Vacation rentals in San Ruffino

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Top-rated vacation rentals in San Ruffino

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Top guest favorite

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, 270 reviews

Podere Vergianoni immerso nelChianti con piscina

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.

Guest favorite

A view of a serene swimming pool surrounded by lush greenery and colorful flowers. The pool reflects the surrounding hills and valleys, with vibrant blooms framing the scene. Potted plants add a touch of nature to the outdoor space, enhancing the tranquil atmosphere.

Condo in Morrona

4.96 out of 5 average rating, 136 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

Superhost

The private pool area features a well-maintained swimming pool bordered by sun loungers and a wooden deck. Lush greenery surrounds the space, including a large tree, with a stone wall in the background that adds rustic charm. A seating area is also present for relaxation.

Home in Lari

4.82 out of 5 average rating, 17 reviews

Charming farmhouse - private pool & scenic views

Fully renovated in 2024, 'Casa Meridiana' offers the character of a traditional Tuscan farmhouse combined with the luxuries & convenience of modern living. Come and discover our haven of tranquility nestled in the Tuscan countryside. Relax on the terrace or cool down in our large private pool, & enjoy stunning views over the hilltop village of Lari & its medieval fortress. In cooler winter months, unwind in front of a pellet stove or enjoy a quiet escape with a book in our cosy reading corner.

Superhost

A serene outdoor space features a sparkling pool surrounded by sun loungers and umbrellas. Lush green grass is complemented by stone pathways leading to landscaped gardens. The scenic hills of the countryside are visible in the background, offering a tranquil setting for relaxation.

Villa in Terricciola

4.95 out of 5 average rating, 39 reviews

Villa San Marco with exclusive pool!

Independent villa with large garden, olive grove and swimming pool . Furnished in typical Tuscan style. Ground floor divided into two areas: a studio with kitchen, bedroom and private bathroom (this studio can have a separate entrance); kitchen and living room with fireplace and a small bathroom. First floor with bedroom and bathroom ; second floor with 2 double bedrooms and 2 bedrooms with single beds (total 8 beds) and a bathroom with large shower. Outside BBQ area, table with chairs and pool

Top guest favorite

A spacious living area features a cozy sofa adorned with yellow cushions and a patterned throw. Two framed artworks are displayed above the sofa, while a rustic kitchen with floral-patterned curtains is visible in the background, complete with modern appliances.

Condo in Lari

4.97 out of 5 average rating, 87 reviews

Bel Canto Lari, Your Exclusive Tuscan Hideaway

Charming first floor apartment in a traditional Tuscan farmhouse, accessed by external stone staircase. Relax by the pool or wander through 2 hectares of olive groves, orchards, and woodland. Take a short stroll to the Etruscan hill town of Lari, where you can enjoy a pastry in the piazza, visit the castle, or explore the Martelli pasta factory. In the evening, treat yourself to an aperitivo or dine at one of the local restaurants serving authentic Tuscan cuisine. We look forward to seeing you.

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, 58 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

A window offers a scenic view of the rolling hills and lush greenery of the Tuscan countryside. A round wooden table is set with plates and glasses, complemented by wicker placemats, creating an inviting dining area under soft morning light.

Apartment in Palaia

5 out of 5 average rating, 19 reviews

Casa Billi

Cozy 90-square-meter apartment with a beautiful view of the countryside on the third and top floors (no elevator) of a recently renovated ancient building. Two double bedrooms, a living room with a kitchen, a study, two bathrooms, one with a shower, and a storage room. Exclusive use of a beautiful terrace (not on the apartment floor). A few minutes' walk and you will be in the center of the lively village of Palaia where you will find small shops for shopping, restaurants, pubs and a bar.

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, 131 reviews

House with a breathless view in Tuscany

Halfway between Pisa and Florence this house comes with a large panoramic terrace, equipped with sunchairs and a large table for outdoor dining. Below, an hanging garden on the property overlooks one of the most striking views in Tuscany. The location is strategic, in the beating heart of an ancient medieval village, now home to an open-air contemporary art museum. Peccioli is a great starting point for those who want to visit the art cities of Tuscany, or immerse yourself in local life,

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

4.99 out of 5 average rating, 188 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 favorite

A wooden table is set outdoors with an arrangement of fresh fruits, cookies, and pastries. A white porcelain pitcher and cups complement the display, while lush greenery and an olive tree are visible in the background, enhancing the serene outdoor setting.

Farm stay in Crespina

4.96 out of 5 average rating, 95 reviews

Margherita

Our traditional and authentic farmhouse awaits you. You will find hospitality, accuracy, cleanliness and privacy. No noise, no artificial light to obstruct the vision of starry skies and unforgettable sunsets. Resting on your deck chairs you will enjoy the view of a small lake at the foot of the hill at the edge of the woods. Strolling around you will admire stately villas from the 17th and 18th centuries. In nearby towns you will find museums, restaurants, ice cream shops;

Guest favorite

A table set for relaxation features a bottle of wine and two glasses, accompanied by a single flower in a green vase. The backdrop showcases a tranquil outdoor scene, framed by a fence and distant hills under a clear sky.

Condo in Aia Bianca di Sotto

4.95 out of 5 average rating, 21 reviews

"Il Tinaio" Flat

The apartment "il Tinaio" is located in the heart of Tuscany, in the area called "Chianti Pisano". Part of a larger rural building, it owes its name to the fact that in ancient times it housed "the vat" for the conservation of wine obtained from the vineyards of the surrounding land. Located in the countryside, but still close to the major attractions of our region, it is a perfect base for your visit to Tuscany.

Top guest favorite

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

4.9 out of 5 average rating, 217 reviews

Casa al Gianni - Capanna

Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!