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Vacation rentals in Val di Pugna

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Val di Pugna

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
Farm stay in Castelnuovo Berardenga
4.92 out of 5 average rating, 312 reviews

Apartment in Tuscan farm house.

Small, cosy apartment with independent access, consisting of charming bedroom with a beautiful view, equipped with ample closet space, a comfortable canopy bed and private bathroom and pretty living room / breakfast area, with sofa-bed. A delicious breakfast is included in the price and from April through October guests also have the option of dining on-site in our traditional farm restaurant. If dates are not available the property includes other rooms in charming cottage also on Airbnb.

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
4.99 out of 5 average rating, 145 reviews

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.

Top guest favorite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guesthouse in Macciano
4.97 out of 5 average rating, 207 reviews

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

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, 309 reviews

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni è un antica e autentica casa colonica risalente al 1600 situata nelle splendide colline del Chianti in Toscana . L'appartamento è arredato in perfetto stile tradizionale locale dell'antica Toscana : antiche travi in legno, pavimenti in cotto e arredamenti unici. Nel grande cortile esterno troverete a vostra disposizione una grande piscina con terrazza panoramica che si affaccia su una valle con vista mozzafiato su vigneti e oliveti dove godersi tramonti spettacolari.

Top guest favorite
Home in Siena
4.97 out of 5 average rating, 192 reviews

Podere Piazza casa con vista panoramica

Podere Piazza ist ein Landgut, hat seinen Ursprung im 15. Jahrhundert, das Ferienhaus wurde Anfang 17. Jahrhundert erbaut. Podere Piazza war der Wohnsitz von Alessandro Cervini degli Spannocchi, der am 29 Mai 1747 zum Erzbischof von Siena ernannt wurde, er war ein Nobile di Montepulciano und Patrizier von Siena. Die Gebäude von Podere Piazza tragen noch heute sein Wappen. Somit erklärt sich auch unser Kirchlein, am Straßenabzweig, davor rechts zur Pinienallee und links in die Einfahrt.

Guest favorite
A rustic living area is showcased with exposed wooden beams and terracotta flooring. A floral sofa complements a wooden dining table surrounded by chairs. Natural light fills the space, highlighting a wall-mounted clock and framed artwork. An inviting atmosphere is created by the warm color palette.
Farm stay in Ville di Corsano
4.95 out of 5 average rating, 132 reviews

Archi, Appartamento rustico in Toscana

L'appartamento Archi, conserva il solaio originale con travi e mezzane a vista e un arredamento tipico delle case di campagna Toscane. Si affaccia sull' Aia mattonata e si trova di fronte ad una Torre Medioevale. Raggiungibili in poco tempo 4 siti del patrimonio UNESCO: Centro Storico di Siena, Centro Storico di San Gimignano, Centro Storico di Pienza, Val d’ Orcia - Lavatrice ( non inclusa nel prezzo) - Barbeque ( legna/carbone non inclusi)

Guest favorite
Villa in Monteroni d'Arbia
4.94 out of 5 average rating, 156 reviews

"Villa Daisy" con vista su Siena

Meravigliosa villa con ingresso indipendente all'interno del podere "Caggiolo", riportato alla luce con curata e profonda ristrutturazione che ha mantenuto intatti i lineamenti tipici di un podere toscano. Splendida vista panoramica su Siena. Situato alle Ville di Corsano, a soli 14 km dalla città. Luogo ideale per trascorrere giorni in totale relax e godere delle meraviglie che questa zona offre (Chianti, Val d'Orcia, Crete Senesi..).

Guest favorite
Villa in Siena
4.89 out of 5 average rating, 294 reviews

Villa Capanna, Private Pool, Breathtaking Views

Ancient restored barn with up to 6 bedrooms and 6 bathrooms, immersed in a historic wine estate, just 6 km from Siena. One of the most beautiful views that the Tuscan panorama can offer, airconditioned bedrooms, exclusive swimming pool, large triple garden, BBQ, poolside table, terrace to enjoy the sunset over the medieval towers on the horizon while sipping the organic wines of the estate, fireplace, parking free, WI-FI internet.

Top guest favorite
The spacious living area features wooden cabinetry and warm tones, complemented by ample natural light from the windows. A dining table is set for four, and a spiral staircase leads to the loft area. The kitchen area is equipped with modern appliances and a cozy ambiance.
Apartment in Siena
5 out of 5 average rating, 23 reviews

Rustic Tuscan Retreat: A Cozy Escape Near Siena

Apartment with 4 or 5 beds in a typical Tuscan farmhouse on the outskirts of Siena, with easy free parking in the adjacent area and a private garden. Its strategic location allows easy access to Piazza del Campo, in the heart of the city (with an urban tram stop right outside the house), as well as the chance to enjoy the enchanting surrounding countryside with its small medieval villages and the renowned Chianti wineries

Top guest favorite
A charming country loft is enveloped in lush green vines, with steps leading from a grassy area to the entrance. Sun loungers are situated on the lawn, providing a serene space for relaxation. This rustic exterior is framed by trees and open skies.
Loft in Siena
4.95 out of 5 average rating, 245 reviews

Siena Country Loft Hideway

Country loft, ideal gateway for a couple looking to experience the flavour of Tuscan countryside 2 bathrooms, one with shower and one with bath tub with unique windows view Fully equipped kitchen Eclectic style with antique accents Endless rolling hills view, modern amenities in typical country side setting Concierge service upon request Wifi Internet connection Only 7km far from Siena town

Guest favorite
An outdoor terrace offers seating for four, featuring a table and chairs. The view captures the skyline illuminated against a twilight backdrop, showcasing notable landmarks such as the Torre del Mangia and the Duomo in the distance.
Apartment in Siena
4.88 out of 5 average rating, 162 reviews

Attico con vista su Siena

A fianco della Basilica di San Domenico, a pochissimi passi dal Duomo e da Piazza del Campo, in questo splendido ed elegante attico potrete godere della splendida vista e della comodità di raggiungere a piedi in pochi minuti tutti i maggiori punti di interesse della città.

Guest favorite
A tranquil garden space is visible, featuring a large, white umbrella providing shade over two reclining chairs. Lush green grass surrounds the area, complemented by potted greenery and flowering plants, creating a serene outdoor escape.
Apartment in Siena
4.93 out of 5 average rating, 113 reviews

Casa Borgianni at Villa Caprera

Distinguish historic family villa with a bucolic charm for a true Tuscan holiday in a set of olive trees, gardens, vineyards, old churches. Just five minutes from Siena centre with an amazing view of the city. A relaxing place with all comforts

Popular amenities for Val di Pugna vacation rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Siena
  5. Val di Pugna