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Vacation rentals in Pergine Valdarno

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Top-rated vacation rentals in Pergine Valdarno

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Guest favorite
A shaded garden area features a hammock suspended from a tree and a round table with chairs, set against a backdrop of lush greenery and rolling hills. The panoramic view extends under a partly cloudy sky.
Home in Poggio San Marco
4.97 out of 5 average rating, 307 reviews

Charming converted Hayloft overlooking the Chianti Hills

Inspired by the rustic Tuscan style, this gorgeously refurbished hayloft features ceilings with exposed beams and bricks and thoughtful touches for a stylish and comfortable decor. From the relaxing hammock and the stone made barbecue in a panoramic garden to the cozy fireplace, every space feels open and inviting. Immersed in total peace and tranquillity with a breathtaking view over the Chianti hills, halfway between Florence, Arezzo and Siena, the barn is a perfect homebase to visit Tuscany. The accommodation has 2 floors. The upper floor spaces 2 double bedrooms with wonderful views of the olive trees and a bathroom with window and large masonry shower. On the ground floor a cozy and spacious living area with fireplace and a kitchenette with gas stove a large fridge and oven. The barn has ceilings with exposed beams and bricks. Outside there is a panoramic garden set on its own where, in the shade of a walnut trees, you can relax on a hammock or grill your meal (included an authentic local Fiorentina steak :-) on the stone made barbecue. A garden table is there for romantic dinners 'al fresco'. Immersed in total peace and tranquility halfway between Florence, Arezzo and Siena the barn is a perfect homebase to visit Tuscany. To find the exact location of the house type the following code in GMaps: 8FMHGG25+QV The house is in the countryside. The closest towns are Cavriglia and the small Medioeval villages of Moncioni and Montegonzi. In each town you can find great local restaurants and a small grocery shop. Moncioni is 3 km far away. A big supermarket is located in Montevarchi and you can reach it in 8 minutes by car ( exactly 7 km far away). In Montevarchi you can also find one of the best farmer markets in Tuscany! The station of Montevarchi is 8 km away from the barn. From there you can take train to Florence and Arezzo. Siena can be reached in 30 minutes by car. The easy access to the motorway A1/E35 Milan-Florence-Rome (the Valdarno exit is only at 13 km) allows you to reach numerous interesting spots within a short time, both in Tuscany and Umbria, while few kilometres south of Cavriglia you enter the suggestive territory of the Crete Senesi. Out in the countryside, the home offers an authentic experience of Tuscany. Small towns and villages are a short drive away providing acces to exceptional local restaurants and fantastic farmers markets. A big supermarket is located in Montevarchi (7 km far away). The railway station is 8 km away from the barn. From there you can take train to Florence and Arezzo. Cities of interest like Siena, Montepulciano, Pienza and Monteriggioni can be reached in 40 minutes by car The only way to reach the house is by car. A taxi service is active from Montevarchi You will be provided of blankets and towels. The kitchen is equipped with and kind of pots, pans, bowl, plates and silverware. You are welcome to use them. Free Netflix available

Guest favorite
A sunny dining area is presented with a wooden table at the center, accompanied by a cozy sofa adorned with blue and yellow cushions. Fresh flowers are arranged in a vase on the table. Large doors allow natural light to fill the space, complemented by wooden beams on the ceiling.
Apartment in Pergine Valdarno
4.82 out of 5 average rating, 116 reviews

Rustico indipendente con piscina

Appartamento indipendente immerso nel verde della campagna toscana vicino a Pergine Valdarno,nelle colline del Chianti Aretino tra bosco olivi e vigneti,nel mezzo del triangolo formato da Arezzo Siena e Firenze, sulla riva sinistra del fiume Arno.Grande piscina panoramica e parco interamente recintato condivisi con altri due appartamenti.Posizione incantevole panoramicissima massima tranquillità, privacy e relax . é possibile avere su richiesta guida per bici trekking per interessanti percorsi

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
5.0 out of 5 average rating, 352 reviews

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.

Top guest favorite
A charming outdoor dining area features a round table set with delicate dishware and a pink tablecloth. Surrounding the table are intricately designed white chairs. A gazebo provides shade, and lush greenery is visible in the background, creating a serene setting for leisurely meals.
Farm stay in Ruscello
4.99 out of 5 average rating, 531 reviews

Agriturismo Fattoria La Parita

Appartamento in stile provenzale immerso tra il vigneto e gli olivi. Godrete della tranquillità della campagna a 10 km dalla città e 4 dall'autostrada. Il canto di ghiandaie e cucù faranno da colonna sonora al soggiorno mentre i caprioli brucano tra gli olivi. E' inclusa una colazione base all'italiana (caffè, tè, latte, biscotti ecc.), se invece preferite una colazione più ricca e servita al tavolo il costo è 15€ a persona (10€ da 5 a 15 anni, gratis meno di 5 anni). Disponibile wallbox EV.

