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Holiday houses in Valle Benedetta

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Top-rated holiday rentals in Valle Benedetta

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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 in San Gimignano
4.96 out of 5 average rating, 73 reviews

Tuscan House with Private Jacuzzi in Chianti

An oasis of peace in the heart of Tuscany, along the wine route! - Exclusive Jacuzzi in your own private garden - Strategic location between the medieval towns of Certaldo, San Gimignano, Siena, and Florence - A 700 sqm private garden filled with the sweet sound of birds singing - A newly renovated home where history meets modern comfort and unique design - The warmth of a wood-burning fireplace to heat your beautiful winter dreams - The perfect place to regenerate and completely unplug

Top Guest favourite
A traditional stone farmhouse is surrounded by a well-maintained garden. A paved pathway leads to an arched entrance framed by decorative plants. Wooden window shutters add charm, while the bright blue sky complements the earthy tones of the building.
Apartment in Collesalvetti
4.96 out of 5 average rating, 109 reviews

Relax between hills and sea in an ancient farmhouse

Recently renovated apartment in a typical Tuscan farmhouse in the hills, a 20-minute drive from the sea. It has 2 double bedrooms, a cozy entrance to the living room with a comfortable sofa bed, a bathroom with shower and a fully equipped kitchen. In the property's garden there is a swimming pool (from June) and a wooden gazebo with BBQ. The apartment is equipped to accommodate small guests with a crib, high chair, stroller, bottle warmer, and a backpack for walks. Wifi, Satellite TV

Guest favourite
A rustic home nestled in a spacious garden is highlighted under a clear blue sky. A shaded patio area is furnished with outdoor seating and a dining table, inviting relaxation. Lush greenery surrounds the property, offering a tranquil environment in a residential setting.
Home in Livorno
4.96 out of 5 average rating, 105 reviews

La Mediterranea

Independent rustic house 800 meters from the sea with a large garden in a residential area. Parking spaces included. The accommodation consists of 1 double bedroom and 1 small bedroom with a double bed (4 total beds), a living room, a kitchen, and a bathroom with a shower and washing machine. Outside is a large shaded veranda, a barbecue, and a ping pong table. In the area there are shops for basic necessities and some restaurants. The house is located 10/15 min from the city center.

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.
Apartment in Collesalvetti
4.98 out of 5 average rating, 86 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
The image showcases a historic property set in a well-maintained garden. Statues line a central flower bed filled with red blooms, surrounded by greenery. The elegant architecture of the building is visible in the background, framed by lush foliage and designed in a classic style.
Condo in Lucca
4.91 out of 5 average rating, 174 reviews

Amazing apartment in Palazzo Pfanner

Situated on the first floor of Palazzo Pfanner, a charming baroque Palazzo and building of historical interest in the centre of the town of Lucca, the apartment recreates perfectly the atmosphere of the antique noble residences for visitors who wish to try this unique experience. The apartment, which has frescoes dating back to the 18th and 19th centuries and the original ceiling with beams and ‘seminato alla veneziana’ flooring, offers a splendid panoramic view over the garden.

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 in Collesalvetti
4.9 out of 5 average rating, 77 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 in Gambassi Terme
5 out of 5 average rating, 216 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
An expansive room features a wooden ceiling with exposed beams and large windows, providing ample natural light. A spacious bed and an additional white bed are visible. Decorative shelves with various items line the walls, enhancing the room's character.
Home in Crespina
4.98 out of 5 average rating, 91 reviews

"IRIS" Secret Nature Retreat

A un passo dalle città d'arte della Toscana e dal mare, siamo in una zona di grande interesse per la flora e la fauna selvatica e contornata da ville storiche, protetta dal vincolo paesaggistico; la strada che porta da noi, circa un Km, fa parte di questo patrimonio, non può essere asfaltata ed è un po' sconnessa. Per raggiungerci dovrete fare un un piccolo sforzo, affrontabile con una qualsiasi auto. Troverete in cambio silenzio, tranquillità e la nostra accoglienza.

Top Guest favourite
A spacious bedroom showcases a bed with white linens and golden accent pillows. A textured gray wall serves as a backdrop, creating a calming atmosphere. In the foreground, a bouquet of yellow dried flowers adds a vibrant touch to the room.
Condo in Pisa
4.94 out of 5 average rating, 140 reviews

Entire apartment - La Fortezza- Pisa

FAMILY VACATIONS The apartment is located in the heart of the historic center of Pisa. The perfect location allows you to visit all the historical sites on foot. The accommodation offers everything you need for a relaxing holiday. The rooms are equipped with Wi-Fi, air conditioning, Smart TV + NETFLIX. The kitchen is complete with all appliances + utensils. Thanks to self check-in and check-out, guests are free to arrive and leave without constraints. Feel at home!

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 in Fauglia
4.94 out of 5 average rating, 32 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.

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, 140 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.

Guest favourite
Home in Orciano Pisano
4.96 out of 5 average rating, 105 reviews

Relax in the Tuscan countryside, a stone's throw from the sea

Ideal for a couple, the house is arranged on two levels. On the ground floor, there is a living room and a kitchen complete with accessories with a dishwasher and washing machine. On the first floor, there is a large double bedroom (possibility of adding a bed for children) and a very spacious bathroom. Anyone is and always will be welcome. The cleaning and sanitizing of the apartments are carried out scrupulously by us in order to ensure maximum safety.

Popular amenities for Valle Benedetta holiday rentals

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