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Holiday rentals in Valle Benedetta

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Top-rated holiday rentals in Valle Benedetta

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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.
Apartment
4.98 out of 5 average rating, 248 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.
Flat
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...

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.
Apartment
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.

Top guest favourite
An outdoor dining area is illuminated softly by warm lights, surrounded by lush greenery and climbing roses. A stone patio features a table set for guests, with several chairs positioned nearby, creating an inviting space for al-fresco meals.
Cottage
4.96 out of 5 average rating, 107 reviews

Tuscan cottage, sea view and private olive garden

Metato26 is a unique, newly renovated residence blending traditional Tuscan soul with contemporary comfort. High-speed internet facilitates remote working in silence. Ideal for multigenerational privacy, we include a complimentary pasta class and local insight. Outside: a 200sqm garden with wisteria and rose pergolas, a jacuzzi, and a fenced 600sqm sea-view olive grove. Pet-friendly and authentic, moments from the Italian Riviera and the art cities of Tuscany. This is the real thing.

Top guest favourite
The image features a rustic stone house surrounded by lush greenery, with a wooden door and shuttered windows. A set of stairs leads to a raised outdoor area, partially enclosed by a stone wall, providing a serene view of the surrounding nature.
Holiday home
4.97 out of 5 average rating, 68 reviews

Peaceful tuscan house with pool in Tuscany

An oasis of peace located in the heart of Tuscany on the wine roads! -A strategic area between Certaldo, San Gimignano, Siena and Florence. -Casa Valentina is hidden in a grove where you will enjoy fresh air, a stream with the chirping of birds -A newly renovated house that meets the historicity of the property, the comfort and the contemporaneity that makes it unique in its style - The warmth of the wood-burning fireplace - Heated whirlpool tub embraced by your own private garden.

Top guest favourite
A historic tower rises prominently against a blue sky dotted with fluffy clouds. Surrounding greenery complements the stone structure, with trees and small buildings visible along the hillside, collectively conveying a sense of tranquility.
Villa
4.99 out of 5 average rating, 129 reviews

Belforti Tower

Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

Guest favourite
The spacious living area features polished herringbone wooden flooring, complemented by intricate ceiling frescoes. Elegant furnishings include a comfortable white sofa and a dark wooden dining table. Natural light flows in through large windows, illuminating the room's classic decor and inviting atmosphere.
Flat
4.98 out of 5 average rating, 81 reviews

"Il Magnifico" Medici apartment

Luxurious apartment built from a portion of the Medici villa dating back to the early 15th century, located in the historic center of the small town of Collesalvetti, nestled in the Livorno hills a few kilometers from the sea and the most important art cities of Tuscany. Pisa is 19 km away, Livorno 20 km, Florence 77 km, the sea 19 km The apartment is located in the colorful town square where you can find a restaurant, bar, ice cream shop and groceries, Lidl and Conad 1 km away.

Guest favourite
An outdoor hot tub is surrounded by greenery, creating a private retreat. Two glasses are set beside a bottle of white wine, accompanied by a small vase with pink flowers, reflecting a relaxing atmosphere in a serene setting.
Cottage
4.89 out of 5 average rating, 76 reviews

I Sassi di Wally: country, art & sea!

At the end of a very typical Tuscan hills’ dirt road lined with cypress trees, I Sassi di Wally is a nice stone cottage with a turret. Once it was the agricultural annex of an 18th-century farmhouse, which has been now restored. The house, which was internally renovated in July 2022, is detached with a private, fenced garden, a working area, an internal parking and an 'under the stars' hot tub. Animals are welcome. The ideal location for a relaxing break from the daily routine.

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
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.

Guest favourite
Flat
5 out of 5 average rating, 10 reviews

I bimbi - Suite Apartment

Il Bimbi Apartment Suite è un’oasi di lusso e comfort. Questo elegante appartamento offre una spaziosa camera matrimoniale, un raffinato soggiorno con divano letto matrimoniale e un bagno esclusivo con jacuzzi per due persone, ideale per momenti di puro relax. L’atmosfera sofisticata, arricchita da dettagli di pregio e un’illuminazione calda, rende ogni soggiorno un’esperienza indimenticabile. Perfetto per chi cerca charme e benessere in un ambiente accogliente e raffinato.

Top guest favourite
A spacious living area features exposed brick walls, wooden beams, and warm lighting. A comfortable sofa and a mid-century modern coffee table sit invitingly, while a dining table and chairs are positioned nearby. Large windows enhance the natural light, which complements the earthy tones of the room.
Apartment
5 out of 5 average rating, 43 reviews

AnticaVista, Luxury Apartment with Tower Views

A hidden gem nestled within the ancient walls of a 14th-century tower house, right in the heart of San Gimignano, a UNESCO World Heritage Site. This one-of-a-kind apartment is where history meets contemporary elegance. Look out the window and you’ll feel like you can almost touch the medieval towers. The view is breathtaking: unforgettable glimpses of the majestic Torre Grossa, framed by the iconic skyline that earned San Gimignano its nickname, the “Medieval Manhattan.”

Guest favourite
A modern chalet is surrounded by greenery, featuring a spacious covered porch with decorative foliage. Large windows invite natural light, while a cozy seating area is visible. A circular flower bed with vibrant blooms enhances the outdoor aesthetic, creating a calm connection to nature.
Home
4.94 out of 5 average rating, 31 reviews

Chalet i Poggetti,

If you want to surprise the person you love, or experience a relaxing stay, our chalet is an ideal solution allowing you to connect with nature in an elegant and comfortable environment, in total privacy in a unique natural setting, equipped with all comforts, at your disposal a solar greenhouse equipped with a hot tub and sauna... with a forest view. Outside, there is a terrace where you can dine or have breakfast adjacent to the solarium area with deck chairs, etc.

Popular amenities for Valle Benedetta holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Livorno
  5. Valle Benedetta