Condo holiday rentals in Siena

5.0 out of 5 average rating, 215 reviews

An aerial view captures the sprawling vineyards and olive groves surrounding Podere Vergianoni. The property features a salt-water pool positioned on a terrace, offering panoramic views of the lush Chianti landscape and medieval castle in the distance. Rustic buildings line the garden area.

Condo in Noce

Antico Podere del 1600 nel Chianti in Toscana

Podere Vergianoni è un antica e storica proprietà risalente al 1600 situato nelle splendide colline del Chianti in Toscana con la possibilità di organizzare servizi ed esperienze esclusive su misura per voi . L'appartamento è disponibile per 2 adulti con possibilità aggiunta divano letto per 2 bambini sotto i 12 anni . Nel grande cortile esterno troverete una piscina a sale con area relax su terrazza panoramica con stupenda vista su castello colline e vigneti con tramonti mozzafiato.

FamilyLocationIndoor spaces

An open living space showcases a white sofa adorned with orange and patterned cushions. Green accent chairs complement the decor. A wooden coffee table sits in the center, while a staircase ascends to a brighter upper level, highlighted by warm lighting and framed artworks.

4.96 out of 5 average rating, 188 reviews

Vintage apartment 400m PalioPiazza del Campo Siena

Apartment with independent heating and entrance, renovated , furnished with great care, located in the old part of the city. It features 2 computer friendly zones and allows you to stay with every kind of comfort, including a fitness area. Immersed in the enchantment of the traditional but silent atmosphere of a district of the historic center, it is 50 meters from the Main Street, and from all kinds of shops: restaurants, supermarkets, laundries, newspapers and tobacconists, pastry shops, etc.

ValueLocationSleep quality

The modern living area features a sleek gray sofa, positioned beneath large windows that allow ample natural light. Local artwork adorns the walls, and a stylish wooden rack is present for hanging clothes. A minimalist lamp contributes to the clean aesthetic.

4.94 out of 5 average rating, 241 reviews

[NUOVO] Moderno Monolocale Centrale con posto auto

Benvenuti in Siena House il mio nuovo moderno monolocale situato a pochi passi dal centro di Siena. La posizione centrale dell'appartamento e il parcheggio privato per la vostra automobile rappresenta la soluzione perfetta che ti permetterà di scoprire e visitare tutte le meraviglie Senesi a piedi e in pochi minuti. Super confortevole e ideale per vivere e visitare il cuore pulsante della città di Siena e dintorni, essendo anche a pochi km dall’ autostrada. Non vedo l'ora di darvi il benvenuto!

FamilyValueHeating

An open living area features a round dining table surrounded by wooden chairs, and a cozy sofa adorned with decorative cushions. Exposed wooden beams run overhead, adding character to the space. A soft rug enhances the warmth of the wooden flooring, creating a welcoming atmosphere.

4.97 out of 5 average rating, 162 reviews

APPARTAMENTO ROMANTICO NEL CENTRO STORICO DI SIENA

A 150 METRI DA PIAZZA DEL CAMPO, INGRESSO INDIPENDENTE, ARREDAMENTO ROMANTICO E SIGNORILE, A PIANO TERRA. SITUATA VICINO AI LUOGHI DI INTERESSE ARTISTICO E TURISTICO. DISPONIBILE A DARE TUTTE LE INFORMAZIONI UTILI PER FAR VIVERE AL MEGLIO LA CITTA' FAMOSA ANCHE PER LE SUE CONTRADE E TRADIZIONI SECOLARI. ESSENDOIN PIENA ZONA BLU NON E POSSIBILE PARCHEGGIARE AUTO, MA ESISTE UN PARCHGGIO COPERTO ALLA STAZIONE FERROVIARIA A 2 EURO PER GIORNO, SITUATO A 2 KM DALLA CASA, RAGGIUNGIBILE CON TAXI O BUS

ValueLocationBreakfast

A modern living space features a bright red sectional sofa positioned against a textured stone wall. A stylish kitchen island with seating is visible, along with minimalistic lighting fixtures and decorative plants, creating a blend of comfort and contemporary design.

4.99 out of 5 average rating, 249 reviews

Palazzo del Taja-in pieno centro con idromassaggio

Appartamento nuovissimo appena ristrutturato, situato all'interno dello storico Palazzo del Taja nel cuore del centro storico di Siena, a pochissimi metri da Piazza del Campo e dalle principali attrazioni della città. Sottoposto ad una ristrutturazione attenta ai dettagli, l'appartamento risulta essere elegante, luminoso, accogliente e silenzioso. Completo di ogni comfort, tra cui una stupenda sala da bagno con vasca idromassaggio, per offrire un soggiorno indimenticabile ai nostri clienti.

