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Holiday houses in Montepescali

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Top-rated holiday rentals in Montepescali

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Top Guest favourite
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

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni è un antica proprietà del 1600 a gestione familiare situato nelle splendide colline del Chianti in Toscana con la possibilità di organizzare navetta privata e esperienze locali direttamente con la nostra famiglia . L'appartamento è disponibile per 2 adulti con possibilità aggiunta divano letto per 2 bambini sotto i 12 anni . Nel grande cortile esterno troverete una piscina a sale con area relax su terrazza panoramica con vista su castello e vigneti con tramonti unici.

5.0 out of 5 average rating, 352 reviews
Guest favourite
Two comfortable loungers are positioned on a stone terrace, offering an expansive view of rolling green hills and the distant village of Roccatederighi. Sunlight streams across the scenery, while a small table holds a bottle and glass, inviting relaxation amidst nature.
Villa in Roccatederighi

Villa Casale "Il Diaccio" con vista sulla Maremma

Villa Casale con grande giardino in parte in erba ed in parte in lastre di pietra. Immersi nella natura e sdraiati su un comodo lettino il paese di Roccatederighi divide l'orizzonte, da una parte la vista del mare con il golfo di Follonica e oltre l’Isola d’Elba e la Corsica, dall’altra la pianura maremmana e l’isola del Giglio. E' possibile passeggiare nella natura, ammirare la fauna locale, andare con le bike, rilassarsi facendo un bagno nella mini piscina oppure raggiungere le città d'arte.

4.94 out of 5 average rating, 18 reviews
Top Guest favourite
A stone house is positioned on a hillside overlooking the deep blue sea. Lush green terrain surrounds the structure, and a large umbrella provides shade near the entrance. The coastline and distant boats can be seen in the background under a clear sky.
Home in Rio Marina

Casa del Capitano | Monte Grosso, Elba

The Casa del Capitano is located on the top of Monte Grosso in the National park of the tuscan archipelago. The location is unique on the island and from here you have a fantastic view of the city of Portoferraio, Piombino, Corsica, Capraia and Gorgona. The house was restored during a project lasting several years, in close collaboration with the National Park and was designed to be self-sufficient and ecological. Here you use purely the energy of the sun, without having to renounce luxury.

5.0 out of 5 average rating, 118 reviews
Guest favourite
A rustic stone house is set on a green hillside, surrounded by trees. A large pool reflects its surroundings, with steps leading into the water. The garden features well-maintained lawns and a wooden deck nearby, inviting outdoor relaxation.
Home in Poggi del Sasso

RESIDENZA LECCIONE

Caratteristica casa di campagna con travi in legno a vista 2 camere matrimoniali,1 camera con letto a castello e un divano letto matrimoniale in sala.I 2 bagni con doccia.Cucina grande e ben attrezzata. Lavastoviglie, forno a legna e elettrico macchina x espresso.Ampio giardino con barbecue, piscina e una hot tub . Spese da pagare in loco in base al consumo legna 8€ a cassetta Gpl 6€ a metro cubo elettricità 0,36 a kw. Sarà fornita legna per un barbecue e un bagno caldo nella hot tub gratis.

4.93 out of 5 average rating, 145 reviews
Guest favourite
A serene outdoor pool area is surrounded by lush greenery and rustic stone pathways. Lounge chairs are positioned beside the pool, creating a space for relaxation. The picturesque villa can be seen in the background, framed by trees and gentle hillside.
Villa in Castiglione d'Orcia

Wp Relais Borgo Vignalunga

Discover Borgo Vignalunga by WP Relais, an charming hamlet set in a 46-hectare estate in the heart of the Val D'Orcia, a UNESCO World Heritage Site. Surrounded by woodland, pastures, a lush vegetable garden, cultivated fields and three olive groves with 1,500 olive trees, Borgo Vignalunga is the ideal place to experience the true essence of Tuscany. The property is close to historical villages, evocative architecture, unspoilt natural landscapes and renowned restaurants, bars and wineries.

