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Townhome holiday rentals in Siena

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Top-rated townhouse rentals in Siena

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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

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.

4.77 out of 5 average rating, 39 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 - 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

4.95 out of 5 average rating, 157 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

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.

4.73 out of 5 average rating, 41 reviews
Guest favourite
Townhouse in Colle di Val d'Elsa

L'Arco

Das geschmackvoll eingerichtete Reihenhaus L'Arco befindet sich in einer typischen toskanischen Villa – ein Ort zum Ankommen und Wohlfühlen. Umgeben von sanften Hügeln und nur wenige Schritte von charmanten Lokalen und kleinen Geschäften entfernt, genießen Sie hier echte toskanische Lebensart. Das Haus bietet modernen Komfort, hochwertige Ausstattung und einen Außenbereich, der zum Entspannen einlädt. Eine perfekte Basis für Entdeckungstouren – oder einfach, um die Seele baumeln zu lassen.

5.0 out of 5 average rating, 6 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 Sei alla ricerca di una fuga autentica nel cuore della Toscana? Affitta la nostra accogliente casa, situata in un incantevole borgo toscano, ideale per chi desidera rilassarsi immerso nella natura e nella cultura locale. Avrete uso esclusivo di: 3 camere da letto, 2 bagni, cucina attrezzata Ampio soggiorno, Comodo parcheggio di fronte Wi-Fi gratuito e aria condizionata nella camera sotto tetto. Offriamo sconti per soggiorni settimanali

4.78 out of 5 average rating, 80 reviews
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 [Giardino+Parcheggio]

Benvenuti a Casa Lida, il vostro rifugio tranquillo nel cuore della Toscana. Appartamento indipendente su due piani sulla Via Francigena, a Colle di Val d'Elsa: base per scoprire Siena, San Gimignano, Monteriggioni, Volterra e le vigne del Chianti. Due camere e due bagni, cucina attrezzata, caminetto e riscaldamento. Fuori, ampio giardino privato con terrazzo per colazioni e cene all'aperto, e il parcheggio. Wifi veloce. Ideale per coppie, famiglie e per chi cerca pace e autenticità.

5.0 out of 5 average rating, 85 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 - 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

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 Casa Bella Vista

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
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

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.

4.88 out of 5 average rating, 163 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

Grande casa immersa nella natura

Benvenuti nella nostra grande casa immersa nel verde! La posizione strategica permetterà di raggiungere in pochi minuti la stazione ferroviaria, supermercati, farmacie e l'ospedale, e naturalmente il centro! Ideale per una o più famiglie, vi garantirà la massima privacy per regalarvi i momenti indimenticabili che state cercando. L'atmosfera catturerà i vostri cuori. Non vediamo l'ora di farvi innamorare di questo angolo di paradiso. CIN: IT052032B4IR22L5NG

4.69 out of 5 average rating, 58 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

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 , supermercato e farmacia vicini .Ideale per spostarsi in toscana ed Umbria.

4.9 out of 5 average rating, 10 reviews

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