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

Total holiday rentals
Explore 110 holiday rentals in Siena

Nightly prices starting at
Siena holiday rentals start at $51 NZD per night before taxes and fees

Verified guest reviews
Over 8,480 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
100 of Siena holiday rentals include Wi-Fi 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.

Charming converted Hayloft overlooking the Chianti Hills
Inspired by the rustic Tuscan style, this gorgeously refurbished hayloft features ceilings with exposed beams and bricks and thoughtful touches for a stylish and comfortable decor. From the relaxing hammock and the stone made barbecue in a panoramic garden to the cozy fireplace, every space feels open and inviting. Immersed in total peace and tranquillity with a breathtaking view over the Chianti hills, halfway between Florence, Arezzo and Siena, the barn is a perfect homebase to visit Tuscany. The accommodation has 2 floors. The upper floor spaces 2 double bedrooms with wonderful views of the olive trees and a bathroom with window and large masonry shower. On the ground floor a cozy and spacious living area with fireplace and a kitchenette with gas stove a large fridge and oven. The barn has ceilings with exposed beams and bricks. Outside there is a panoramic garden set on its own where, in the shade of a walnut trees, you can relax on a hammock or grill your meal (included an authentic local Fiorentina steak :-) on the stone made barbecue. A garden table is there for romantic dinners 'al fresco'. Immersed in total peace and tranquility halfway between Florence, Arezzo and Siena the barn is a perfect homebase to visit Tuscany. To find the exact location of the house type the following code in GMaps: 8FMHGG25+QV The house is in the countryside. The closest towns are Cavriglia and the small Medioeval villages of Moncioni and Montegonzi. In each town you can find great local restaurants and a small grocery shop. Moncioni is 3 km far away. A big supermarket is located in Montevarchi and you can reach it in 8 minutes by car ( exactly 7 km far away). In Montevarchi you can also find one of the best farmer markets in Tuscany! The station of Montevarchi is 8 km away from the barn. From there you can take train to Florence and Arezzo. Siena can be reached in 30 minutes by car. The easy access to the motorway A1/E35 Milan-Florence-Rome (the Valdarno exit is only at 13 km) allows you to reach numerous interesting spots within a short time, both in Tuscany and Umbria, while few kilometres south of Cavriglia you enter the suggestive territory of the Crete Senesi. Out in the countryside, the home offers an authentic experience of Tuscany. Small towns and villages are a short drive away providing acces to exceptional local restaurants and fantastic farmers markets. A big supermarket is located in Montevarchi (7 km far away). The railway station is 8 km away from the barn. From there you can take train to Florence and Arezzo. Cities of interest like Siena, Montepulciano, Pienza and Monteriggioni can be reached in 40 minutes by car The only way to reach the house is by car. A taxi service is active from Montevarchi You will be provided of blankets and towels. The kitchen is equipped with and kind of pots, pans, bowl, plates and silverware. You are welcome to use them. Free Netflix available
ValueLocationHeating
4.97 out of 5 average rating, 305 reviews
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.
ValueFamilyCondition
4.96 out of 5 average rating, 156 reviews
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.
LocationValueShared spaces
4.96 out of 5 average rating, 138 reviews
Relax e charme tra le colline del chianti
Bellissima colonica in pietra, indipendente, immersa tra gli olivi e le colline del Chianti, con giardino privato e piscina panoramica. Piano terra con ampi saloni, antico camino e forno a legna, soggiorno luminoso e cucina full optional. Al primo piano tre suites composte da camera, studio e bagno privato. Accesso tramite cancello e strada bianca in proprietà privata a soli 500 metri dal paese di Strada in Chianti. Ideale per quiete e relax. Location strategica per visitare la Toscana.
LocationFamilyAmenities
4.99 out of 5 average rating, 113 reviews
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.
LocationValueQuiet
4.97 out of 5 average rating, 195 reviews
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.
LocationFamilyBarbecue
4.9 out of 5 average rating, 133 reviews
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!
ValueFamilyDecor
4.97 out of 5 average rating, 194 reviews
La Casa di Nada Home
3 comfortable, fully air-conditioned double bedrooms, each with its own private bathroom, in the heart of Chianti, ideally located between Florence, Siena and San Gimignano. A welcoming, well-kept home in the peaceful Tuscan countryside. Fully equipped kitchen with dishwasher, oven and bar area, plus a laundry room with washing machine and dryer. Private garden for your exclusive use with a private hydromassage pool, heated in winter upon request 🌷
ValueFamilyWi-Fi
4.87 out of 5 average rating, 215 reviews
[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.
LocationFamilyParking
4.87 out of 5 average rating, 364 reviews
Oliveta Verde con giardino vicino al centro
Appartamento a due passi dal centro di Siena ma immerso nel verde. L'appartamento è a poche centinaia di metri dal centro di Siena, zona Porta Tufi. A pochi metri fermata autobus per raggiungere piazza del campo. Nonostante la vicinanza al centro storico, l'appartamento è circondato da un bellissimo giardino e terreno di Olivi di proprietà. Il parcheggio è privato, connessione wi-fi e lavanderia.
ValueLocationBackyard
4.96 out of 5 average rating, 102 reviews
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
FamilyValueAir conditioning
4.95 out of 5 average rating, 763 reviews
Secret Garden Siena
A beautiful house located inside the city walls of Siena. The house develops on two floors has three bedrooms and two toilets. The real strong point of this location is the private garden. Walking distance to all the main attractions.
FamilyValueAir conditioning
4.98 out of 5 average rating, 218 reviewsPopular amenities for Siena house rentals
House rentals with a pool

