
Other Ts and Cs Weddings, stag/hen parties and any special events are not allowed.
Other Ts and Cs The pool is open approximately April to October. Please note that pool opening dates are subject to local weather conditions and pool maintenance requirements and that cooler months may not be suitable for swimming.
Other Ts and Cs Please note highchairs and cots are available on request, subject to availability. Please enquire for the exact number.

Rental Rates

Prices based on an occupancy of 8 people:

Rental period Weekly
Jun 18th 2024 - Jun 29th 2024 £5,147
Jun 29th 2024 - Aug 31st 2024 £5,538
Aug 31st 2024 - Sep 29th 2024 £3,454
Sep 29th 2024 - Oct 6th 2024 £4,287
Oct 6th 2024 - Apr 12th 2025 £4,287
Apr 12th 2025 - May 3rd 2025 £2,932
May 3rd 2025 - May 24th 2025 £3,903
May 24th 2025 - Jun 28th 2025 £4,235
Jun 28th 2025 - Jul 5th 2025 £4,887
Jul 5th 2025 - Aug 30th 2025 £6,190
Aug 30th 2025 - Sep 27th 2025 £3,903
Sep 27th 2025 - Dec 20th 2025 £3,584

Prices based on an occupancy of 8 people:

Rental period Weekly
Jun 18th 2024 - Jun 29th 2024 €5,669
Jun 29th 2024 - Aug 31st 2024 €6,099
Aug 31st 2024 - Sep 29th 2024 €3,803
Sep 29th 2024 - Oct 6th 2024 €4,722
Oct 6th 2024 - Apr 12th 2025 €4,722
Apr 12th 2025 - May 3rd 2025 €3,229
May 3rd 2025 - May 24th 2025 €4,298
May 24th 2025 - Jun 28th 2025 €4,664
Jun 28th 2025 - Jul 5th 2025 €5,382
Jul 5th 2025 - Aug 30th 2025 €6,817
Aug 30th 2025 - Sep 27th 2025 €4,298
Sep 27th 2025 - Dec 20th 2025 €3,947

Prices based on an occupancy of 8 people:

Rental period Weekly
Jun 18th 2024 - Jun 29th 2024 $6,074
Jun 29th 2024 - Aug 31st 2024 $6,535
Aug 31st 2024 - Sep 29th 2024 $4,075
Sep 29th 2024 - Oct 6th 2024 $5,059
Oct 6th 2024 - Apr 12th 2025 $5,059
Apr 12th 2025 - May 3rd 2025 $3,460
May 3rd 2025 - May 24th 2025 $4,605
May 24th 2025 - Jun 28th 2025 $4,997
Jun 28th 2025 - Jul 5th 2025 $5,766
Jul 5th 2025 - Aug 30th 2025 $7,304
Aug 30th 2025 - Sep 27th 2025 $4,605
Sep 27th 2025 - Dec 20th 2025 $4,229

Please note that these prices/rates are a guide only and may not be correct at the current date. For an accurate quote, please enquire.

Owner Profile

Property Owner

How long have you owned the property?
8 years.

What was it about the property that you first fell in love with?
When I first saw the house it had fallen on hard times and had been unlived in for many years. It was in urgent need of some TLC to bring it back to its former magnificence. It was clearly a house with a lot of history and it was this that made me fall in love with it.

Are there any interesting stories in its history?
The house is 700 years old and has a lot of history associated with it. It was a church, and after that the summer villa for a local noble family.

Have you ever had any famous guests staying?
We have had a well known actor and his family stay. He has starred in several big Hollywood blockbusters, and well as being in TV series back in the UK.

For anyone coming to stay is there anything in the surrounding area they should...
Really do?
Wander around the charming medieval heart of Ceglie Messapica, our local town.

Really eat?
Ceglie Messapica is justly famous for its restaurants. The simplest ones are often the best.

Really see?
The grotto in the grounds of the house, is awe inspiring. A huge underground cave 60 metres deep, which was used as a church between the 8th and 12th centuries. There is a large stone altar and frescoes from the 8th and 11th centuries.

Lastly, what insider tip would you pass on about the property or the area?
Ask Maria our friendly cook to prepare a feast of local food for you one evening.  Our guests always write to say how much they enjoy it.



  • Spend your Puglia holiday at Villa San Michele

    on 23/05/2024

    Stunning villa, fabulous host, all anyone would want for a relaxing stay in Puglia. Convenient to explore the region, dine at great restaurants, or have a wonderful meal at home, Villa San Michele is where you want to stay in Puglia.

  • Unforgettable experience

    on 24/10/2023

    We had a wonderful week in this great, well-appointed house. The pool was great, and with all the comforts you could want, including a great BBQ area and dining table. The home was very private and perfect for daily excursions to many wonderful little cities in this region. We all had a wonderful, unforgettable experience. Thanks to the owner for making everything easy and seamless and for Maria, who gave us great help on anything needed. We would love to come back.

