
Vacation home rentals in Siena
Find and book unique vacation home rentals on Airbnb
Top-rated vacation home rentals in Siena
Guests agree: these vacation home rentals are highly rated for location, cleanliness, and more.

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.

Breathe in Tuscany: 180° view of the hills
Please note that the second bedroom is divided from the hallway by a curtain and not by a door. in Experience your experience in San Gimignano with a splendid view of the Tuscan hills! In the heart of San Gimignano, experience the city with an independent entrance, first floor and breathtaking views of the Tuscan hills. Private parking space available upon request. Entrance, living room, 2 double bedrooms, kitchen, and large bathroom. city tax to add to the price, €2.5 per person per night.

Podere La Castellina - No. 1 COTTAGE
Independent stone and brick cottage inside the "Podere la Castellina" (former 13th century convent), in the magnificent natural park of Montagnola Senese. The cottage can comfortably accommodate 5 people and includes: - large living room with TV and fireplace - kitchen with oven - master bedroom - bedroom with three single beds - bathroom with shower Guests have access to a panoramic swimming pool, solarium and terrace with breathtaking views, equipped with a wood-burning oven and barbecue.

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.

La Dimora del Lago - Lake views of Tuscany and Umbria
Recently and authentically restored in a small rural hamlet, located halfway between Florence and Rome and Montepulciano and Cortona in the tranquil countryside overlooking tiny Lake Chiusi - less than 2 hours drive by Autostrada or train from Florence or Rome. Forged from a 500-year-old watchtower, an authentic country house among other houses. it also has an excellent internet connection and Netflix. TOURIST TAX TO PAY IN CASH €0,80 per adult, per night of stay for up to 5 nights .

Stuart Jasmine central, panoramic top location
This abode boasts 1 double and 1 single bedroom, a spacious living room with a fully equipped kitchen, and 1 bathroom with shower. Every window frames a breathtaking view, filling the space with natural light. High-speed Wi-Fi ensures comfort for both work and leisure. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. Here, you can unwind and relax, study and learn, discover and explore, or create and dream.

Renovated apartment in historic barn Chianti zone
Enter in this compendium of history surrounded by nature. The atmosphere of this barn will warm your heart along a path that passes through the Tuscan style, the Italian design of the 70s and 80s and the use of natural materials such as wood, lime and glass You can relax, sipping a glass of wine and admiring the sunset reflected in the mirror of water of the swimming pool, sitting comfortably in an armchair in the garden behind the apartment. Stroll among the vineyards and olive trees.

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.

In Tuscany Rooms
**Your Dream Retreat in the Heart of Val d'Orcia** Welcome to In Toscana Camere, a charming holiday home located in the historic center of Monticchiello, a Tuscan village full of charm and authenticity. Surrounded by stone walls and enhanced by modern, comfortable interiors, this home offers the perfect balance between tradition and contemporary style. Wake up every morning to a breathtaking view of the stunning Val d'Orcia.

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 - Quercia
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!
Popular amenities for Siena vacation home rentals
Family-friendly vacation home rentals

Rapolano Terme, Siena Chiantishire ThermalPools

2 bedroom apartment in historic 15th century farmhouse

Casa Anacleto in Peschiera del Garda

Antico Chianti Residence

Apartment in Farmhouse with swimming pool Tuscany 2

Re Giocondo Room

La Campanina- in the heart of Siena and the district

I'll tell you about a dream - Air Studio
Vacation home rentals with a patio

Tuscany Breath - Panoramic Pool & Tennis Court

Romantic cottage with Jacuzzi and large garden - 2p.

Tuja

Elegant farmhouse overlooking Pienza

Tuscany Country House, Central Chianti, Pano Views

Flat, terrace, pool,Spa resort,restaurant, A/C, G1

Pienzalettings

Apartment in a wine estate in Tuscany
Vacation home rentals with a washer and dryer

White lily with a view of Siena

Tuscan Suite Amiata in Villa Q Dimorae Adults Only

Unique & Historic Getaway: Dreamy Garden

Tuscany country Village near Siena

Podere Vittoria Apartment: Heart of Chianti

Apartment in historic Villa in Siena_"FORIPORTA"

Cozy Cottage with a beautiful view - Casa Luciano

The Piccola Villa of Borgo Argenina
Destinations to explore
- Rentals with a balcony Siena
- Pet-friendly rentals Siena
- Tiny house rentals Siena
- Smoking-friendly rentals Siena
- Tent rentals Siena
- Barn rentals Siena
- Rentals with an accessible height bed Siena
- Townhouse rentals Siena
- Fitness-friendly rentals Siena
- Family-friendly rentals Siena
- Rentals with an accessible height toilet Siena
- Bed and breakfasts Siena
- Luxury rentals Siena
- Guesthouse rentals Siena
- Castle rentals Siena
- Condo rentals Siena
- Apartment rentals Siena
- Nature eco lodge rentals Siena
- Rentals with a home theater Siena
- Rentals with breakfast Siena
- Rentals with pools Siena
- Rentals with a hot tub Siena
- Loft rentals Siena
- Villa rentals Siena
- Cottage rentals Siena
- Serviced apartment rentals Siena
- Private suite rentals Siena
- Rentals with a sauna Siena
- Hotel rooms Siena
- Rentals with lake access Siena
- Rentals with a fireplace Siena
- Rentals with a patio Siena
- Farmstay rentals Siena
- Rentals with an EV charger Siena
- Boutique hotels Siena
- Rentals with outdoor seating Siena
- Rentals with beach access Siena
- Rentals with a washer and dryer Siena
- House rentals Siena
- Rentals with a fire pit Siena
- Vacation home rentals Tuscany
- Vacation home rentals Italy
- Santa Maria Novella
- Mercato Centrale
- Piazzale Michelangelo
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Cala Violina
- Uffizi Gallery
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- The Boboli Gardens
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Kite Beach Fiumara
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapel
- Palazzo Vecchio
- Stadio Artemio Franchi
- Spiaggia Marina di Cecina
- Cala di Forno
- Mugello Circuit
- Things to do Siena
- Sports activities Siena
- Sightseeing Siena
- Tours Siena
- Art and culture Siena
- Food and drink Siena
- Nature and outdoors Siena
- Things to do Tuscany
- Entertainment Tuscany
- Art and culture Tuscany
- Nature and outdoors Tuscany
- Food and drink Tuscany
- Sightseeing Tuscany
- Sports activities Tuscany
- Tours Tuscany
- Things to do Italy
- Entertainment Italy
- Tours Italy
- Nature and outdoors Italy
- Food and drink Italy
- Wellness Italy
- Art and culture Italy
- Sports activities Italy
- Sightseeing Italy