Private Chianti Cottage, Garden & Vineyard Views
FamilyLocationOutdoor spaces
4.99 out of 5 average rating, 136 reviews
Explore Chianti from a Charming Stone House
FamilyValueHospitality
4.98 out of 5 average rating, 122 reviews
Borgo Ripostena – n. 8 Casa Vecchia
LocationValueBackyard
4.95 out of 5 average rating, 200 reviews
Infinity pool in Chianti 1
LocationValueSleep quality
5.0 out of 5 average rating, 141 reviews
Conca d'Oro villa with private pool, sleeps 4
LocationFamilyPool
4.92 out of 5 average rating, 172 reviews
Agriturismo Casa Giulia di Sopra
FamilyLocationView
4.95 out of 5 average rating, 103 reviews
Charming estate with views. A/C in the bedrooms
LocationValueKitchen
4.86 out of 5 average rating, 294 reviews
Cercis - La Palmierina
FamilyLocationWalkability
4.96 out of 5 average rating, 144 reviewsWeekly house rentals

Relais moderno a Siena
FamilyLocationKitchen
4.98 out of 5 average rating, 124 reviews
Raffaella's House nel Chianti
ValueFamilyAccess
4.99 out of 5 average rating, 479 reviews
Next to castle of Villa-Siena. heart Francigena
LocationFamilyHeating
4.83 out of 5 average rating, 157 reviews
Siena Countryside Colle Ciupi
LocationFamilyTV
4.9 out of 5 average rating, 217 reviews
Casa Dolce Toscana | Panoramic Suite & View
ValueLocationWi-Fi
4.99 out of 5 average rating, 177 reviews
Casa Nataly Chianti - Jeky Stay
ValueFamilyGetting around
4.86 out of 5 average rating, 155 reviews
Casa Al Poggio in Chianti Shire
FamilyValueNearby
4.96 out of 5 average rating, 330 reviews
Casa Arcobaleno - Free Parking - WiFi
ValueLocationParks
4.91 out of 5 average rating, 519 reviewsPrivate house rentals

splendida colonica nel chianti giardino panoramico
LocationFamilyGetting around
4.96 out of 5 average rating, 47 reviews
Poggiolo
LocationValueNearby
5.0 out of 5 average rating, 32 reviews
Relaxing Tuscan Country Home with Beautiful Views
FamilyLocationCondition
5.0 out of 5 average rating, 86 reviews
Sosta Eroica • Panoramic View & Quiet Pool Retreat
LocationFamilyComfort
5.0 out of 5 average rating, 34 reviews
Villa Liberty in Centro - No ZTL
LocationFamilyAccess
4.95 out of 5 average rating, 21 reviews
Country chic house in a village,private pool,wiFi
LocationFamilyBiking
5.0 out of 5 average rating, 81 reviews
Family Forest - Piscina nelle Crete Senesi
ValueFamilyQuiet
4.91 out of 5 average rating, 85 reviews
Villa la scuderia quiet luxury private garden pool
FamilyLocationHospitality
5.0 out of 5 average rating, 23 reviewsWhen is the best time to visit Siena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $205 NZD | $182 NZD | $236 NZD | $238 NZD | $241 NZD | $234 NZD | $219 NZD | $231 NZD | $212 NZD | $217 NZD | $209 NZD | $212 NZD |
| 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
- Cottage rentals Siena
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- Rentals with pools Siena
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- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Cala Violina
- Stazione Santa Maria Novella
- Mugello Circuit
- Parco Regionale Della Maremma
- Mercato Centrale
- Spiagge Bianche
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Uffizi Gallery
- Gulf of Baratti
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Things to do Siena
- Food tours Siena
- Cultural tours Siena
- Tastings Siena
- Cooking Siena
- Things to do Siena
- Art workshops Siena
- Tastings Siena
- Museums Siena
- Food tours Siena
- Dining Siena
- Cultural tours Siena
- Outdoors Siena
- Landmarks Siena
- Wildlife Siena
- Cooking Siena
- Things to do Tuscany
- Water sports Tuscany
- Flying Tuscany
- Cooking Tuscany
- Wildlife Tuscany
- Landmarks Tuscany
- Galleries Tuscany
- Outdoors Tuscany
- Food tours Tuscany
- Dining Tuscany
- Museums Tuscany
- Performances Tuscany
- Shopping and fashion Tuscany
- Art workshops Tuscany
- Cultural tours Tuscany
- Tastings Tuscany
- Workouts Tuscany
- Things to do Italy
- Workouts Italy
- Shopping and fashion Italy
- Cooking Italy
- Food tours Italy
- Flying Italy
- Cultural tours Italy
- Wellness Italy
- Tastings Italy
- Wildlife Italy
- Museums Italy
- Performances Italy
- Art workshops Italy
- Dining Italy
- Galleries Italy
- Outdoors Italy
- Architecture Italy
- Water sports Italy
- Landmarks Italy