  • Fantastic property

    on 04/09/2023

    It was our first time in Puglia and this property came just as advertised to make it a memorable trip for my family. The property was clean and well maintained and the pool was great. Maria the property manager was also fantastic and very helpful and accessible. Would highly recommend staying at this property.

  • Idyllic stay

    on 23/07/2023

    The property, furnishings and pool more than delivered for my family and I (5 of us). All communication and assistance from Maria the property manager was truly excellent along with the owner’s incredibly useful, detailed and accurate notes about the local area. The pool is large and very well maintained. I could not recommend more strongly. Thank you so much.

  • Brilliant holiday!

    on 28/06/2023

    The villa and its gardens/grounds were magnificent. We were two families with young children and there was so much to keep everyone entertained including a secret playground and a grotto! Would love to return.

  • Gorgeous space to relax

    on 22/06/2022

    This is a fabulous and inspiring property with an abundance of space. The location is excellent and in perfect proximity to access all the best areas you would want to explore. The customer service and care from both the owner and the property manager was of the highest level.

  • Wonderful week-long stay!

    on 04/06/2022

    My family had a wonderful week-long stay, and we could have stayed even longer! The owner, was super responsive ahead of our stay, and sent plenty of recommendations to us. And the property manager, made sure we had everything we needed for a great trip! We even did 2 amazing & delicious chef dinners at the house (highly recommend)! Our group was 6 adults and 2 infants, and we had plenty of space in the house, and the location was great for the many day trips we took around Puglia - we went to 8 different cities in 8 days - there's so much to see! The kitchen was well stocked and we were able to cook at home many of the nights we were there (but obviously preferred when we were able to have chefs come cook for us :) and the property surrounding the home is just beautiful. It was a little too cold for us to actually go into the pool while we were there, but we did enjoy spending time out by the pool and playing bocce ball while sipping on afternoon Aperol spritzes! Overall, we had a great time staying in this awesome, historic home, and we would love to come back again in the future!

  • Idyllic and beyond expectations!

    on 28/10/2019

    Our group of 6 adults (3 couples) thoroughly enjoyed our idyllic week at this beautiful masseria! It is spacious, comfortable and visually stunning, with lovely areas both indoors and out for gathering. The property is quiet, yet well-situated for day trips to nearby towns. The collection of books and reference materials were impressive and Maria was attentive and helpful. This property exceeded our expectations.

  • What a lovely villa

    on 25/09/2019

    Lovely villa for a family holiday and to celebrate daughter's birthday!

  • Stunning property

    on 15/08/2019

    The house is quite something, the long approach to the wisteria-covered courtyard gives way to a beautiful and unique property.

  • Magical week in Puglia

    on 17/06/2019

    We spent a week at this lovely place, private stone residence amidst beautiful vegetation, olive trees, stone walls and a herbal scented path full of flowers and diverse plants leading to a gorgeous pool. The location is within minutes of a very charming, culinary-oriented town and not far from many others that should be visited. There are many places to sit and enjoy the property of to dine outdoors. The residence is historic, full of character and charm, but with every convenience and comfort. The owner supplies a fabulous collection of very helpful information regarding nearby restaurants, towns to visit and beaches. The gracious caretaker, Maria, is readily available for any questions or requests that may arise. In particular, she arranged for two fantastic dishes to be served at the house for us. One of the most satisfying and memorable trips I have ever taken.

  • We really felt spoiled

    on 25/10/2018

    Our visit to Villa San Michele was simply amazing. Thanks to the fantastic staff and the services provided. Kids and adults loved the pool and the grounds. We really felt spoiled! This place is a treasure and we will back.

  • It was perfect as always

    on 05/12/2017

    Dear Owner, thank you for all the effort you put into making our stay so enjoyable. Everything in the house is always so perfect - you are lucky to have good people there to keep it running for you. It is lovely to be welcomed by your staff and to have such a generous and carefully chosen basket of goodies. The cactus garden is progressing well and interesting to see. Back to reality and an over grown garden - obviously there was a bit of rain when we were away. Hope to return in 2 years time when we will be able to come in September. Thank you!

  • What a treat!

    on 05/12/2017

    Twenty-four hours after arriving at our destination – the really rather splendid Vila San Michelle, a fabulous family-friendly 13th-century former monastery with a swimming pool, pizza oven and even its very own medieval cave - I was on the phone to our 'hostess with the mostest', concierge Donatella Pia to take her up on her very kind offer of some babysitting. A definite holiday highlight was the lovely Donatella and her mother Mia cooking classic local cuisine – bellissimo. What a treat! Read Daniel's full review:

  • Great experience

    on 07/07/2017

    Thank you for the most fantastic holiday. We absolutely loved your home. We felt such at home in this beautiful villa and a beautiful city. Thank you for the excellent recommendations. We loved our dinners, and our children loved their babysitting evenings with the staff. The wine tour was fantastic. We enjoyed every minute of the villa. Everything exceeded our expectations. We hope to be back soon as there is still so much more than we want to experience.

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