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Vacation rentals in San Chimento

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Top-rated vacation rentals in San Chimento

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Top guest favorite
An elegantly furnished living room features classic decor, including a chandelier and ornate details. Large windows offer views of the city's architectural highlights. Comfortable seating arrangements, including a tufted sofa and armchairs, are arranged around a glass coffee table, enhancing the room's inviting ambiance.
Home in Siena

Domus Nannini - Loggia Salimbeni SPA

Apartment of 200 sqm furnished with precious classical furniture and very spacious rooms: 13 windows overlooking the old town, each window offers a unique view of the city. Big and spacious lounge with peerless view on the begin of Banchi di Sopra, Piazza Salimbeni and the headquarter of the Monte dei Paschi, formed by the noble palaces Tantucci, Salimbeni and Spannocchi. Second lounge with library, sofa-bed and the same exclusive view. 2 large bedrooms with city-views and king-size beds. 3 bathrooms one with jacuzzi and one with shower. A long corridor that crosses the apartment, spacious entrance and private terrace on the internal courtyard. Third lounge with sofa-bed and city-view. Dining room with panoramic views of the Duomo of Siena and Basilica of San Domenico which stand out over the medieval roofs of Siena a few meters from us. Fully equipped kitchen with laundry area. It occupies the entire second floor our 1600's palace and offers unique and privileged views of Siena and its architectural wonders. We are on Banchi sopra Sopra, the main course of the historical center of Siena, below the house you will find the best shops in the center with all the brands of high fashion, lots of restaurants; Wineries, Bars and Supermarkets with typical Tuscan products.

FamilyLocationCleanliness

4.96 out of 5 average rating, 156 reviews
Guest favorite
A wooden hot tub is positioned against a stone wall, surrounded by lush greenery. Two individuals relax within the tub, illuminated by soft lighting from nearby lanterns, creating a serene evening atmosphere.
Condo in Casole d'Elsa

La Casetta

“La Casetta”, is a new restored enchanting apartment immersed in the splendid Tuscan countryside, only 2 kms from the medieval village of Casole d'Elsa in Siena province. Situated in a old farm complex with private entrance, large private garden, and access to the communal swimming pool. Furnished with utmost care down to the finest detail. Ideal for a relaxing, regenerative week with family or friends, emerged in an uncontaminated natural landscape. Possibility of excursions on foot and by bicycle in an evocative natural setting of lush forests and gentle hills of rare beauty. One can enjoy local dishes of the wonderful Tuscan tradition in many of the nearby restaurants or organize splendid home-cooked meals with the barbecue in the garden. Ideally situated for visits the many nearby towns and cities rich in art and beauty: 30 mins to Siena, 1 hour to Florence ,30 mins to San Gimignano and Volterra, 45 mins to the Chianti area. La Casetta is the ideal place to regenerate your body and mind. (We are the same owners of “La Senesina" apartment near Siena check out our rating on the web! Our 5 stars ratings are your warranty for a great stunning vacation)

FamilyLocationShared spaces

4.93 out of 5 average rating, 197 reviews
Top guest favorite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage in Geggiano

Villa di Geggiano - Guesthouse

PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

FamilyLocationParking

4.99 out of 5 average rating, 155 reviews
Top guest favorite
Home in Siena

Private House for 4P- La Capanna Di Azzurra

Ideale per famiglie, coppie o amici in cerca di una dimora elegante e accogliente, questa casa è pensata per chi vuole vivere la campagna toscana senza rinunciare alla comodità della città. Immaginate una colazione guardando il profilo di Siena, giornate tra arte, vino e natura, e il rientro al tramonto, quando la luce scalda la pietra e il silenzio restituisce il ritmo autentico di questi luoghi. Un rifugio pratico, con charme e scenografico, perfetto per visitare Siena e i suoi dintorni!

ValueLocationView

4.96 out of 5 average rating, 27 reviews
Guest favorite
Villa in Monteriggioni

Villa dei 2 Ulivi (Abbadia Isola)

FULLY AIR CONDITIONED, modern 6BR/4BA VILLA on Via Francigena: an enchanted paradise for friends & families with kids (trampoline, basketball area, soccer & volley/beach tennis nets, fossball, table tennis) & w. pets (fenced garden). Located in the small village Abbadia Isola in the shadow of the medieval castle of Monteriggioni, right on the path the ancient road & pilgrim route running from France to Rome (via Francigena) A.k.A FAMILY GROUPS KIDS FRIENDS dream VILLA Siena 12mn (ABB)

FamilyValueWifi

4.97 out of 5 average rating, 174 reviews
Guest favorite
Farm stay in Siena

Agriturismo La Villa - Il Castagno, Pool & Garden

Immersed in the green woods of the Senese hills, the beating heart of Tuscany, lies the La Villa estate. Characterized by a large park with swimming pool, gazebo, barbecue area and relaxation area, the farmhouse stands out for its strong link with the Tuscan tradition: a suggestive path will guide you to discover the woods surrounding the farm among olive trees and fields of lavender in bloom, among which you can forget the passage of time and enjoy the charms of nature.

FamilyLocationDecor

4.98 out of 5 average rating, 222 reviews
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

Casa al Gianni - Capanna

Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

FamilyLocationKitchen

4.93 out of 5 average rating, 294 reviews
Top guest favorite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

LocationValueSleep quality

4.98 out of 5 average rating, 107 reviews
Guest favorite
Cottage in Colle di Val d'Elsa

Rustico Toscano con piscina

Rustico con affaccia su tipica aia senese. E' al piano terra ed è composto da soggiorno cucina, un bagno e camera da letto con vista sul verde delle colline toscane. Ha un vasto giardino e piscina. Il Cottage è a uso esclusivo. La zona è molto tranquilla e ideale per vacanze in tutto relax. Ci troviamo nel mezzo a due significative città come Siena e Firenze, ma se volete scoprire borghi tipici a pochi km San Gimignano, Volterra, Monteriggioni.

LocationFamilyPool

4.83 out of 5 average rating, 96 reviews
Top guest favorite
Condo in Siena

Luxury Penthouse overlooking Piazza del Campo

Ci sono molte case a Siena. Ma pochissime possono dire di essere qui. Affacciato direttamente sulla piazza più iconica della città, questo attico offre un’esperienza rara: svegliarsi con la luce dorata che accarezza il Palazzo Pubblico e addormentarsi sopra uno dei luoghi più belli al mondo. La posizione è semplicemente irripetibile. Appena fuori dalla porta ti trovi immerso nella storia, tra ristoranti, vini e atmosfere senza tempo.

LocationValueCleanliness

5.0 out of 5 average rating, 23 reviews
Guest favorite
Dome in Volterra

Green Dome @ The Land Before Time Retreats

Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.

FamilyLocationCondition

4.95 out of 5 average rating, 185 reviews
Guest favorite
An aerial view captures the expansive countryside, dotted with vineyards and olive groves. The large swimming pool is framed by lush greenery, while the villa's garden offers a serene atmosphere. Gentle hills roll in the background under a clear, blue sky.
Villa in Poggibonsi

Villa with pool in Chianti Area

Amazing Entire Tuscan apartment in an indipendet part of our family Villa in the Chianti! Panoramic 360° view, independent entrance, parking, private garden with BBQ, big SWIMMING POOL, 4 Bedrooms, large living area with big tuscan fireplace, equipped kitchen and laundry. High speed WIFI. Between Siena and Florence in a strategic position close to the main Chianti roads and many characteristic villages!!

LocationFamilyOutdoor spaces

4.95 out of 5 average rating, 73 reviews

Popular amenities for San Chimento vacation rentals