
House holiday rentals in Siena
Find and book unique houses on Airbnb
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.

Casa al Gianni - The Simignano Barn
Transformed from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, large equipped kitchen, large living room and a large private garden with parking, hot tub, patio with sofas, BBQ, fire pit and outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, between relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Montalcino Townhouse with Private Garden & Spa
A luxury apartment that blends traditional elements with all the modern comforts and some contemporary wall art. The apartment is centrally located in the upper part of town, only around the corner from the main square, in the limited traffic area. You can drive close by to download the luggage. The closest free car park is located at less than 10 minutes walk. Please note that to reach the house you need to walk a fairly steep street: it may not be ideal for those with mobility problems.

The Chianti Classico Sunset
Se cercate una location idilliaca nel cuore del Chianti classico, immersi nei vigneti e oliveti delle splendide colline toscane, nel podere di una Villa storica del ‘500, allora venite nel nostro fienile!! Ha una posizione dominante con una vista strepitosa, dove è possibile godersi tramonti mozzafiato. La totale indipendenza della casa, l'accogliente giardino, il grande loggiato permettono di trascorrere soggiorni in totale tranquillità. Le nostre recensioni sono la vostra migliore garanzia.

Podere Piazza house with panoramic view
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.

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.

StageROOM03 - Idyllic Chianti cottage near Siena
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.

The Loggia
Country house located in Radda, the heart of the Chianti, within walking distance from the historical center and other services such as; Coffee shops, Post Office,grocery stores and restaurants. The house is composed of a full equipped kitchen, living room with a sofa bed, bedroom, loggia and bathroom. The property is surrounded by a garden and there is a nice wooden table in the garden to eat in an open space and another lounge spot to enjoy the magnificent landscape.

The Chianti window
A wonderful place to spend a few days in pleasant company. A large living room with fireplace where you can relax after returning from beautiful walks, bike rides, and excursions. The independent apartment is 15 km from Siena, 20 km from the Thermal Baths and 40 minutes from the villages of San Gimignano and Monteriggioni. Overall, there is a farm that produces wines and oil with the possibility of guided tours and tasting of our products with themed dinners.

A green oasis in the historic center.
Right in the heart of the historic center while simultaneously surrounded by the tranquility of nature. Just a 2-minute walk from PIAZZA DEL CAMPO, the heart of city tourism, but in a secluded, quiet location with a private garden. Maximum security is ensured with access via 2 electric gates. Regional Code 052032LTN0236 CIN IT052032C2IV4RLNUV

Cozy country house Podere Scorno with pool
Small and cozy country house ideal for couples, on a hill in the Sienese countryside. Tuscan-style stone building, with a centuries-old history. The property was bought and renovated in the late 1990s. With a large garden with swimming pool, orchard, olive grove, vineyard and vegetable garden, for lovers of greenery.
Popular amenities for house rentals in Siena
House rentals with a pool

Italian Internal

Ancient Barn in Chianti with Pool

Casa Bada - Barn

Casetta Melograno – Cozy farmhouse in Chianti

Country House in the Crete Senesi

Leonardo - Chianti/Siena, Florence, San Gimignano.

Antico Borgo Ripostena – n. 8 Old House

Casa Luigi Suite with exclusive pool
Weekly house rentals

The Biricocolo Cottage

Love in Chianti

Da nonna Ornella - nest in Val d'Orcia

Alma Vignoni - Vignoni Val d 'Orcia - Bagno Vignoni

Siena Countryside Colle Ciupi

Enjoy Amazing View in Tuscany in Our Country House

Casa Dante

Casa Maurino
Private house rentals

"Il Campanile" House

Family Forest - Pool in the Crete Senesi

the chestnut house

Oliveta Verde with garden near the center

Liberty Villa in the Center - No ZTL

Castelvecchio number 12 Siena, long stay top rent.

Casa Pernice · Chianti villa with private pool

Poggiolo
When is the best time to visit Siena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £78 | £74 | £81 | £92 | £87 | £94 | £95 | £101 | £92 | £95 | £91 | £92 |
| 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 |
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 8,700 verified reviews to help you choose

Family-friendly holiday rentals
40 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!
Destinations to explore
- Villa rentals Siena
- Rentals with a fireplace Siena
- Cottage rentals Siena
- Serviced apartment rentals Siena
- Flat rentals Siena
- Pet-friendly rentals Siena
- Rentals with pools Siena
- Holiday home rentals Siena
- Smoking-friendly rentals Siena
- Rentals with an EV charger Siena
- Family-friendly rentals Siena
- Rentals with a firepit Siena
- Rentals with a washing machine and dryer Siena
- Rentals with outdoor seating Siena
- Rentals with a patio Siena
- Boutique hotels Siena
- Rentals with a hot tub Siena
- Rentals with breakfast Siena
- Apartment rentals Siena
- Fitness-friendly rentals Siena
- Hotel rooms Siena
- Bed and breakfasts Siena
- House rentals Siena
- House rentals Tuscany
- House rentals Italy
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Piazza della Signoria
- Mercato Centrale
- Strozzi Palace
- Ponte Vecchio
- Santa Maria Novella
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Lake Trasimeno
- Marina di Cecina
- Del Chianti
- Basilica of Santa Maria Novella
- Spiagge Bianche
- Eremo Di Camaldoli
- Cala Violina
- Siena Cathedral
- Uffizi Gallery
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazzale Michelangelo
- Piazza della Repubblica
- Pitti Palace
- Gulf of Baratti
- Things to do Siena
- Nature and outdoors Siena
- Art and culture Siena
- Sightseeing Siena
- Food and drink Siena
- Things to do Siena
- Sightseeing Siena
- Food and drink Siena
- Nature and outdoors Siena
- Tours Siena
- Art and culture Siena
- Sports activities Siena
- Things to do Tuscany
- Sports activities Tuscany
- Tours Tuscany
- Sightseeing Tuscany
- Nature and outdoors Tuscany
- Entertainment Tuscany
- Art and culture Tuscany
- Food and drink Tuscany
- Things to do Italy
- Tours Italy
- Wellness Italy
- Art and culture Italy
- Sightseeing Italy
- Food and drink Italy
- Sports activities Italy
- Entertainment Italy
- Nature and outdoors Italy






