
Holiday houses in Pignano
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Pignano
Guests agree: these stays are highly rated for location, cleanliness and more.
Medieval Tower experience with Panoramic Rooftop
If you are looking for a memorable experience, this is the right place for you! With its 42 mt high, the Salvucci Tower is one of the famous towers of San Gimignano and today the only one turned into a vertically-spread apartment divided into 11 floors, for a total of 143 steps. A unique and timeless place, ideal to experience something never tried before. The tower can hosts couples or small groups up to 3 people. Its panoramic rooftop boasts an incredibly breathtaking view all over the town.

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.

Luxury Villa + Annex with Jacuzzi + Pool, Chef
Exclusive stay in restored 17th-century Casale + luxury Dépendence with A/C and whirlpool tub. 24-hour assistance, personalized services on request: private chef for Tuscan, Italian, international, vegan, pizza menus, Michelin-starred chef, sommelier, grocery delivery, massages, cooking, yoga, handpan sessions. Outdoors: 5,000m² garden, infinity pool, 360° views, wood-fired oven, BBQ, patio, hammock, private parking, EV charging station. Indoors: 6 bedrooms, 3 equipped kitchens, laundry room.

Villa di Geggiano – Alfieri Suite
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 idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. 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.

Villa Marcella
USO ESCLUSIVO della Villa dalla quale si gode uno splendido panorama sulla vallata sottostante caratterizzata dalla campagna toscana con vista in lontananza su San Gimignano. Composta da un grande soggiorno con cucina a vista, tre camere e tre bagni, e' circondata da un vasto giardino con piscina, campo da tennis e campo da basket. Tutta la villa e le strutture sono ad USO ESCLUSIVO degli ospiti in quanto viene affittata ad un nucleo per volta. Al CHECK-IN RICHIESTO DOCUMENTO OSPITI.

Luxury Chianti Villa•Natural Pool•Total Privacy
Tenuta Virgilio nel Chianti è una villa privata luxury immersa tra le colline toscane, circondata da oltre 3 ettari di uliveto. La proprietà offre una suggestiva piscina naturale con spiaggia, ampi spazi esterni e totale privacy, in un contesto autentico e panoramico nel cuore del Chianti. Da aprile piscina naturale con spiaggia privata e chiringuito. Jacuzzi e bagno turco per momenti di puro relax. Posizione strategica: 20 min Firenze, 30 Siena, 5 km San Gimignano, 8 km Certaldo.

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

StageROOM03 - Idyllic Chianti cottage near Siena
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.

Fienile al Corno
Fienile al Corno is a charming holiday home in the Chianti Classico, ideal for a relaxing break with family or friends. Surrounded by olive groves, vineyards, and gently rolling hills, it offers sweeping views of the typical Chianti landscape dotted with cypress trees. A well-kept garden and a private pool create the perfect setting for peaceful days immersed in nature. The house is quietly located yet perfectly positioned for exploring the region.

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.

Poggio ai Pianacci – Flo Apartments
Just 2 km from Greve in Chianti, the warm and familiar hospitality of Poggio ai Pianacci, composed by two indipendent apartments, welcomes you to the idyllic Chianti countryside Newly renovated, the apartment, that is part of a countryhouse, is on two levels, with a private patio in front of the living, and can comfortably accommodate up to 5 people. Garden and swimming pool are shared with the owners who live beside.

Casa al Gianni - Hut
Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!
Popular amenities for Pignano holiday rentals
Other great holiday rentals in Pignano

Cosy Tuscany 2-bedroom home with a private pool

Le Piccole Scalette "Under the Tuscan Sun"

Live the Tuscany Experience in Our Country House

Casa Panorama

Cipressini 1 - Swimming pool and stunning view

Green Dome @ The Land Before Time Retreats

La Moraiola - Characteristic Tuscan barn

App.4+2, pool, own wine, near Florence, free park
Destinations to explore
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Strozzi Palace
- Santa Maria Novella
- Ponte Vecchio
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Marina di Cecina
- Del Chianti
- Basilica of Santa Maria Novella
- Mercato Centrale
- Pisa Centrale Railway Station
- Cala Violina
- Piazza del Duomo (Pisa)
- Fortezza da Basso
- Spiagge Bianche
- Uffizi Gallery
- Porta Elisa
- Piazza della Repubblica
- Piazzale Michelangelo
- Pitti Palace
- Parco delle Cascine
- Mugello Circuit
- Palazzo Vecchio




