
House holiday rentals in Siena
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Top-rated house rentals in Siena
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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, 194 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, 195 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, 138 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.
4.99 out of 5 average rating, 178 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, 133 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.
4.87 out of 5 average rating, 364 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, 763 reviews
Next to castle of Villa-Siena. heart Francigena
The house has a special charm that I'm sure will captivate you. You will be excited to sip a glass of wine in the beautiful Hague or stroll through the ancient paths of the Via Francigena (stage n. 32 from Monteriggioni to Siena) which overlooks the living room .
4.83 out of 5 average rating, 157 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
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.
4.98 out of 5 average rating, 218 reviewsPopular amenities for house rentals in Siena
House rentals with a pool

Explore Chianti from a Charming Stone House
4.98 out of 5 average rating, 122 reviews
Borgo Ripostena – no. 8 Casa Vecchia
4.95 out of 5 average rating, 200 reviews
Private Chianti Cottage, Garden & Vineyard Views
4.99 out of 5 average rating, 136 reviews
Conca d'Oro villa with private pool, sleeps 4
4.92 out of 5 average rating, 172 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, 122 reviews
Villetta La Colombaia Farm
4.96 out of 5 average rating, 161 reviews
Infinity pool in Chianti 1
5.0 out of 5 average rating, 141 reviewsWeekly house rentals

Relay moderno a Siena
4.98 out of 5 average rating, 124 reviews
Nada Home
4.87 out of 5 average rating, 215 reviews
Raffaella's House in Chianti
4.99 out of 5 average rating, 479 reviews
Casa Arcobaleno - Free Parking - WiFi
4.91 out of 5 average rating, 519 reviews
Casa Nataly Chianti - Jeky Stay
4.86 out of 5 average rating, 155 reviews
Charming converted Hayloft overlooking the Chianti Hills
4.97 out of 5 average rating, 305 reviewsTuscan Counrtry Detached House. Wi-Fi Free
4.9 out of 5 average rating, 290 reviews
The House in the Alley – Colle di Val d'Elsa
4.99 out of 5 average rating, 133 reviewsPrivate house rentals

Sosta Eroica • Panoramic View & Quiet Pool Retreat
5.0 out of 5 average rating, 34 reviews
Country chic house in a village,private pool,wiFi
5.0 out of 5 average rating, 81 reviews
Family Forest - Pool in the Crete Senesi
4.91 out of 5 average rating, 85 reviews
Liberty Villa in the Center - No ZTL
4.95 out of 5 average rating, 21 reviews
Cappuccini House by FrancigenaApartments
4.89 out of 5 average rating, 9 reviews
Casa il Cipresso
4.99 out of 5 average rating, 67 reviews
Spacious Luxury Stay in Pienza | 3BR 3BA
4.97 out of 5 average rating, 99 reviews
S.Ilaria - Private pool Villa with 2 bedrooms
4.97 out of 5 average rating, 94 reviewsDestinations to explore
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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
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Mount Amiata
- Cascate del Mulino
- Things to do Siena
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- 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





