Cypress Trees & Wineries
16 guests
-
8 bedrooms, 9 beds
9.5 bathrooms
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Nestled within three acres of private parkland, this villa feels more like a boutique resort than a rental home. Inside, it's brimming with traditional Tuscan charm – think exposed beams, tiled floors and grand fireplaces. Bedrooms are split between the main house and an independent guest house, ideal for those seeking a little extra privacy. When it comes to unwinding, there's a gym, a sauna and swimming pool, or why not book in-villa massage or dining experience? Location-wise, you're deep in wine country, surrounded by wineries and hilltop villages, while Siena is just forty minutes away by car – perfect for a day trip.
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Do you have a question about this home or the local area?
What to expect
Highlights

Explore the wineries and hilltop villages of the Val d'Orcia

Work up an appetite on the tennis court

Take a refreshing dip in the swimming pool

Unwind body and mind in the sauna
Like what you see? Explore more of this home
Home truths
While not all of the bedrooms and bathrooms are photographed, expect the style and quality to be consistent with the rest of the home.
Bedrooms are split between the main house and an independent guest house.
Daily breakfast is included with your stay.
Due to this home's rural location, we recommend hiring a car to get the most out of your stay.
About this stay
Amenities
Tennis court
Outdoor seating
Laptop friendly workspace
Gym
Spa
Sauna
Wi-fi
Air conditioning
Bedrooms & bathrooms
8 bedrooms, 9 beds
9.5 bathrooms
Extras
Arranged by your host • Subject to availability
VIP services
24/7 concierge
Airport pick up
Arrange a chef
Baby sitting
Cab booking
Daily cleaning
Fridge fills
Laundry and dry cleaning
Luggage storage
Massage
Restaurant reservations
Tickets and experience booking
Additional fees
- Your host can help arrange boat rentals, helicopter hire, private transfers, in-villa massages, private chefs, yoga and personal trainers, and more for an additional fee.Cost on request
Local guide
About Siena Province
Step back into medieval Italy with a trip to Siena. The city is famous for its contrade, the maze-like historic districts that haven’t changed a beat in over a hundred years. Join the crowds in July and August when Siena’s famous Palio horserace thunders around the Piazza del Campo, or visit outside of the peak summer months for a calmer experience. Siena, rich in tradition, is also a great spot...
Explore the area
Local restaurants, cafes, museums, sites and activities, recommended by our community of hosts and travel experts

Explore the Fortress of Montalcino
Immerse yourself in the beautifully restored fortress, offering stunning panoramic views, castle gardens, and regular events.

Explore Etruscan history at Murlo's Archaeological Museum
Immerse yourself in the fascinating world of the Etruscan period at Museo Archeologico di Murlo. Discover well-researched exhibits that showcase Italian heritage and the beauty of antiquity in a charming palace setting.

Take in the iconic Cipressi di San Quirico d'Orcia
Famed cypress trees around a contemporary, hilltop sculpture with views across rolling countryside. Climb the hill for a better view and capture stunning photo-worthy moments. Visit at dusk for an incredibly beautiful experience.

Explore the charming Buonconvento
A beautiful medieval town with excellent local places to visit. Take in the atmosphere and enjoy the great dining options. Don't miss the fascinating museum.

Explore the world of sharecropping at Museo della Mezzadria Senese
Step back in time and learn about the old economic system of sharecropping through photographs, tools, music, film, and more. A great place to visit with kids and adults alike, offering a fascinating glimpse into a different world.

Enjoy a taste of Buonconvento at La Sosta dei Barrocciai
This charming cafe in the historic centre offers delicious pastries, organic coffee and beer, and friendly service. A must-visit for food lovers in Buonconvento!

Feast on pasta at Il Moro
Experience authentic, homemade Italian cuisine at this local favourite. From the spectacular pici all'aglione to the delicious crostini and pappardelle cinghiale, every dish is a delight. Enjoy great prices, friendly service, and stunning views of the hills from the balcony.

Dine at Re di Macchia
Indulge in an exquisite dining experience at Re di Macchia, where the owner Antonio provides impeccable service and wine recommendations. With a variety of authentic dishes, this restaurant is a must-visit in Montalcino.

Dine on Tuscan dishes at Ristorante Osteria IL Bibbio
Experience a heartwarming, off-the-beaten-path restaurant in Tuscany. Enjoy homemade Italian cuisine bursting with flavour and creativity. Impeccable service and delightful ambience make it a hidden gem.

Dine at Ristorante Trattoria Toscana
Enjoy classic and modern Tuscan cooking, delicious food, and a peaceful garden ambience at this rustic 1500s tavern.
Get around
Airport
Amerigo Vespucci
1 hr 51 min
Pisa International
2 hr 20 min
Federico Fellini International
4 hr 30 min
Train station
Murlo
16 min
Bus stop
Pod. Santo Stefano
12 min
Local shops & services
Convenience store
15 min
Cafe
10 min
Pharmacy
11 min
Points of interest
Beach
Stazione Balneare Merse
53 min
Booking policies
House Rules
Children welcome (1-12 years)
Infants welcome (under 12 months)
No pets
No parties or events
No smoking
Good to know
Arrival from 15:00
Departure before 10:00
Air con
Wifi
Cancellation policy
Up until
30
days
Cancel at least 30 days before your check-in date for a full refund.
Not eligible for a refund once your check-in date is under 30 days away.
Host
This home is managed by Luca
This home is managed by a business on behalf of its owner. A member of their staff will be your point of contact before and during your stay. Friendly and welcoming, you'll be in safe hands with host Luca.
This home is nominated for the Plum Guide Award.
- Great hosts, not just great homes – We reject homes managed by hosts who don’t meet our standards of excellence.
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- Every home scrutinised by experts, they have to meet our standards.
- Hosts we knowHigh-quality hosting, with track records of high-quality hosting.
- Impeccably clean, well maintained homes.
- Peace of mind in the rare event your host cancels.
- Rated ‘Excellent’ on Trustpilot, delivering exceptional service before, during and after your stay.