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Townhome holiday rentals in Siena

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Top-rated townhouse rentals in Siena

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Guest favourite
The living area is characterized by exposed wooden beams and terracotta tile flooring. A round dining table is surrounded by wooden chairs, while elegant lighting fixtures add to the ambiance. Large windows provide natural light, enhancing the overall open feel of the space.
Townhouse in Montepulciano
4.87 out of 5 average rating, 53 reviews

PULCINELLA appartamento tipico centro storico

Nella centralissima Ruga di Fuori a 50 metri dalla Torre di Pulcinella in Piazza Michelozzo e dalla Chiesa di Sant'Agostino. Silenzioso ma adiacente alla centralissima Via di Gracciano Nel Corso con le sue famose enoteche e vinerie. Tutte le attrazioni turistiche e culturali di Montepulciano sono raggiungibili a piedi. L'appartamento, che conserva i travi a vista e i tipici pavimenti in mattoni rossi, dispone di una camera matrimoniale grande, di una cameretta singola e di un divano letto 2 ps

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
4.82 out of 5 average rating, 33 reviews

Toscana: 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.

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
4.7 out of 5 average rating, 37 reviews

Noi 2 Vacanze nel Nido di Gina

Il Nido di Gina: Luogo ideale per concedersi momenti di relax e rigenerare corpo e mente... Immagina di pranzare all'aperto nel tranquillo giardino, lontano dallo smog e dai rumori della città. Goditi un bagno rinfrescante nella PISCINA mentre il sole tramonta sulle incantevoli colline toscane, ritrovando quella serenità ed energia che la vita quotidiana ci sottrae. Posizione strategica al centro della Val d'Orcia: Contignano, Castello Medievale, in Toscana, provincia di Siena, sito UNESCO.

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
4.95 out of 5 average rating, 136 reviews

La Casa di Fiammetta - Grande casa con giardino

Intero appartamento luminoso e accogliente, accesso dal giardino privato principale. Wi-fi gratuita. Ingresso su ampio soggiorno open space con divani, sala pranzo e grande zona cucina con lavastoviglie, forno elettrico, microonde, frigo, piano cottura 5 fuochi, tostapane, spremiagrumi elettrico, bollitore elettrico, macchina per caffè espresso, macchina per caffè americano, tv, cassaforte, phon. Sul retro della zona pranzo ampio cortile privato recintato e ombreggiato. CIN-IT052012C2Z6LY5A7U

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
5 out of 5 average rating, 27 reviews

Podere Ampella Casa Bella Vista

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
An inviting living space features a rustic couch and a wooden coffee table positioned on tiled flooring. A stone fireplace is framed by wooden beams, while large glass doors open to a small outdoor area. Decorative plants and wall art enhance the comfortable ambiance.
Townhouse in San Donato
5 out of 5 average rating, 21 reviews

La Bugia 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
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
4.99 out of 5 average rating, 77 reviews

La casina sull'Elsa - Tra SentierElsa e 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

Top guest favourite
Townhouse in Trequanda
5 out of 5 average rating, 17 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
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
4.87 out of 5 average rating, 157 reviews

Al Piccolo Olivo

Appartamento moderno e accogliente situato a Colle di Val d'Elsa, a circa 10 minuti a piedi dal centro e a 2 minuti dalla Via Francigena. La casa è situata in una zona tranquilla e siamo ben raggiungibili sia in macchina che in autobus. ... 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.

Guest favourite
The kitchen features sleek, modern cabinetry and a full range of appliances, including a refrigerator and stove. A dining table for four is set with plates and utensils, while natural light streams in from a window, illuminating the space.
Townhouse in Arezzo
4.95 out of 5 average rating, 85 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 visiting the magical Christmas markets in Piazza Grande with all family!

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
5 out of 5 average rating, 5 reviews

Casa in campagna

Eccellente casa di campagna di due piani. Al piano terra si trova uno spazioso salotto integrato alla sala da pranzo e da cui si accede al giardinetto esterno con un pergolato sotto cui cenare o pranzare all' aria aperta. Al piano di sopra si trovano tre camere, una matrimoniale e due camere ciascuna con un letto da una piazza e mezzo . La zona è residenziale molto tranquilla con parcheggio, supermercato e farmacia vicini .Ideale per spostarsi in toscana ed Umbria.

Superhost
A covered veranda features a wooden dining table surrounded by chairs, ideal for outdoor meals. The space is framed by potted plants and traditional wooden doors that lead into a cozy living area, revealing a glimpse of rustic decor and natural light.
Townhouse in Siena
4.9 out of 5 average rating, 69 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.

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