Townhome holiday rentals in Siena

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Top-rated townhouse rentals in Siena

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Top guest favourite

The exterior of the two-story apartment is shown, featuring a staircase leading to the entrance. A stone pathway runs through a lush garden, adorned with potted plants. The building is complemented by a natural stone feature in the foreground, creating a welcoming entry space.

Townhouse in Quartaia

Casa Lida [Garden+Parking]

Welcome to Casa Lida, your peaceful retreat in the heart of Tuscany. Independent two-story apartment on Via Francigena, in Colle di Val d'Elsa: a base for discovering Siena, San Gimignano, Monteriggioni, Volterra, and the Chianti vineyards. Two bedrooms and two bathrooms, equipped kitchen, fireplace, and heating. Outside, there is a large private garden with a terrace for outdoor breakfasts and dinners, and parking. Fast Wi-Fi. Ideal for couples, families, and those seeking peace and authenticity.

5.0 out of 5 average rating, 85 reviews

The exterior of a two-story house is surrounded by greenery, featuring a driveway leading to the entrance. A wisteria tree with purple blossoms is visible, enhancing the natural setting, while sunlight illuminates the house, highlighting its multiple windows framed in green.

Townhouse in Siena

Large house surrounded by nature

Welcome to our large house surrounded by greenery! The strategic location will allow you to reach the train station, supermarkets, pharmacies and the hospital in a few minutes, and of course the center! Ideal for one or more families, it will guarantee you maximum privacy to give you the unforgettable moments you are looking for. The atmosphere will capture your hearts. We can't wait to make you fall in love with this little slice of heaven. National Identification Code (CIN): IT052032B4IR22L5NG

4.69 out of 5 average rating, 58 reviews

Superhost

The outdoor area features a spacious terrace with multiple sun loungers arranged around the large pool. A shaded seating area is available, and the scenic landscape includes rolling hills and greenery in the background. The bright blue pool is surrounded by a safety fence.

Townhouse in Castelnuovo dei Sabbioni

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.

4.77 out of 5 average rating, 39 reviews

Guest favourite

A small outdoor patio features a round table with two metal chairs, surrounded by vibrant potted plants in pink and green. A large black umbrella provides shade, while a brick wall and window create a cozy atmosphere. An air conditioning unit is also visible.

Townhouse in Colle di Val d'Elsa

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

4.98 out of 5 average rating, 98 reviews

Top guest favourite

A breathtaking view of the sunrise over misty hills is captured, with soft light illuminating the landscape. Underneath, a spacious garden is visible, featuring a few lounge chairs and canopies, while vibrant greenery enhances the serene outdoor space.

Townhouse in Montalcino

Podere Ampella House with a Beautiful View

Restored peaceful, charming semi-detached house with a big private garden in the popular Val d'Orcia in the heart of Tuscany. The property sits on a gentle hill in a hamlet offering stunning panoramic views and sunsets. Whether you visit with family or friends, this house is perfect, with a common pool, never crowded. The hamlet is just a short drive from the nearby beautiful towns and villages, allowing easy access to explore the Tuscan scenery and cultural and culinary delights.

5.0 out of 5 average rating, 51 reviews

Top guest favourite

Townhouse in Trequanda

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.

5.0 out of 5 average rating, 32 reviews

Superhost

A bright sleeping area features a spacious bed adorned with soft pillows and a light blanket. Double doors lead to an outdoor space, while warm terracotta tiles add a cozy touch. Two bedside lamps and decorative wall art enhance the inviting environment.

Townhouse in Contignano

We 2 Vacations in Gina's Nest

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

4.73 out of 5 average rating, 41 reviews

Guest favourite

A rustic stone building stands prominently in the image, showcasing its natural texture and iconic green shutters. A wooden fence in the foreground frames the scene, alongside a playful green rocking toy, adding a charming touch to the outdoor area.

Townhouse in Casciano

Tower

C.I.-052019LTN0015 CIN-IT052019C2EDONUBCH TOWER Are you looking for an authentic getaway in the heart of Tuscany? Rent our cozy house, located in a charming Tuscan village, ideal for those who want to relax surrounded by nature and local culture. You will have exclusive use of: 3 bedrooms, 2 bathrooms, equipped kitchen Large living room, Convenient parking in front Free Wi-Fi and air conditioning in the attic room. We offer discounts for weekly stays

4.78 out of 5 average rating, 80 reviews

Guest favourite

A modern living area features a red sofa and a round dining table with four chairs. A television is placed on a white unit, while a decorative wall shelf holds plants and framed photos. The kitchen area contains gray cabinets and essential appliances.

Townhouse in Colle di Val d'Elsa

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.

4.88 out of 5 average rating, 163 reviews

Guest favourite

An outdoor dining area is visible, featuring a wooden table surrounded by chairs. A large planter filled with blooming flowers adds color, while a vine-covered trellis partially provides shade. The patio is edged by lush green grass and stone paving, contributing to a serene setting.

Townhouse in Castelluccio

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 residential and very quiet, with a supermarket and pharmacy nearby. Ideal for getting around Tuscany and Umbria.

4.9 out of 5 average rating, 10 reviews

Top guest favourite

A spacious living area features two green sofas adorned with red cushions. Natural light enters through large windows, partially draped with sheer curtains. Decorative shelves hold small items, and an artistic wall hanging adds color. A wooden cabinet sits against the wall.

Townhouse in Colle di Val d'Elsa

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

4.95 out of 5 average rating, 157 reviews

Superhost

Townhouse

GuestHost - Top of hill with Siena & Chianti view

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.

4.88 out of 5 average rating, 89 reviews