Top guest favorite
A spacious piazza is surrounded by elegant medieval architecture, featuring a central hexagonal area with open-air seating. Stone pathways lead to various shaded spots, while umbrellas provide shelter for patrons. Beautiful clouds drift overhead, enhancing the vibrant scene of daily life in the historical center.
Apartment in Arezzo
5.0 out of 5 average rating, 155 reviews

Piazza Grande Boutique Apartment

Affacciato sulla più bella piazza del centro storico di Arezzo, dove si svolge la rievocazione della Giostra del Saracino, il Piazza Grande Boutique Apartment è situato al secondo piano di un palazzo medievale, con vista sui bellissimi palazzi e le Logge Vasariane ed è una location unica nel suo genere. L'arredamento, opera della contessa Cesaroni Venanzi è stato realizzato con bellissimi mobili antichi reinterpretrati in chiave moderna ed arricchiti da contaminazioni contemporanee.

Guest favorite
The exterior of the stone building is captured in warm evening light, showcasing its rustic charm. A small seating area is visible, with potted plants enhancing the welcoming atmosphere. The surrounding village ambiance and nearby structures add to the quaint setting.
Home in Pergine Valdarno
4.94 out of 5 average rating, 50 reviews

CASA DI VIGNOLO - Medieval Tuscan House

CASA DI VIGNOLO is a beautiful centuries' old building that will enchant you with its local traditional features: the original authentic fireplace, or the original stone sink, or the stone and bricks staircase... you will be captured by the fusion of antique and modern style and mostly you will fall in love with the atmosphere of this small Tuscan village. Non touristic, Pergine Valdarno, will show you the normal everyday life of a small Tuscan town. You will soon feel part of it!

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
4.97 out of 5 average rating, 198 reviews

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!

Top guest favorite
The exterior of a charming villa is surrounded by lush greenery, with vines climbing along the walls. A gravel pathway leads to the entrance, framed by well-kept gardens. Sunlight filters through the trees, creating a peaceful atmosphere ideal for relaxation and outdoor gatherings.
Villa in Pergine Valdarno
4.96 out of 5 average rating, 102 reviews

La Vignaccia (Farmhouse) - villa w/private pool

Nestled amidst the rolling hills of Tuscany, La Vignaccia beckons you to experience the true essence of Italian living. This enchanting villa, set within a sprawling estate, offers a haven of tranquility, where you can unwind and immerse yourself in the beauty of the Tuscan countryside. A secluded garden awaits, providing a serene setting for relaxation and alfresco dining. Take a refreshing dip in the sparkling pool, surrounded by breathtaking views of the Tuscan landscape.

Superhost
A charming stone house is shown surrounded by greenery, highlighting its rustic architecture. The warm sunlight illuminates the exterior, revealing wooden shutters and a small covered porch. A well-maintained garden area features potted plants and tidy paths, creating an inviting outdoor space.
Home in Pergine Valdarno
4.89 out of 5 average rating, 37 reviews

Loggetta: farmhouse with garden and pool

Splendid two-storey house in the ancient village of Montozzi Castle, Loggetta has been restored in the rustic Tuscan style, with wooden ceilings and terracotta floors. It consists of a living room, dining area, kitchen, two double bedrooms and two bathrooms. Heating excluded: cost according to consumption. The house has its own private garden with barbecue, table, chairs and a splendid view over the Valdambra. Access to the village's shared swimming pool. DOGS ARE WELCOME!

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
4.98 out of 5 average rating, 107 reviews

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.

Guest favorite
Home in Pergine Valdarno
4.94 out of 5 average rating, 36 reviews

Appartamento in Villa con Jacuzzi e palestra

Vivi un soggiorno indimenticabile nel cuore delle colline toscane! Questo appartamento elegante e accogliente si trova all’interno di una villa immersa nel verde, ideale per chi cerca tranquillità, privacy e comfort. L’appartamento unisce lo stile toscano all’eleganza moderna, offrendo ambienti curati e luminosi. All’esterno potrai rilassarti nel giardino, cenare sotto le stelle o immergerti nella Jacuzzi circondato solo dai suoni della natura.

Guest favorite
An outdoor dining area is presented on a spacious terrace, featuring a large table set with plates and glasses. A bottle of sparkling wine and a bowl of grapes are positioned at the center. Lush greenery and distant mountains are visible in the background.
Villa in Pergine Valdarno
4.83 out of 5 average rating, 23 reviews

​Private Pool Villa | A/C & Panoramic Views

Welcome to Villa Chiara – Your Countryside Escape ​Spacious 210 sqm villa, built almost on one level. ​Living & Dining: Large living room with fireplace + dining area. ​Cozy Nooks: Studio + den with a second fireplace. ​Bedrooms & Baths: 3 doubles, 2 singles, and 3 full bathrooms. ​Kitchen: Large & fully equipped. ​Outdoors: Private pool and a west-facing covered terrace with sweeping sunset views—ideal for alfresco dining under the stars.

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