
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.
4.96 out of 5 average rating, 156 reviews
Casa al Gianni - The Simignano Barn
Converted from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit and an outdoor kitchen. Ideal for those seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and al fresco dining. A memorable getaway awaits you in this little slice of paradise!
4.97 out of 5 average rating, 198 reviews
Podere Piazza house with panoramic view
Podere Piazza is an estate, has its origin in the 15th century. The vacation home was built at the beginning of the 17th century. Podere Piazza was the residence of Alessandro Cervini degli Spannocchi, who was appointed Archbishop of Siena on May 29, 1747. He was a Nobile di Montepulciano and Patrizier of Siena. The buildings of Podere Piazza still bear his coat of arms today. This also explains our little church, at the road junction, in front of it to the right to the pine avenue and to the left into the driveway.
4.97 out of 5 average rating, 197 reviews
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.
4.96 out of 5 average rating, 142 reviews
Casa Dolce Toscana | Panoramic Suite with a View
CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.
4.98 out of 5 average rating, 184 reviews
[Duomo & Piazza del Campo: 8-min walk] • Sleeps 8
Imagine stepping outside and, after an 8-minute walk through Siena’s medieval streets, finding yourself at the Duomo or in Piazza del Campo. Staying here means experiencing Siena at its most authentic, then returning to a spacious, peaceful private home where exposed beams meet modern comfort. Set across three levels and ideal for families and groups, it accommodates up to 8 guests with three double beds, a double sofa bed, two full bathrooms, a fully equipped kitchen, Smart TV and Wi-Fi.
4.87 out of 5 average rating, 364 reviews
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.
4.9 out of 5 average rating, 135 reviews
Explore Chianti from a Charming Stone House
Awaken in a bedroom with beamed ceilings, open doors to a private garden, and take an early morning dip in the pool. Return to a classically designed house with terra cotta floors, wood-burning fireplace, and bathrooms with exuberant tile work. Casa Marinella is the perfect place to discover Chiantishire. Fully equipped kitchen, AC in each bedroom, private garden and barbecue.
4.98 out of 5 average rating, 123 reviews
Oliveta Verde with garden near the center
Apartment within walking distance of downtown Siena but surrounded by greenery. The apartment is a few hundred meters from the center of Siena, Porta Tufi area. A few meters away is a bus stop to get to Piazza del Campo. Despite its proximity to the historic center, the apartment is surrounded by a beautiful garden and olive grove. Parking is private, with Wi-Fi and laundry.
4.96 out of 5 average rating, 102 reviews
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
4.95 out of 5 average rating, 765 reviews
Siena Countryside Colle Ciupi
Countryside Villa apartment. Located in the nearby of Siena (Colle Ciupi, 10 kms away) Ground floor: Kitchen, living room with fireplace, bathroom with shower. First Floor: 3 Double Bedrooms and 2 bathrooms, outdoor with courtyard and huge garden
4.9 out of 5 average rating, 217 reviews
Borgo Ripostena – no. 8 Casa Vecchia
Charming cottage in the heart of Tuscany on a peaceful property surrounded by 5 hectares of private gardens and forest. The apartment has stunning views over San Gimignano and the Chianti Hills. One of the two bedrooms has air conditioning.
4.95 out of 5 average rating, 201 reviewsPopular amenities for house rentals in Siena
House rentals with a pool

Infinity pool in Chianti 1
5.0 out of 5 average rating, 142 reviews
Private Chianti Cottage, Garden & Vineyard Views
4.99 out of 5 average rating, 137 reviews
Conca d'Oro villa with private pool, sleeps 4
4.92 out of 5 average rating, 173 reviews
Ancient Barn in Chianti with Pool
4.89 out of 5 average rating, 125 reviews
House Rigomagno Siena
4.96 out of 5 average rating, 125 reviews
Villetta La Colombaia Farm
4.95 out of 5 average rating, 163 reviews
LECCIONE RESIDENCE
4.93 out of 5 average rating, 145 reviews
Charming estate with views. A/C in the bedrooms
4.86 out of 5 average rating, 296 reviewsWeekly house rentals

Nada Home
4.87 out of 5 average rating, 217 reviews
Farmhouse in Chianti, Siena Tuscany
4.83 out of 5 average rating, 168 reviews
Casa Arcobaleno - Free Parking - WiFi
4.91 out of 5 average rating, 522 reviews
Casa Nataly Chianti - Jeky Stay
4.86 out of 5 average rating, 159 reviews
Spacious Luxury Stay in Pienza | 3BR 3BA
4.97 out of 5 average rating, 101 reviews
Next to castle of Villa-Siena. heart Francigena
4.84 out of 5 average rating, 158 reviews
Raffaella's House in Chianti
4.99 out of 5 average rating, 481 reviews
Charming converted Hayloft overlooking the Chianti Hills
4.97 out of 5 average rating, 307 reviewsPrivate house rentals

Fabulous house on Campo with a guest house.
4.98 out of 5 average rating, 63 reviews
Poggiolo
5.0 out of 5 average rating, 33 reviews
Villa Saracino
4.88 out of 5 average rating, 40 reviews
Sosta Eroica • Panoramic View & Quiet Pool Retreat
5.0 out of 5 average rating, 35 reviews
Family Forest - Pool in the Crete Senesi
4.88 out of 5 average rating, 86 reviews
Country chic house in a village,private pool,wiFi
5.0 out of 5 average rating, 81 reviews
Liberty Villa in the Center - No ZTL
4.78 out of 5 average rating, 23 reviews
Cappuccini House by FrancigenaApartments
4.91 out of 5 average rating, 11 reviewsDestinations to explore
- Tiny house rentals Siena
- Castle rentals Siena
- Apartment rentals Siena
- Flat rentals Siena
- Townhouse rentals Siena
- Barn rentals Siena
- Rentals with pools Siena
- Rentals with a hot tub Siena
- Hotel rooms Siena
- Villa rentals Siena
- Loft rentals Siena
- Rentals with breakfast Siena
- Bed and breakfasts Siena
- Guest house rentals Siena
- Serviced apartment rentals Siena
- Rentals with lake access Siena
- Private suite rentals Siena
- Cottage rentals Siena
- Rentals with a sauna Siena
- Holiday home rentals Siena
- Pet-friendly rentals Siena
- Waterfront rentals Siena
- Farm stay rentals Siena
- Rentals with beach access Siena
- Rentals with an accessible-height bed Siena
- Luxury rentals Siena
- Nature eco lodge rentals Siena
- Tent rentals Siena
- Family-friendly rentals Siena
- Boutique hotels Siena
- House rentals Tuscany
- House rentals Italy
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Cala Violina
- Parco Regionale Della Maremma
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Mount Amiata
- Cascate del Mulino
- 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
- Workouts Tuscany
- Tastings Tuscany
- Galleries Tuscany
- Outdoors Tuscany
- Food tours Tuscany
- Dining Tuscany
- Museums Tuscany
- Performances Tuscany
- Shopping and fashion Tuscany
- Art workshops Tuscany
- Cultural tours Tuscany
- Things to do Italy
- Workouts Italy
- Shopping and fashion Italy
- Food tours Italy
- Cooking Italy
- Flying Italy
- Cultural tours Italy
- Wellness Italy
- Tastings Italy
- Wildlife Italy
- Landmarks Italy
- Museums Italy
- Performances Italy
- Art workshops Italy
- Dining Italy
- Galleries Italy
- Outdoors Italy
- Architecture Italy
- Water sports Italy