LocationValueQuiet

5.0 out of 5 average rating, 158 reviews

A charming outdoor seating area is set against a backdrop of rolling green hills. Two green metal chairs and a matching table are surrounded by flowering plants, with cypress trees rising in the distance under a partly cloudy sky.

Condo in Pienza

Casa rurale toscana in Mascagni Farmhouse Pienza

Risali le iconiche colline toscane fino a Mascagni Organic Farm, un'azienda biologica dove ti aspetta la tua nuova casa: un fienile del 1500 finemente ristrutturato immerso tra olivi e campi di grano. Rilassati prendendo una tazza di tè, raccogli rosmarini e lavande nel giardino con vista mozzafiato sulla Val d'Orcia. Riscopri la tua vera natura tra i campi incontaminati e gli olivi: qui le passeggiate e i giri in bici non hanno confini! Pronto a creare ricordi che dureranno tutta la vita?

FamilyValueComfort

4.93 out of 5 average rating, 200 reviews

Aerial view of the agriturismo surrounded by lush green hills and fields. The property includes a swimming pool, framed by rows of tall cypress trees that create a natural boundary. The rural landscape extends into the distance, illustrating the serene environment.

Condo in Asciano

Appartamento Loggiato 3 in toscana vicino Siena

L'appartamento Loggiato 3 per 2 persone si trova nell'agriturismo Santa Lucia (AGRITURISMO DIVISO IN 7 APPARTAMENTI) nelle Crete Senesi vicino Siena ed è situato al primo piano con tavolino privato dinanzi alle vetrate del loggiato. Composto da camera matrimoniale (due letti singoli uniti), bagno e soggiorno con cucina funzionale. E’ dotato di stufa a legna. Spazio esterno con tavolo e sedie a disposizione al piano terreno. L'ARIA CONDIZIONATA in camera è A PAGAMENTO secondo il consumo.

LocationValueView

A spacious balcony is lined with arches, providing a panoramic view of the rooftops and distant cathedral of Siena. Terracotta tiles cover the floor, while potted plants add a touch of greenery. Sunlight floods the area, enhancing the architectural features and scenic outlook.

4.89 out of 5 average rating, 194 reviews

Panoramic attic in old town of Siena

We are pleased to propose a top floor apartment in a historic building located in front of the Cathedral of San Domenico, in the heart of the historic center of Siena, a few steps from Piazza del Campo and the Duomo. The area is equipped with every service: shops, cafes, bars, restaurants. Composed of a large living room, kitchen, two double bedrooms, bathroom and terrace with panoramic views of the city. Very bright, it is equipped with every service to make your holiday enjoyable

ValueLocationIndoor spaces

The open-plan living area is illuminated by natural light from the large windows, featuring a dining table surrounded by four chairs. Elegant wooden beams adorn the ceiling. A modern kitchen with sleek cabinetry and a comfortable seating area is presented, creating a functional and inviting space.

4.94 out of 5 average rating, 191 reviews

Charming apartment in the heart of Siena

The apartment is located in historic centre of Siena, in one of the fascinating streets which leads directly to the main square Piazza del Campo. Strategic location of the apartment makes it an ideal starting point for exploring Siena and it's surroundings, perfect as for single travellers and couples, as for families with kids. In the day of Palio from the windows of the apartment you can enjoy watching historical parade when passing by before entering in Piazza del Campo

ValueLocationBiking

The living area features exposed brick walls and a wooden beam ceiling. A white leather couch and a dark leather armchair are positioned around a glass coffee table. A decorative folding screen with floral patterns stands in the corner, while a large mirror reflects the bright space.

4.89 out of 5 average rating, 122 reviews

•Il Chiostro• Una chicca nel cuore di Siena

Il Chiostro is a characteristic apartment located in the heart of the center of Siena, part of a historic Sienese building dating back to the 1200s! Most appreciated features: ★ Super central location ★ ★ Unique historic architecture ★ ★ Peaceful and quiet environment ★ ★ Very large spaces ★ An excellent solution for those who want to fully experience the city, immerse themselves in its incredible historical atmosphere and enjoy the Tuscan flavor of a unique holiday!

FamilyLocationAmenities

4.98 out of 5 average rating, 320 reviews

Aerial view of a charming countryside villa surrounded by rolling hills and vineyards. Olive trees are visible lining the roads, which lead to the home nestled within a serene natural landscape. The colors and textures reflect the characteristic beauty of the Tuscan countryside.

Condo in Asciano

Celeste - Il colore del cielo d'estate in Toscana

Appartamento si trova al 1 piano composto da 2 camere (possibilità di fare letti singoli o matrimoniali a richiesta ) bagno, soggiorno, cucina attrezzata per cucinare . ( lavatrice a disposizione dalle 9 alle 20 nella lavanderia ) Parcheggio e wifi gratuiti Posizione strategica per visitare i centri turistici della Toscana. Noi siamo in campagna , nel cuore delle Crete Senesi , è consigliata l'auto per essere indipendenti e visitare la magnifica campagna toscana

LocationFamilyCondition

A view captures a historic building in Siena, displaying its rustic architecture and multiple arched windows. In the foreground, trees bloom with pink flowers, while green vegetation adds a touch of nature. The iconic tower of Siena is visible in the background under a clear blue sky.

4.97 out of 5 average rating, 223 reviews

La porta Accanto 2.0

Grazioso appartamento in stile rustico. Si trova nel centro storico di Siena in una posizione perfetta per visitare a piedi tutti i siti storici, le attrazioni e la zona dello shopping di Siena. In cinque minuti è possibile raggiungere la Piazza del Duomo con il suo museo e la Cattedrale "Santa Maria Assunta". A 600 meti é possibile raggiungere l'incantevole Piazza del Campo dove il 2 luglio e il 16 agosto si svolge il "Palio", la tradizionale corsa di cavalli.

LocationFamilyBreakfast

Popular amenities for Siena condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

5.0 out of 5 average rating, 130 reviews

A charming terrace features a small round table and two white chairs, offering expansive views of the surrounding hills and distant landscape. A walnut tree stands nearby, enhancing the tranquil outdoor space bathed in natural light from the setting sun.

Condo in Montepulciano

The walnut tree view, Montepulciano

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An open-plan living and dining area features a comfortable red couch and a wooden dining table surrounded by chairs. Natural light enters through large windows adorned with green curtains, illuminating the space. A piano and a wooden cabinet are positioned along the walls, complemented by wooden beams on the ceiling.

4.91 out of 5 average rating, 141 reviews

The most ancient part of the city

FamilyValueOutdoor spaces

A softly lit bedroom features a spacious bed dressed in light pink linens, complemented by two rolled towels on top. A bedside table with a pink lamp adds warmth, while a window with shutters offers natural light. Exposed wooden beams add character to the ceiling.

4.83 out of 5 average rating, 142 reviews

Appartamento in centro a Siena

FamilyLocationAir conditioning

A bright studio apartment features a spacious bed with neatly arranged linens and two windows offering natural light. A wooden desk and chair provide a workspace, while a dining table with chairs is present. Decorative wall art adds a modern touch to the room.

4.95 out of 5 average rating, 126 reviews

Suite Tufi Palace |FreeGarage| NO ZTL |Fiber 1 Gb!

ValueFamilyCheck-in

Superhost

A welcoming living area showcases wooden beams across the ceiling and a charming fireplace, adding warmth to the space. A television is mounted on the wall, while a stylish white cabinet and comfortable armchairs are arranged around the central hearth, inviting relaxation.

Condo in Castelnuovo dell'Abate

4.9 out of 5 average rating, 320 reviews

Il Borghetto: La Casa di Alice, charme e relax

FamilyLocationDecor

A large arched window provides a panoramic view of Siena, featuring the Torre del Mangia rising prominently against a backdrop of blue skies and scattered clouds. The rooftops of historic buildings can be seen, enhancing the scenic charm of the area.

4.8 out of 5 average rating, 388 reviews

The highest wonderful view in Siena

LocationValueDecor

4.99 out of 5 average rating, 311 reviews

An aerial view reveals the historic village of San Donato in Poggio, showcasing charming medieval architecture and surrounding hills. The apartment is distinguished by its stone façade, nestled among lush greenery and olive trees, with terracotta rooftops complementing the landscape.

Condo in San Donato

Old medieval apartment

FamilyLocationAir conditioning

A balcony setting features a table draped with a brown cloth, complemented by two chairs. Glassware, a bottle of wine, and garnishes are arranged on the table. The view captures the historic skyline, showcasing towers and domes under a partly cloudy sky.

4.87 out of 5 average rating, 143 reviews

Wonderful view apartment in the city center

ValueFamilyParking

Pet-friendly condo rentals

A gravel path meanders through a lush garden, surrounded by vibrant greenery and clusters of flowering plants. Towering trees provide dappled sunlight, enhancing the natural beauty of the serene environment.

4.85 out of 5 average rating, 130 reviews

rare large private garden right in Siena centre

ValueLocationNearby

4.94 out of 5 average rating, 161 reviews

A wooden dining table is positioned on a shaded patio, featuring a decorative pine cone sculpture at its center. Surrounding greenery includes blooming flowers, with distant hills visible in the background, creating a peaceful outdoor setting ideal for al fresco dining.

