
Holiday rentals in Villa
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Top-rated holiday rentals in Villa
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Casa al Gianni - The Simignano Barn
Converted from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, and 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 looking for 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 dinners. A memorable getaway awaits you in this little slice of paradise!

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany, with the possibility of organising a shuttle service and exclusive experiences tailored to you. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater swimming pool with a relaxation area on a panoramic terrace overlooking the castle, hills and vineyards with unique sunsets.

Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

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.

Villa di Geggiano – Guesthouse
PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Casa Dolce Toscana | Panoramic Suites & Views
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.

[SAN LORENZO-DUOMO] Prestigious Historic Residence
Make your stay a unique experience and give yourself an emotion that will last for life. Located in the heart of Florence, this magnificent historic residence is the ideal solution for those looking for an exclusive and prestigious location to combine with a central position, perfect for easily visiting the main sites of interest, reachable in less than 10 minutes on foot. The apartment enjoys exclusive views of the Medici Chapels, offering a unique view.

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Tower Penthouse in small castle near Florence
900 year old tower-penthouse apartment in Chianti Villa, spacious & super-scenic historical home that combines magical atmosphere with space, light, character, convenience. Painting-like 360° views of Tuscan Hills all the way to Florence; sun-filled, private grounds. Perfect location for an unforgettable family stay. Ample private property (including forest). Walking distance from village shops. Convenient location, Florence in sight.

"La limonaia" - Romantic Suite
Romantic Suite immersed in the enchanting hills of Fiesole. It is the ideal place fot those looking for unique and exclusive experience of its kind characterized by suggestive views and unforgettable sunsets. The accommodation is part of an old 19th century Tuscan farmhouse surrounded by its own olive groves and woods. This is an ideal place for a relaxing holiday and privileged base for visiting the major centers of interest in Tuscany.

A Big Dream in a Little Tower.
The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.
Popular amenities for Villa holiday rentals
Other great holiday rentals in Villa

AnticaVista, Luxury Apartment with Tower Views

Amazing Tuscany Villa, FREE parking

Luxury Medieval Tower • Exclusive Chianti Stay

fabulous farmhouse in Chianti, panoramic garden

Apartment Comfort | Quiet Escape in Tuscany

Relax in Tuscany Country Home with a Stunning View

Villa le Scope 5*

Luxury penthouse with a view of Piazza del Campo
Frequently Asked Questions
What are the best places to stay in Villa?
Stay in central town apartments for easy access to cafes and shops, or choose countryside villas and farmhouses for a peaceful retreat amid nature. Many accommodations blend traditional style with modern comforts.
What are the best things to do in Villa with kids?
Families can explore outdoor parks, join farm visits, or participate in simple cooking classes designed for younger guests. Many find joy in gelato stops, open-air picnics, and gentle countryside strolls.
What are some of the best things to do in Villa?
Explore local wineries, join culinary workshops, or wander through historic town centers with narrow streets and artisan shops. Seasonal festivals and market days provide a glimpse into Villa’s traditions.
How is the weather in Villa?
Villa experiences mild winters with temperatures around 33–49°F (0–9°C), and warm, dry summers reaching 89°F (31°C). Spring and autumn bring comfortable temperatures and a mix of sunshine and refreshing rain, making them appealing for outdoor activities.
When is the best time to visit Villa?
Spring and early autumn in Villa are often recommended for comfortable temperatures and vibrant landscapes. Summer draws visitors for outdoor events, while winter has a quieter pace and festive village atmospheres.
What are the best places to visit in Villa?
Explore Villa’s historic piazzas, step into small museums, or relax in peaceful public gardens. Nearby churches and artisan studios also capture the local character.
What are some hiking trails in Villa?
Villa has scenic hiking options through rolling hills, vineyards, and woodland paths. Explore routes that pass olive groves and quiet villages, or venture onto parts of the surrounding countryside’s networks for panoramic views and gentle terrain.
What are some family activities we can do in Villa?
Enjoy outdoor picnics, visit small farms for animal encounters, or join hands-on cooking workshops geared toward families. Wandering local markets and exploring historical squares also provide activities for all ages.
What are some of the best day trip ideas from Villa?
From Villa, travelers often explore medieval towns, historic estates, and hillside vineyards. Art cities, thermal baths, and regional markets around Tuscany provide a rich mix of nature, history, and culinary discovery.
Are there any pet friendly accommodations available in Villa?
Villa has accommodations where pets are welcome, including countryside stays and some central apartments. Many hosts provide details about garden access or nearby walking paths, which can make travel with pets more comfortable.
What are some local tips for visiting Villa?
Locals suggest visiting traditional markets for regional produce and handcrafted goods. Wearing comfortable shoes helps on cobblestone streets, and learning a few Italian phrases is appreciated by residents.
What is Villa known for?
Villa is known for its Tuscan landscapes, locally rooted cuisine, and cultural heritage. The area has vineyards, Renaissance-era architecture, and traditional festivals that highlight community traditions.
What are the best hidden gems to explore in Villa?
Seek out family-run wineries, lesser-known chapels, and tranquil gardens tucked away in quiet corners of Villa. Local artisan workshops and hillside picnic spots reveal a quieter side of the area.
What are the best foods to try in Villa?
Villa’s cuisine is rooted in Tuscan flavors—try dishes like ribollita soup, handmade pici pasta, and locally produced cheeses. Olive oil, truffle specialties, and traditional desserts such as cantucci with vin santo are frequently suggested.
What should I bring for a trip to Villa?
Pack comfortable walking shoes, layers for changing weather, and a hat for sun protection in summer. A reusable water bottle and a camera help capture and enjoy the experience.
What is the nightlife in Villa like?
Villa’s nightlife centers around local wine bars, relaxed trattorias, and occasional live music in town squares. In summer, open-air gatherings and cultural performances become part of the evening scene.
What are the most popular events or festivals in Villa?
Villa frequently hosts traditional food festivals, grape harvest celebrations in early autumn, and local fairs featuring arts and crafts. Guests also gather for music performances and community events during the summer months.
Are there family friendly vacation rentals in Villa?
Villa has family-friendly rentals, including countryside villas, farmhouses, and spacious apartments. Some properties feature gardens or pools and amenities suited for guests of all ages.
Destinations to explore
- Cathedral of Santa Maria del Fiore
- Lake Trasimeno
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Mugello Circuit
- Mercato Centrale
- Uffizi Gallery
- Stazione Santa Maria Novella
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazza della Repubblica
- Spiagge Bianche
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Pitti Palace
- Boboli's Garden
- Palazzo Vecchio
- Piazza della Signoria
- Basilica of Santa Croce
- Medici Chapel
- Stadio Artemio Franchi





