
Holiday home rentals in Siena
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Top-rated holiday home rentals in Siena
Guests agree: these holiday home rentals are highly rated for location, cleanliness and more.

Podere La Castellina - No. 2 LECCETO
Stone and brick apartment inside the "Podere la Castellina" (former 13th century convent), in the magnificent natural park of Montagnola Senese. The apartment located on the ground floor can comfortably accommodate 2 people and includes: - living room with TV - kitchen with oven and electric stove - master bedroom - bathroom with large shower - private outdoor table Available to guests is a panoramic swimming pool, solarium and terrace with breathtaking views, equipped with a wood-burning oven and barbecue.

The Eagle and the Olive Tree
At Aquila e l'Ulivo, an ancient renovated farmhouse from the 1200s, you will not only find all the necessary comforts for a wonderful stay, but you will also experience the thrill of feeling free and immersed in the unspoiled nature of Val D'Orcia. Here you'll have the opportunity to walk with the two falcons Ayga and Sayen and interact with the eagles, and why not sip an excellent aperitif by the pool. We are waiting for you in our world, made up of animals, relaxation, nature and even a touch of Magic.

Fontarcella, H&R- mediterranean home with jacuzzi
Situata nelle colline a cavallo tra Montepulciano,Castiglione del Lago e Cortona, Fontarcella si presenta come una villetta indipendente immersa nel verde, che offre jacuzzi e parcheggio privati; Scoprirete un luogo senza tempo, per condividere momenti preziosi. La struttura, arredata in stile mediterraneo, dispone di climatizzazione e wi-fi gratuita. Il giardino, interamente recintato, offre vari comfort. A pochi minuti dalle autostrade, Fontarcella è facilmente raggiungibile dai viaggiatori.

Vittoria Chianti Vacations 🍇🍷
Vittoria Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, close to all comforts. Typical Tuscan farmhouse halfway between Florence and Siena, is located in a strategic position to quickly reach Florence, Siena, San Gimignano, Monteriggioni, Volterra and the Chianti hills. Siena Eye Laser Clinic 2 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.

Breathtaking view from romantic nest in citycenter
Unique and charming attic in the middle of historic center with amazing breathtaking view on the city center. Perfect for a romantic stay in the heart of Florence. Fully windowed on 3/4 walls. Completely renewed with modern design furniture. Powerful A/C, fast wi-fi, fully equipped kitchen. Going downstairs you will immediately be absorbed in the most beautiful area of city center. Attention! Only for young-soul people: 5th FLOOR, NO LIFT, last 2 flights of stairs in a narrow spiral stair.

Charming farmhouse with garden, views & pool
Agriturismo Timignano is a beautiful farmhouse surrounded by stunning unspoilt countryside. The stone farmhouse has been restored over the years to create 3 totally separate apartments, each with independent entrance , private terraces and garden space. The farm is surrounded by unspoilt countryside with spectacular views and magnificent sunsets. It is a calm, relaxed place, an idyllic retreat away from the crowds ideal for couples.

AM Apartment
The apartment is 10 km from the center of Siena in a very relaxing and quiet place in Chianti where you can enjoy a beautiful view, take long walks on foot and by bike or taste good wine in local companies. The house includes two bedrooms, two bathrooms, a living room with fireplace, sofa and smart TV and a large equipped kitchen. In addition, there are sheets, towels, hairdryer and free wifi

Casa al Gianni - Oak
Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

Historic apartment Il Prato in Castelfranco
Il Prato is a historic Tuscan farmhouse on the outskirts of Castelfranco di Sopra, finely restored and surrounded by olive trees, orchards and woods. It has a beautiful garden where you can relax and eat. Equidistant from the great cities of art of Siena, Florence and Arezzo.

Charming home Crete Senesi
Less than 15 kilometers from Siena, the ground floor apartment is located in a characteristic Tuscan village on the hill that leads to the picturesque "Site Transitoire". The property is completed by a lovely garden overlooking Siena and a comfortable swimming pool.

Stunning Tuscan apartment for 2
This apartment - tucked away privately and enjoying a stunning view from its terrace - is part of an 'agriturismo' farm which produces organic Chianti Classico. Spacious and light, it has 1 double bedroom, 1 sitting room, 1 bathroom and a kitchen.

Fienile Santa Teresa
For a peaceful time immerse yourself in typical rural Tuscan life at this excl. guest barn surrounded by vineyards & olives groves lying between Florence & Siena. Please ask for special offers during the off season and for long term stays!
Popular amenities for holiday home rentals in Siena
Family-friendly holiday home rentals

Fede and Romy's Nest

Podere Vittoria Apartment: Heart of Chianti

Near Siena (6 km), swimming pool and terrace

Living Siena - "Chiantigiana" Apartment

Apartment La Roccaia

Michelangelo: entire space in the heart of Tuscany

Il Casale di Villore, Poggibonsi, Siena, Tuscany, Cardisco Apt.

Flat, terrace, pool,Spa resort,restaurant, A/C, G1
Holiday home rentals with a patio

Tuscany Breath - Panoramic Pool & Tennis Court

Unique & Historic Getaway: Dreamy Garden

Podere di Montecchio – Guardiana

[History & Design] Garden & Viewpool Apartment

★ Romantic apartment & stunning view of Tuscany ★

City Centre Patio - 10 mins to Duomo

Poderino Sole-Holiday Home NOCE

Villa with swimming pool and tennis court in Chianti
Holiday home rentals with a washing machine and dryer

SMN Luxury Secret Garden View

Melarancio Residence

[Florence Hills] Borgo Le Palaie

Tuscany country Village near Siena

GREEN like hope in Florence

TOSCANELLA QUARTZ STUDIO

The Cricket's Cage <Anna Maria> (A-04)

Rondini Blu Vacation Home - Uva Apartment
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- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Strozzi Palace
- Mercato Centrale
- Santa Maria Novella
- Ponte Vecchio
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Lake Trasimeno
- Marina di Cecina
- Del Chianti
- Basilica of Santa Maria Novella
- Cala Violina
- Eremo Di Camaldoli
- Spiagge Bianche
- Fortezza da Basso
- Uffizi Gallery
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazza della Repubblica
- Piazzale Michelangelo
- Pitti Palace
- Parco delle Cascine
- Cascate del Mulino
- Piazza della Signoria
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