Vacation rentals in La Macchia

Casa al Gianni - The Simignano Barn

Transformed from a former 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!

Palazzo Monaci - Pool in the Crete Senesi

Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

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.

Casina in campagna Podere Scorno con piscina

Piccola e accogliente casa di campagna ideale per coppie, su una collina della campagna senese. Edificio in stile toscano in pietra, con una storia secolare. La proprietà è stata comprata e ristrutturata a fine anni '90. Con un ampio giardino con piscina, frutteto, oliveto, vigna e orto, per gli amanti del verde. La piscina è aperta da metà maggio a fine settembre. Non accettiamo animali domestici. Informiamo i nostri ospiti che come host privati non siamo abilitati a fornire colazione.

Podere La Castellina - No. 3 JUNIPER

Stone and brick apartment inside the "Podere la Castellina" in the magnificent natural park of Montagnola Senese. The apartment located on the second floor can comfortably accommodate 5 people (4+1) and includes: - large living room with fireplace and sofa bed - kitchen - 2 bedrooms: one with a double bed and one with two single beds - two bathrooms Available to guests is a panoramic swimming pool, solarium and terrace with breathtaking views, equipped with a wood-burning oven and barbecue.

Luxury 4BR Chianti Tuscany Home Pool Ensuite Baths

Relax and unwind in this newly renovated 4-bedroom, 4-bath home in the heart of Italian wine country. Designed for comfort and privacy, each bedroom has its own ensuite bath, ideal for families, couples traveling together, or small groups. Enjoy spacious living areas, a large dining table for shared meals, and access to a beautiful shared borgo pool surrounded by vineyards and rolling hills. Located near Gaiole in Chianti with easy access to wineries, restaurants, and classic Tuscan scenery.

Sosta Eroica • Panoramic View & Quiet Pool Retreat

A pochi minuti da Siena, nel cuore autentico della Toscana, un luogo di pace relax e silenzio . vivi un soggiorno da sogno tra le Crete Senesi , Chianti, Val d’Orcia, Montalcino e Montepulciano. La casa è immersa in un paesaggio iconico di colline, cipressi e tramonti mozzafiato. Perfetta per coppie, famiglie e amanti della natura. Prenota e scopri esperienze uniche: degustazioni, tour e attività per vivere la Toscana come un local e a fine giornata rilassati nella nostra stupenda piscina .

Boutique house with pool reserved for 2 guests

Casina Boutique is the only property on the estate dedicated to hospitality, and from May to September the only couple of guests is reserved the splendid swimming pool set in an ancient stone basin: an almost unique and unparalleled privilege! Casina Boutique is a typical Tuscan independent building, with terracotta floors and a beamed ceiling, part of the ancient Canonica di Trecciano. Absolute privacy and a beautiful garden, just 15 km from Siena in the quiet of the Montagnola Senese.

Private Chianti Cottage, Garden & Vineyard Views

Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

L'Apparita del Peruzzi | Villa | Private Pool & A/C

A Renaissance villa attributed to Baldassarre Peruzzi, set in a private panoramic park located in the countryside near Siena (just 5,8 km from Piazza del Campo). Offered for exclusive use, the property features six bedrooms, a secluded private pool (May–September), and gardens designed by famous architect Pietro Porcinai, providing space, privacy and an authentic Tuscan experience for families and groups.

"Villa Daisy" overlooking Siena

Wonderful villa with independent entrance inside the "Caggiolo" farm, brought to light with careful and thorough renovation that has kept intact the typical features of a Tuscan farm. Beautiful panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).

La Capanna di Franca 6+2, Emma, Villas

La Capanna di Franca is an old barn which, in 2006, thanks to careful restoration work that has enhanced the original architectural style, was transformed into a warm and comfortable country house. Standing in the medieval hamlet of Palazzavelli, a tiny cluster of houses just one kilometre from the centre of Sovicille, but in an independent position.