Townhome holiday rentals in Siena

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Top-rated townhouse rentals in Siena

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Townhouse in Castelnuovo dei Sabbioni

4.82 out of 5 average rating, 33 reviews

Tuscany: Villa Tre Fiori - private pool

Spacious and true tuscan Villa with a very large private pool for exclusive use (pool open mid may to mid sept.). The oldest part of the house was built 450 years ago, the whole house was modernized. Perfect place to relax or to start journies to the art-places of tuscany. In spring 2025, split air conditioning units were installed in the bedrooms to make sleeping cooler and more comfortable in the increasingly hot summers. The electricity comes from the solar system on the building's own roof.

Guest favourite

Townhouse in Montalcino

5 out of 5 average rating, 22 reviews

Podere Ampella House with a Beautiful View

Newly restored peaceful charming townhouse in the the famous Val d'Orcia in the heart of Tuscany , The property sits on a gentle hill in a small hamlet offering stunning panoramic views and sunsets. Whether you visit with family, or friends, this house is perfect for offering ample private garden and a common pool, never crowed. The hamlet is just a short drive from the nearby beautiful towns and villages allowing easy access to explore the Tuscan sceneries, cultural and culinary delights.

Guest favourite

Townhouse in San Donato

5 out of 5 average rating, 19 reviews

La Mugia del Sensale - Stay in Chianti

La Bugia del Sensale was born from the reacquisition and renovation of my granddad's house, the “sensale”: the guarantor in the livestock trade in peasant culture. Here he came home every evening with his dusty shirt soaked with the smell of his animals. In the shed his animals and the buggy he used to move between the white roads of the countryside could rest . At night, he grabbed the wax greased candlestick, the “bugia”, to make itself light along the stairs and went up to bed.

Guest favourite

Townhouse in Colle di Val d'Elsa

4.99 out of 5 average rating, 74 reviews

La casina sull'Elsa - Between SentierElsa and Francigena

Colle is a medieval and Renaissance city, famous for the crystal's processing, museums, nature and fine architecture. The place is ideal for reaching Florence, Siena and Volterra in 30 minutes. The accommodation is located between the SentierElsa and the Francigena's, a few tens of meters from both. Free parking spaces are available super close to home. We have a garage for motorcycles or bicycles on request. For bicycles we also have a full-equipped workshop and washing facilities

Guest favourite

Townhouse in Trequanda

5 out of 5 average rating, 16 reviews

Romantic Tuscan Holiday House

Recently renovated Casa Etruria features a chic modern home inside its ancient stone walls, with every modern convenience,lots of original charm and the most beautiful sunset view from the bedroom and balcony . Casa Etruria is a 13th century gate house over the Western entrance to Trequanda - Porta al Leccio. Trequanda is medieval borgo located in Val d'Orcia , south of Siena. Val d'Orcia was recognised by UNESCO in 2004 as a World Heritage Site for its outstanding beauty.

Guest favourite

Townhouse in Arezzo

4.95 out of 5 average rating, 83 reviews

[Arezzo] near the center - Free WiFi

Welcome to "Casa Gioconda", a romantic and elegant apartment near the historic center of Arezzo, just 10 minutes walk from Piazza Grande and Corso Italia. The house is on one floor with direct access from the outdoor patio, bright, quiet and furnished in style. Parking is on the street, you will have WiFi, Netflix, a super equipped kitchen and everything you need to feel at home. Perfect for those looking for comfort and style, ideal for families with children.

Superhost

Townhouse in Contignano

4.76 out of 5 average rating, 34 reviews

We 2 Holidays in Gina's Nest

Gina's Nest: ideal place to indulge moments of relaxation and regenerate body and mind... Imagine having lunch outdoors in the quiet garden, away from smog and city noise. Enjoy a refreshing swim in the POOL as the sun sets over the enchanting Tuscan hills, rediscovering that serenity and energy that daily life takes away from us. Strategic location in the center of Val d 'Orcia: Contignano, Medieval Castle, in Tuscany, province of Siena, UNESCO site.

Guest favourite

Townhouse in Colle di Val d'Elsa

4.87 out of 5 average rating, 157 reviews

Al Piccolo Olivo

Modern and cozy apartment located in Colle di Val d 'Elsa, about 10 minutes walk from the center and 2 minutes from the Via Francigena. The house is located in a quiet area and we are within easy reach by car or bus. ... Little but modern apartment situated in Colle di Val d'Elsa. The builing is located ~10min from the city centre and ~2min from the Francigena's Path. The general atmosphere is quiet and we are easily reachable both by car and bus.

Superhost

Townhouse in Castelluccio

5 out of 5 average rating, 4 reviews

Countryside home

Excellent two-story country house. On the ground floor there is a spacious living room integrated into the dining room and from which you can access the outdoor garden with a pergola under which to dine or have lunch outdoors. Upstairs there are three bedrooms, one double and two bedrooms each with a one and a half beds. The area is very quiet residential with parking, supermarket and pharmacy nearby. Ideal for getting around Tuscany and Umbria.

Top guest favourite

Townhouse in Colle di Val d'Elsa

4.95 out of 5 average rating, 133 reviews

La Casa di Fiammetta - Large house with garden

Entire bright and cozy apartment, access from the main private garden. Free Wi-Fi. Entrance to large open space living room with sofas, dining room and large kitchen area with dishwasher, electric oven, microwave, fridge, 5-burner stove, toaster, electric juicer, electric kettle, espresso machine, American coffee machine, TV, safe, hairdryer. Behind the dining area is a large, fenced, and shaded private courtyard. CIN-IT052012C2Z6LY5A7U

Superhost

Townhouse in Siena

4.89 out of 5 average rating, 65 reviews

Top of hill, with view on Siena, Chianti and Crete

Nestled between the Crete Senesi and Chianti, this home offers a breathtaking view of the countryside and Siena, just a 10-minute drive away. Part of a renovated historic farmhouse, it is a well-furnished townhouse with a private garden and veranda. Perfect for exploring historic villages, Siena, Florence, and the coast. Adjacent to the "Strade Bianche" route, it’s ideal for cyclists. The property also features a shared swimming pool.

Superhost

Townhouse in Lecchi in Chianti

4.84 out of 5 average rating, 81 reviews

Villa Sofia with Exclusive Jacuzzi® SPA

Villa Sofia è una palazzina storica in un caratteristico borgo composta da 1 camera da letto , bagno con doccia e da una cucina/soggiorno con caminetto, dotata di lavastoviglie, piastra ad induzione e TV. La struttura offre servizio WiFi e l'utilizzo esclusivo del centro benessere partner Jacuzzi (Vasca idromassaggio, Sauna Finlandese e Doccia emozionale con cromoterapia). Adatta a coppie per ottenere il massimo relax