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Holiday houses in Cenaia

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Top-rated holiday rentals in Cenaia

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Top Guest favourite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay in Simignano
4.92 out of 5 average rating, 261 reviews

Casa al Gianni - Hut

Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!

Top Guest favourite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Condo in Noce
5 out of 5 average rating, 324 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Top Guest favourite
A well-equipped kitchen is featured with stainless steel appliances and a wooden countertop. Natural light flows through the large windows, enhancing the space. A decorative model sailboat and framed bird illustrations add charm to the room. A dining table with wooden chairs is positioned nearby.
Condo in Pisa
4.98 out of 5 average rating, 249 reviews

"Mercanti" cozy attic in a tower house

An old tower house in the heart of Pisa. A fully equipped stainless steel kitchen with espresso machine and kettle. The interiors blends wooden beams, steel and glass with a swinging hammock, designer lamps, a turntable and an extensive library of art and illustration books. The bedroom is accessed via an internal staircase, while the apartment is located in the attic (3rd floor) of a historic building: the staircase is a bit steep, so unfortunately it may not be comfortable for everyone.

Top Guest favourite
A rustic dining area features a long wooden table set with linens and decorative items. The space is illuminated by a chandelier and has large windows offering views of the surrounding landscape, with a stone fireplace and traditional frescoes adorning the walls.
Apartment in Carmignano
4.97 out of 5 average rating, 270 reviews

Giglio Blu Charming Loft

The accommodation is a portion of a historical noble residence dating back to the 14th century, adorned with frescoes and tastefully restored. It is located on the ground floor of a quiet and safe street, with a private and independent entrance and self check-in. The space is cozy, comfortable, and elegant, perfect for guests seeking an authentic Tuscan experience with modern comfort and technology. It is situated just a few kilometers away from Florence, Pisa, Lucca, Vinci, San Gimignano...

Top Guest favourite
A view of the bustling street below features restaurants with red awnings and a charming tourist train passing through. The iconic Leaning Tower of Pisa and the nearby dome are visible in the background, framed by greenery from surrounding trees.
Condo in Pisa
4.9 out of 5 average rating, 125 reviews

kinzica apartment with tower view

A due passi dalla Torre di Pisa, questo appartamento elegante e spazioso unisce il fascino dello stile pisano ai comfort moderni. Situato in un palazzo storico e recentemente ristrutturato, offre una rara vista sulla Torre. Perfetto per famiglie o gruppi, dispone di spazi ampi e una cucina attrezzata. Con bar e ristorante sotto casa e tutte le attrazioni a pochi passi, è la scelta ideale per vivere al meglio il centro storico di Pisa e Piazza dei Miracoli. Wi-Fi e aria condizionata inclusi.

Guest favourite
An inviting living area features a cozy sofa, a dining table with purple chairs, and a well-equipped kitchen in the background. Exposed wooden beams and a brick arch create a warm atmosphere. A decorative plant is placed on the floor, adding a touch of greenery.
Loft in Fauglia
4.92 out of 5 average rating, 117 reviews

Loft in a strategic location near Pisa

In a residential area, outside the historic center, the accommodation is finely furnished and comfortable. It has a separate entrance, is part of a Tuscan-style farmhouse with brick ceilings and wooden beams. It consists of a living/dining room with a double sofa bed and an adjacent well-equipped kitchen (mini-fridge, dishwasher and microwave oven). The double bedroom is on the mezzanine, which is accessed by a comfortable staircase. Below are the wardrobes and dressers. Designer furniture.

Guest favourite
A well-lit sleeping area features a soft headboard and neatly arranged pillows on a spacious bed. A bedside table holds a tablet and a sleek lamp, contributing to a minimalist design. Light-colored walls enhance the room's bright atmosphere.
Condo in Cenaia
4.93 out of 5 average rating, 27 reviews

Modern Tuscan Retreat: Comfort in Nature

Discover our modern apartment in the beautiful Tuscan countryside, ideal for couples seeking tranquility and nature. A short distance from the sea and the enchanting cities of Florence, Pisa, Lucca and Livorno, our home offers a balance between relaxation and practicality. In a few minutes by car or bicycle you will find everything you need: supermarket, pharmacy, bakery, bar, pastry shop, tobacco shop and small shops. Live an authentic experience, with all the comforts at your fingertips!

