
Villa holiday rentals in Pitigliano
Find and book unique villas on Airbnb
Top-rated villa rentals in Pitigliano
Guests agree: These villas are highly rated for location, cleanliness and more.

Luxury Tuscan countryside villa with pool/WiFi/AC
La Talante is an authentic farmhouse converted into a prime villa offering a genuine opportunity to experience the Tuscan countryside and step into local life. This home is ideal if you want to enjoy a relaxed stay, exploring and discovering an Italian version of everyday life at home. The position of the house encourages touring as well, with immediate access to this exceptional countryside and its vast choices for sampling the food, wine, history, art and culture. This is a country house for

Wine Experience Villa in Montepulciano
🏡 Villa Talosa è immersa nei vigneti della Fattoria della Talosa, storica azienda vitivinicola di Montepulciano produttrice di Vino Nobile. Un luogo autentico, ideale per rilassarsi con la magia della campagna toscana e una vista incantevole da ogni finestra. A soli 1,5 km dal centro storico, raggiungibile anche a piedi, potrete visitare la nostra Cantina Storica del 1500 sotto Piazza Grande: un’esperienza unica tra storia, passione per il vino. Riscaldamento e aria condizionata sono inclusi.

Casale La Formica
Delightful renovated farmhouse while maintaining the characteristics of typical Maremma farmhouses, it is located in the countryside of Pitigliano 3 km from the center of the village. Convenient location for the Vie Cave di Pitigliano. 10km away you can find the Etruscan necropolis of Sovana, Terme di Sorano, 25km from Saturnia spas and Bolsena Lake. You will find yourself surrounded by nature, surrounded by vineyards and olive trees. Green, gated space, great for hosting our furry friends.

Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Villa Blue Melon - private beach
Villa Blue Melon è un antico casale fronte lago nato originariamente come fattoria dedita alla coltivazione di ortaggi e all'allevamento di piccoli animali domestici. Situata tra alcune delle più belle città d'arte italiane, la Villa offre la possibilità di una esperienza autentica del posto unita al benessere del lago e del grande parco circostante. Accesso diretto alla spiaggia, sala benessere ed un'immersione nel verde garantiscono pieno relax in un contesto di assoluta privacy.

Country Charm & Jacuzzi
Elegant Tuscan retreat with 3 stylish en-suite bedrooms featuring hydromassage tubs or walk-in showers and premium mattresses. Plus, a convenient guest bathroom. Fully equipped kitchen, 100” projector, Bose sound. Outdoors: 6-seat Jacuzzi (2024), Unopiù patio, marble table for 12, built-in BBQ, gazebo, and loungers under a centuries-old oak. Private illuminated parking, EV wallbox, and private wine cellar access for private tastings on request. Ideal for peace and comfort.

Stone farmhouse in Val D'Orcia
19th-century Tuscan farmhouse with exposed stones immersed in the wonderful Tuscan countryside with a splendid view of the Val di Chiana. It is surrounded by a 6-hectare park with an olive grove of 300 plants. It is located in Sarteano, in the village, an ancient medieval village with a dream castle, known for the Music and Jazz Festival that takes place at the end of summer. We are in the beautiful Val d'Orcia, a UNESCO World Natural Heritage Site since 2004.

Magnificent Tuscan Villa, amazing interiors & view
Podere Palazzo is a stone country house at the border of Tuscany and Umbria with magnificent bucolic views all around, impeccable design by internationally renown designer and architect, exquisite service. A place to rest and enjoy all the beauty of the Italian countryside, cooking classes tailored for our guests, wonderful experiences to discover the area including wine tours with driver, lake excursions with private boat and lunch, art tours, and much more.

Villa unesco heritage, Jacuzzi & garden. BB Daria
Carefully renovated and refurbished over a sustained period in order to maintain the original quality of its architecture, San Lorenzo Villa is open to guests. You are invited to enjoy the beauty, comfort and privacy of a beautiful independent villa in the centre of Monticchiello, from where you can have an incredible view on the Val d'Orcia, the UNESCO heritage! Don't forget a delicious breakfast (whatever you like) in our so close typical restaurant

Villa in Montepulciano with a Pool
The Villa "I Girasoli" is part of the holiday farm "Il Serraglio" which covers 17 hectares. The Villa has a total area of 220 square meters that includes two bedrooms, two bathrooms, a large living room with an antique fireplace. Free WiFi. Direct access to the pool (which can be used by our other guests too) * Pool open from March to November. Circular heated pool, up to 32°C (90F) from May 1 to September 30 *

Simona’s house in the woods - Villa Boutique
Villa boutique immersa nel bosco all’interno del Parco dei Cimini alle pendici del Monte Cimino (800 m. s.l.m) L'immobile è grande circa 450mq ed è circondato da circa 1,5 ettari di giardino/pineta. La villa è dotata di una sauna e un hot tube a legna privata nel bosco. Una casa progettata da uno dei migliori architetti del centro Italia ed è sapientemente arredata.

Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
Pick figs and rosemary in secluded, extensive gardens and soak up the peace and quiet of this beautiful rural setting with spectacular panoramic views. Whitewashed walls, terracotta-tiled floors, and ceiling beams reflect the space's rich history.
Popular amenities for Pitigliano villa rentals
Private villa rentals

Fontanaro/Sangiovese – Pool & Steps to Village

Scacciapensieri. Tuscan Country cottages

Villa Isolotto, by the sea at Argentario

Poggio Pasquale Eco Lodge Boutique

Hadrian's Villa Collombroso

"La Capanna di Neri" stone farmhouse with pool

Casetta Mela

Tolomei Farm Casa nel Verde
Luxury villa rentals

Tuscan Villa Pienza: stunning views and pure relax

La Torre Tuscia Country House - Viterbo-Bagnoregio

Hilltop Villa in the dreamy Orvieto countryside

Spectacular villa with a view and infinity pool

Villa with private pool and air conditioning

#1 Luxe Farmhouse, Hilltop Views, Saltwater Pool

Wonderful villa in Montepulciano

Villa with garden. The Cardinal's Garden.
Villa rentals with a pool

Beautiful villa with swimming pool in Tuscany

Villa Fontana Mancina - Tenuta La Polverosa

Country villa with panoramic pool

Villa Antico Casale entire property exclusively

Villa toscana in pietra

Indipendent house in the Tuscan hills, sea view

Poggio Bronzino, Montebuono – Sorano (Gr)

Casa Braeside: A private villa in the countryside
Destinations to explore
- Giglio Island
- Lake Trasimeno
- Lake Bracciano
- Lake Bolsena
- Giannutri
- Feniglia
- Cala Violina
- Lake Martignano
- Kite Beach Fiumara
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Lake Vico
- Avignonesi Winery Fattoria Le Capezzine
- Tenuta Le Velette
- Terme Dei Papi
- Cala Di Forno
- Castiglion del Bosco Winery
- Villa Lante
- Riva del Marchese
- Golf Club Toscana
- Marina di Grosseto beach
- Spiaggia il Pirgo
- Le Cannelle
- Boca Do Mar
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita




