
House holiday rentals in Siena
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Quick stats about house rentals in Siena

Total holiday rentals
Explore 100 holiday rentals in Siena

Nightly prices starting at
Siena holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 8,680 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
100 of Siena holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Siena rentals

4.8 Average rating
Siena stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated house rentals in Siena
Guests agree: these houses are highly rated for location, cleanliness and more.

Domus Nannini - Loggia Salimbeni SPA
Apartment of 200 sqm furnished with precious classical furniture and very spacious rooms: 13 windows overlooking the old town, each window offers a unique view of the city. Big and spacious lounge with peerless view on the begin of Banchi di Sopra, Piazza Salimbeni and the headquarter of the Monte dei Paschi, formed by the noble palaces Tantucci, Salimbeni and Spannocchi. Second lounge with library, sofa-bed and the same exclusive view. 2 large bedrooms with city-views and king-size beds. 3 bathrooms one with jacuzzi and one with shower. A long corridor that crosses the apartment, spacious entrance and private terrace on the internal courtyard. Third lounge with sofa-bed and city-view. Dining room with panoramic views of the Duomo of Siena and Basilica of San Domenico which stand out over the medieval roofs of Siena a few meters from us. Fully equipped kitchen with laundry area. It occupies the entire second floor our 1600's palace and offers unique and privileged views of Siena and its architectural wonders. We are on Banchi sopra Sopra, the main course of the historical center of Siena, below the house you will find the best shops in the center with all the brands of high fashion, lots of restaurants; Wineries, Bars and Supermarkets with typical Tuscan products.

Palazzo Monaci - Piscina nelle crete Senesi
Benvenuti a Palazzo Monaci ! Un' oasi di natura e bellezza unica, nel cuore delle Crete Senesi, in Toscana. Un residence con piscina e vista mozzafiato sulle crete senesi. Perfetta per coppie o famiglie in cerca di una vacanza rilassante. La posizione è perfetta per esplorare le zone limitrofe. Potrete fare escursioni nella campagna toscana, visitare i borghi medievali caratteristici, assaggiare i vini locali prelibati e immergervi nella cultura e nella storia di questa affascinante regione.

Casa Dolce Toscana | Panoramic Suite & View
CASA DOLCE TOSCANA 🖼️ Ciao! Sono Jolanta 😊 Benvenuti nel nostro amato alloggio toscano ,con vista panoramica,immerso nelle colline della Toscana.Un’oasi di pace perfetta per chi desidera rilassarsi e vivere un’esperienza autentica. Situato a pochi chilometri da Siena e Firenze,il nostro alloggio combina il fascino rustico con tutti i comfort moderni. si trova nel cuore del centro storico del famoso borgo di Cetona,sottostante al castello ,con vista sulla valle e il profumo della Toscana.

Podere Piazza casa con vista panoramica
Podere Piazza ist ein Landgut, hat seinen Ursprung im 15. Jahrhundert, das Ferienhaus wurde Anfang 17. Jahrhundert erbaut. Podere Piazza war der Wohnsitz von Alessandro Cervini degli Spannocchi, der am 29 Mai 1747 zum Erzbischof von Siena ernannt wurde, er war ein Nobile di Montepulciano und Patrizier von Siena. Die Gebäude von Podere Piazza tragen noch heute sein Wappen. Somit erklärt sich auch unser Kirchlein, am Straßenabzweig, davor rechts zur Pinienallee und links in die Einfahrt.

La finestra del Chianti
Un luogo meraviglioso dove trascorrere alcuni giorni in piacevole compagnia. Un ampio salone con camino dove rilassarsi al rientro da bellissime passeggiate, giri in bicicletta, ed escursioni. L'appartamento indipendente si trova a 15km da Siena, 20 km dai centri Termali e a 40 minuti dai borghi di san Gimignano e Monteriggioni. Nel complesso è presente un'azienda agricola che produce vini e olio con la possibilità di visite guidate e degustazione dei nostri prodotti con cene a tema.

Casa al Gianni - Il Fienile di Simignano
Trasformato da un antico fienile, questo rifugio lussuoso offre 5 camere, 4 bagni, grande cucina attrezzata, ampio living, un ampio giardino privato con parcheggio, hot tub, patio con divani, BBQ, fire pit e cucina esterna. Ideale per chi cerca un'esperienza unica, unisce fascino rustico a comfort moderni. Perfetto per famiglie o gruppi, promette serate magiche sotto le stelle, tra relax nell'hot tub e cene all'aperto. Una fuga memorabile vi aspetta in questo angolo di paradiso!

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Private Chianti Cottage, Garden & Vineyard Views
Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

Relais moderno a Siena
Questo elegante alloggio, a soli 5km dal centro di Siena, è vicino alla città e al Chianti . Adatto a coppie amanti del relax, a famiglie e a sportivi ( perfetto punto di partenza tour del Chianti). L'alloggio comprende due camere matrimoniali e una camera studio con divano letto, due bagni con doccia e un bagno di servizio. Posteggio ampio e gratuito, giardino con spazio solarium, campo da calcetto in erba, ricovero custodito e coperto per biciclette.