4.95 out of 5 average rating, 146 reviews
Top Guest favourite
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

Casa al Gianni - Il Fienile di Simignano

Trasformato da un antico fienile, questo rifugio lussuoso offre 5 camere, 4 bagni, grande cucina attrezzata, ampio living, un ampio giardino privato con parcheggio, hot tub, patio con divani, BBQ, fire pit e cucina esterna. Ideale per chi cerca un'esperienza unica, unisce fascino rustico a comfort moderni. Perfetto per famiglie o gruppi, promette serate magiche sotto le stelle, tra relax nell'hot tub e cene all'aperto. Una fuga memorabile vi aspetta in questo angolo di paradiso!

4.97 out of 5 average rating, 198 reviews
Top Guest favourite
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.

4.98 out of 5 average rating, 107 reviews
Guest favourite
An infinity pool overlooks expansive Tuscan landscapes, framed by gently rolling hills. The water reflects the sky, creating a serene atmosphere. A spacious deck with a few lounge chairs is positioned beside the pool, inviting relaxation in the open-air setting.
Apartment in Campagnatico

Agriturismo Marrucheti 82 App. Sud

An 88sqm apartment, it consists of a large living room with an open space kitchen, two bedrooms, two bathrooms (one with a shower and one with a bathtub). Ideal for large families or a group of friends. It includes: A sofa bed in the living room, which can be used as an extra bed. Bed linen, bathroom towels and beach towels Cleaning services, bed linen and towels replacement halfway through the week.

5.0 out of 5 average rating, 46 reviews
Top Guest favourite
The outdoor pool area features a light blue water surface complemented by three tiered fountains. A small white table with a glass is placed on the wooden deck, surrounded by two white chairs. The rustic stone buildings create a charming backdrop, adorned with greenery.
Apartment in Montalcino

Castel Brunello - 2 doublebed rooms + terrace

Located in amidst the Tuscan countryside, Castel Brunello is offers an outdoor swimming pool and a garden. This self-catering accommodation features rustic-style furnishings, air condioning and free Wi-Fi. They also offer a satellite TV, and a fully equipped kitchenette with a refrigerator and a dining table. Each apartment has a terrace with an outdoor seating area.

4.99 out of 5 average rating, 118 reviews
Top Guest favourite
A light-filled living area features large glass windows, offering views of the surrounding nature. An orange armchair and a minimal dining table are visible, complemented by wooden cabinetry and kitchen appliances. Natural light illuminates the space, enhancing the warm tones of the decor.
Home in Marrucheti _ Campagnatico

La Stallina - Perfect retreat from the city rush

Recently restored, La Stallina, was my grandfather's horse stable at the beginning of last century. Now it is a charming apartment perfect for a couple and suitable for 2+2 guests. One living room with kitchen in a conservatory, double bed and mezzanine with bed. Bathroom with large shower box, kitchen equipped with dish-washing and oven.

4.98 out of 5 average rating, 181 reviews
Top Guest favourite
Farm stay in Campiglia D'orcia

Agriturismo Poggio Bicchieri ap. Poesia

Il nostro agriturismo è una finestra sulla val d'orcia, composto da 2 appartamenti con cucina, camera e bagno. Grande giardino attrezzato. Immerso nel silenzio, vicino a Pienza, Montalcino, Bagno Vignoni e le terme naturali di Bagno San Filippo. Per raggiungerci è molto semplice, l'ultimo km di strada è sterrata ma percorribile da tutti.

4.95 out of 5 average rating, 578 reviews
Top Guest favourite
Condo in Tirli

Spacious Flat just 15 Minutes from the Sea

Discover the perfect combination of modern Scandinavian comfort and Tuscan charm in this private flat located in the village of Tirli. The flat offers modern yet cosy interiors, two bathrooms, a fully equipped kitchen, two bedrooms and a balcony with all the amenities you need for a relaxing holiday away from the stress of everyday life.

5.0 out of 5 average rating, 35 reviews

Popular amenities for Montepescali holiday rentals