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Vacation rentals in Chientina

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Top-rated vacation rentals in Chientina

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Top guest favorite
An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.
Home in Simignano
4.98 out of 5 average rating, 164 reviews

Casa al Gianni - The Simignano Barn

Converted from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large fully equipped kitchen, a spacious living room, a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!

Top guest favorite
An aerial view captures the sprawling vineyards and olive groves surrounding Podere Vergianoni. The property features a salt-water pool positioned on a terrace, offering panoramic views of the lush Chianti landscape and medieval castle in the distance. Rustic buildings line the garden area.
Condo in Noce
5 out of 5 average rating, 191 reviews

Ancient 17th-century farm in Chianti, Tuscany

Podere Vergianoni is an ancient and historic property dating back to the 17th century, located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional style of ancient Tuscany: wooden beams, terracotta floors, and tasteful handcrafted furnishings that will help you enjoy a pleasant stay. In the large outdoor courtyard, you'll find a saltwater swimming pool on a panoramic terrace with wonderful views of the castle, hills and vineyards, and breathtaking sunsets.

Top guest favorite
Condo in Morrona
4.97 out of 5 average rating, 143 reviews

Casa Luna-Splendida overlooking the pool and Tuscan nature

My husband and I fell in love at first sight with this beautiful place. So we have moved here our whole life. Ideally located on the hill of Morrona,this landscape affords unique views over the hills near Pisa,put us in direct contact with a calm nature and gives us a wonderful spectacle of the fascinating and surprising course of seasons. The location is enhanced by the swimming pool with hydromassage,for those seeking a moment that will remain on their skin and in their hearts for a long time

Top guest favorite
A clear swimming pool set within a landscaped garden, surrounded by lush green trees and hedges. The pool features a light blue hue with sun glimmering on the water's surface, inviting relaxation. Sun loungers are positioned nearby for comfortable seating.
Condo in Soiana
4.98 out of 5 average rating, 64 reviews

Charming apartment with garden, pool and valley view

Apartment in Historical building with shared garden and pool. The property is located in a typical Medieval Tuscan village close to Terricciola (PI) which is part of the wine route. The historic palazzo was built in the 17th Century and has been converted into several individual apartments sharing a private swimming pool and a garden. This lovely apartment has a private car parking and a stunning view over the hills. The village is only 25 min. from Pisa Airport and 35 min. from the coast.

Top guest favorite
The exterior of the house is shown amidst a lush garden featuring various green plants and colorful bushes. A spacious lawn provides a relaxing atmosphere. The building's warm brick facade is complemented by a tiled roof and multiple windows, allowing natural light to enhance the inviting design.
Home in Santo Pietro Belvedere
5 out of 5 average rating, 39 reviews

"Tuscan gem" vacation home

Situated in the tranquility and peace of the Tuscan countryside, this house is spacious, welcoming, and relaxing. We like to call our property a little unspoiled corner. Two bathrooms, a kitchen, a large living room, and three bright bedrooms overlooking the beautiful, spacious garden and the typical Tuscan scenery of olive groves and vineyards. The house is completely pet-friendly, and there are three small Beagles who occasionally spend time with guests (well-behaved and calm).

Top guest favorite
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 in Montecatini Val di Cecina
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.

Top guest favorite
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, 205 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.

A serene outdoor area features a refreshing swimming pool, surrounded by sun loungers and an umbrella. Olive trees provide a tranquil backdrop, with a charming villa in the distance, showcasing a blend of rustic and modern architecture.
Villa in Selvatelle
4.94 out of 5 average rating, 71 reviews

Villa Valledoro – Your private oasis in Tuscany

Villa Valledoro is a beautiful villa located in the rolling Tuscan hills. With 4 bedrooms, 4 bathrooms, an equipped kitchen and large indoor and outdoor spaces, it can accommodate up to 10 people. Breathe in the tranquility of the large garden, dive into the private pool, and enjoy a glass of wine under the loggia at sunset. The swimming pool is open from June to September. From April 21, 2025, the accommodation tax of €2 per night per person will enter into force.

Guest favorite
Home in Montopoli
4.93 out of 5 average rating, 54 reviews

Villa Due Pini Marti with private pool

Villa with pool between Pisa and Florence set in an enchanting panoramic setting, enjoys a superb 360-degree view of the unspoilt Tuscan countryside. Furnished with care, it consists of 2 double bedrooms, one on the upper loft floor, 1 double bedroom on the ground floor, bathroom, living room, kitchen and dining room, large veranda with a large garden and olive grove with a pool of 12 meters away from prying eyes. The swimming pool is open from 01 May to 30 September

Guest favorite
Castle in Tignano
5 out of 5 average rating, 14 reviews

Luxury Medieval Tower • Exclusive Chianti Stay

Benvenuti in una delle residenze più esclusive del Chianti: una torre medievale trasformata in un raffinato luxury retreat con vista sulle colline toscane. Design contemporaneo, arredi iconici, opere d’arte e comfort di lusso si fondono in un’esperienza unica. Un’oasi di quiete con giardino privato, dependance vetrata, Wi-Fi, area smart working. Servizi extra: chef privato, degustazioni in cantina, trattamenti benessere e tour tra i borghi più belli della Toscana.

Top guest favorite
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, 136 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.

Top guest favorite
A scenic view showcases rolling green hills of Tuscany, dotted with olive trees and distant houses. The pool area, adorned with a lounge chair and shaded by a white umbrella, invites relaxation. The blue sky is streaked with soft clouds, enhancing the tranquil landscape.
Home in Morrona
4.98 out of 5 average rating, 52 reviews

Villino Isotta (exclusive private villa)

Located in the “wine city” (so named for its numerous vineyards and wineries), VILLINO ISOTTA (the name of the house) is perfect for COUPLES, FRIENDS, FAMILIES, OR GROUPS (SLEEPS 16) WITH AN EXCLUSIVE OUTDOOR POOL AND HOT TUB! Relax and enjoy the colors and scents of Tuscany in this quiet home where time seems to have stopped! VIEW OF RARE BEAUTY! We are located in a strategic position, in the center between Florence and Pisa, between Siena and Lucca!

Popular amenities for Chientina vacation rentals

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