Top Guest favourite
A terrace showcases a small table set with glasses and a bottle, complemented by two chairs. A scenic view of the Tuscan countryside can be seen in the background, revealing rolling hills and traditional rooftops under a bright sky.
Apartment in San Miniato
4.99 out of 5 average rating, 165 reviews

San Miniato - Panoramic terrace in the historic center

Brand new apartment in the historic center of San Miniato. Recently renovated, it is ideal for those seeking tranquility in the heart of the city, with a beautiful view of the Tuscan countryside thanks to the panoramic terrace perfect for a breakfast in the sun or a special aperitif. Immersed in the historic part of the city, typical restaurants, shops and all the beauties of San Miniato can be easily reached on foot. Thanks to its central location, it is ideal for visiting all of Tuscany.

Top Guest favourite
An inviting kitchen space is highlighted by an arched brick entry. A large wooden dining table is set in the foreground, adorned with a decorative centerpiece. The kitchen features modern appliances, including a silver refrigerator, and warm lighting enhances the rustic ambiance.
Villa in Canneto, San Miniato
4.94 out of 5 average rating, 124 reviews

Tuscany Country House Villa Claudia

Vivi l’incanto della nostra Country House: un antico casale toscano di pregio, finemente restaurato, con vista mozzafiato sul borgo di Canneto (785 d.C.). Immersa nel verde di San Miniato e dotata di ogni lusso moderno, la villa è un rifugio esclusivo per rigenerarsi. Scegli tra il relax totale nella Jacuzzi in giardino, tour enogastronomici d'eccellenza o visite alle vicine città d’arte toscane. Un’esperienza sensoriale indimenticabile tra storia e natura. Prenota il tuo sogno in Toscana!

Top Guest favourite
An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.
Home in Gambassi Terme
5 out of 5 average rating, 211 reviews

Il Fienile, Luxury Apartment in the Tuscan Hills

‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Top Guest favourite
The image showcases a refreshing pool surrounded by lounge chairs and umbrellas, enhancing the outdoor relaxation area. The pool is framed by lush greenery and a stone wall, with the charming rustic house visible in the background under a clear blue sky.
Home in Barberino Tavarnelle
5 out of 5 average rating, 122 reviews

Infinity pool in Chianti area

On the Chianti hills, portion of an old stone farmhouse from the 1800s, located in S. Filippo, a small hamlet of Barberino Tavarnelle, halfway between Florence and Siena, a 30-minute drive from Florence airport, 1 hour from Pisa airport. Three bedrooms, two bathrooms, large living room with fireplace, eat-in kitchen and dining room. Magnificent view of the hills from every window! Beautiful infinity pool with whirlpool area, unheated and open from April to October.

Top Guest favourite
A spacious terrace is surrounded by lush greenery, featuring terracotta pots filled with plants. Comfortable wooden chairs are positioned to invite relaxation, overlooking scenic hills in the distance. A soft canopy provides shade, enhancing the tranquil atmosphere of this outdoor space.
Home in Peccioli
4.99 out of 5 average rating, 138 reviews

House with a breathless view in Tuscany

Halfway between Pisa and Florence, this dreamy Tuscan house is your perfect escape. Lounge on the panoramic terrace with sun-kissed views, sip your morning coffee, or enjoy al fresco dinners under the golden sunset. Nestled in the heart of a charming village turned open-air contemporary art museum, every corner feels like a picture-perfect moment. Peccioli is your gateway to Tuscany’s art cities or a serene hideaway to savor the magic of authentic local life.

Popular amenities for Cenaia holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Pisa
  5. Cenaia