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Cypress Trees & Wineries

  • 16 guests

  • 8 bedrooms

  • 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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What to expect


Highlights

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

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

Work up an appetite on the tennis court

Work up an appetite on the tennis court

Take a refreshing dip in the swimming pool

Take a refreshing dip in the swimming pool

Unwind body and mind in the sauna

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

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

Explore the Fortress of Montalcino

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

28 min
Explore Etruscan history at Murlo's Archaeological Museum

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.

18 min
Take in the iconic Cipressi di San Quirico d'Orcia

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.

23 min
Explore the charming Buonconvento

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.

10 min
Explore the world of sharecropping at Museo della Mezzadria Senese

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.

12 min
Enjoy a taste of Buonconvento at La Sosta dei Barrocciai

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!

10 min
Feast on pasta at Il Moro

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.

30 min
Dine at Re di Macchia

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.

27 min
Dine on Tuscan dishes at Ristorante Osteria IL Bibbio

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.

4 min
Dine at Ristorante Trattoria Toscana

Dine at Ristorante Trattoria Toscana

Enjoy classic and modern Tuscan cooking, delicious food, and a peaceful garden ambience at this rustic 1500s tavern.

34 min

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.

The Plum Promise

  • 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.