[Duomo 8 min. walk] Luxury Home • Self Check-in
Gorgeous private house, located in the heart of Siena, with spacious and luxurious spaces. Finely renovated with use of fine materials, up to 8 guests can stay in this luxurious property. Its very central location, just 8 minutes' walk from Siena Cathedral and 8 minutes' walk from Piazza del Campo, with its luxury boutiques and the many amenities around, make it the ideal location for a pleasant stay in Siena.

Oasi verde in centro storico
In pieno centro storico ma contemporaneamente nella tranquillità della natura. A soli 2 minuti a piedi da PIAZZA DEL CAMPO, cuore turistico della città, ma in posizione riservata, silenziosa e con giardino privato. Per accedervi ci sono 2 cancelli elettrici, quindi sicurezza massima . Codice Regionale 052032LTN0236 C.I.N. IT052032C2IV4RLNUV

"La Lambarda" tower Suite
In Val d'Orcia there is a small medieval village called Monticchiello, surrounded by walls and protected by four towers; one of these is the "La Lambarda", which stands at the highest point of the country and enjoys a panoramic view across the valley.
Popular amenities for house rentals in Siena
House rentals with a pool

Casina in campagna Podere Scorno con piscina

Infinity pool in Chianti

Ancient Barn in Chianti with Pool

SuiteLouise.pool, Hot Tub,homeGym & private Garden

Charming estate with views. A/C in the bedrooms

Explore Chianti from a Charming Stone House

Relax e charme tra le colline del chianti

Country House in the Crete Senesi
Weekly house rentals

Amore in Chianti

Casolare nel Chianti, Siena Toscana

Siena Countryside Colle Ciupi

Casa Al Poggio in Chianti Shire

Casa Dante - Authentic Chianti Stay | Views&Relax

La Casa Nell'Onda, vivere Siena e la sua storia.

Charming converted Hayloft overlooking the Chianti Hills

Charming Apartment in City Center
Private house rentals

Hidden gem in Tuscany

Design loft with private SPA in Tuscany

Villa Liberty in Centro - No ZTL

favolosa colonica nel chianti, giardino panoramico

Casa San Ripa: Relax Oasis with Private Pool

Relax in Tuscany Country Home with a Stunning View

Poggiolo

Japandi apartment with a view!
When is the best time to visit Siena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £90 | £80 | £104 | £93 | £88 | £95 | £96 | £101 | £93 | £96 | £92 | £93 |
| Avg. temp | 5°C | 6°C | 9°C | 12°C | 16°C | 21°C | 23°C | 24°C | 19°C | 14°C | 9°C | 5°C |
Destinations to explore
- Rentals with a firepit Siena
- Cottage rentals Siena
- Rentals with an EV charger Siena
- Rentals with breakfast Siena
- Boutique hotels Siena
- Holiday home rentals Siena
- Serviced apartment rentals Siena
- Family-friendly rentals Siena
- Pet-friendly rentals Siena
- Rentals with pools Siena
- Rentals with a fireplace Siena
- Bed and breakfasts Siena
- Rentals with a patio Siena
- Smoking-friendly rentals Siena
- Villa rentals Siena
- Apartment rentals Siena
- Rentals with a washing machine and dryer Siena
- Rentals with outdoor seating Siena
- Flat rentals Siena
- Fitness-friendly rentals Siena
- Rentals with a hot tub Siena
- Hotel rooms Siena
- House rentals Siena
- House rentals Tuscany
- House rentals Italy
- Cathedral of Santa Maria del Fiore
- Lake Trasimeno
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Mugello Circuit
- Cala Violina
- Parco Regionale Della Maremma
- Mercato Centrale
- Uffizi Gallery
- Stazione Santa Maria Novella
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazza della Repubblica
- Spiagge Bianche
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Gulf of Baratti
- Pitti Palace
- Boboli's Garden
- Palazzo Vecchio
- Piazza della Signoria
- Things to do Siena
- Art and culture Siena
- Nature and outdoors Siena
- Tours Siena
- Sightseeing Siena
- Food and drink Siena
- Entertainment Siena
- Things to do Siena
- Sightseeing Siena
- Art and culture Siena
- Entertainment Siena
- Nature and outdoors Siena
- Food and drink Siena
- Tours Siena
- Sports activities Siena
- Things to do Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Wellness Tuscany
- Sports activities Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Food and drink Tuscany
- Sightseeing Tuscany
- Things to do Italy
- Food and drink Italy
- Art and culture Italy
- Wellness Italy
- Nature and outdoors Italy
- Sports activities Italy
- Sightseeing Italy
- Tours Italy
- Entertainment Italy