Condo in Scandicci

Florentine Hills "Le Scalette"

LocationValueLong stay

4.93 out of 5 average rating, 140 reviews

A rustic rural complex is depicted, featuring a stone building with a terracotta roof. Surrounding greenery enhances the setting, and a gravel path leads to the entrance. The scene is accentuated by a large tree and the clear sky above.

Condo in Monteriggioni

Il Vecchio Noce

LocationFamilyBathroom

4.97 out of 5 average rating, 342 reviews

A panoramic terrace is depicted, featuring two rattan chairs and a small round table. A pitcher and cups are placed on the table, with vibrant flowers adorning the railing. A clear sky and rolling hills are visible in the background, enhancing the serene outdoor setting.

Condo in Montepulciano

Residenza In cerca d'Autore

LocationValueIndoor spaces

Condo in Castellina in Chianti

A shaded outdoor terrace features a rustic wooden table set with wine glasses and a bottle of Chianti, accompanied by a plate of snacks. Lush greenery and tall trees are visible in the background, contributing to a serene countryside view.

4.8 out of 5 average rating, 364 reviews

Relax Tra Le Vigne Del Chianti-IlVillinoFarmhouse

LocationValueGetting around

4.92 out of 5 average rating, 184 reviews

A private terrace is visible, adorned with vibrant flowers and a small table set for two. A bottle of wine and two glasses are elegantly placed, inviting relaxation with a view of the terracotta rooftops and the distant landscape under a pastel sky.

Condo in Montepulciano

Amazing Apartment near Piazza Grande w/ Terrace

ValueLocationBathroom

Superhost

A spacious room features exposed wooden beams above, complementing the light-colored walls and wooden flooring. A dining table and chairs sit to one side, while a bookshelf is filled with colorful books. A large window allows natural light to illuminate the space.

4.81 out of 5 average rating, 367 reviews

Liberty Siena Flat 2

LocationValueCheck-in

Condo in Bivio Santo Stefano

A dining area is present, featuring a wooden table surrounded by four chairs. A sideboard is positioned against the wall, displaying glassware. A patterned sofa is located near the entrance, while a small potted plant adds a touch of greenery to the corner.

4.99 out of 5 average rating, 148 reviews

Agriturismo Osea, Sunset flat

LocationFamilyNearby

Condo rentals with a pool

4.93 out of 5 average rating, 193 reviews

A spacious living area features a large wooden table set for a meal, adorned with fresh fruits and glassware. A comfortable red couch is positioned nearby, complemented by framed black and white photographs on the wall and stylish pendant lights above.

Condo in Casole d'Elsa

La Casetta

FamilyLocationHeating

Condo in Panzano in Chianti

4.96 out of 5 average rating, 278 reviews

Apt.Panzanello-Panzano in Chianti

ValueFamilyDecor

Superhost

The swimming pool glimmers under a partially cloudy sky, surrounded by lush olive trees and vegetation. Sun loungers are positioned nearby, offering space for relaxation, while a stone wall provides a rustic backdrop, enhancing the serene atmosphere of the outdoor area.

Condo in Fiesole

4.83 out of 5 average rating, 226 reviews

Poggiolieto Suite - on hills 10' from city center

FamilyLocationWalkability

4.96 out of 5 average rating, 144 reviews

A vintage-styled kitchen and dining area feature a small wooden table with colorful chairs, accompanied by a bicycle and a wall-mounted television. Kitchen appliances include a microwave and a minimalist cabinetry design. Natural light filters through a balcony door, opening to a garden view.

Condo in Scandicci

Residenza Vintage con Piscina nel Chianti

LocationValueCleanliness

4.97 out of 5 average rating, 114 reviews

A sunny pool area is surrounded by lush greenery, featuring a rectangular swimming pool with a sunlit patio. Several green and white umbrellas provide shade over lounge chairs, inviting guests to relax in the outdoor space.

Condo in Casole d'Elsa

Manuela appartamento con piscina in agriturismo

LocationValueShared spaces

4.88 out of 5 average rating, 134 reviews

Condo in San Gimignano

Scenic Stilish Country

FamilyLocationLaundry

4.95 out of 5 average rating, 149 reviews

A swimming pool is foregrounded with vibrant red roses, offering a striking contrast against the clear blue water. The panoramic view features rolling hills and the medieval towers of San Gimignano in the distance, with sun loungers arranged around the pool area.

Condo in San Gimignano

Adalberto Apartment inside the Manor of Fulignano

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