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Italy, Tuscany, Florence, Chianti

Cipresso | 6 BRs

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Description

Know Before You Go...®

Escape to Cipresso in Chianti. This 13th-century villa, surrounded by lush vineyards, blends historic charm with modern luxury. Enjoy grand living spaces, a stunning art gallery, and a private pool with sun-soaked lounging. Perfect for wine lovers and families, it’s a gateway to enchanting Chianti villages and world-class wines. Cheers to a Tuscan adventure!

Historic villa with private pool, a watchtower, and stunning Chianti views.

Located in the heart of Chianti, Cipresso is a timeless 13th-century gem set amidst hectares of lush vineyards, just seven miles from Siena. This exquisite villa combines historic charm with modern comfort, making it the perfect retreat for both relaxation and exploration.

The villa’s stone facade, complete with a classic watchtower, sets the stage for an enchanting Tuscan experience. Inside, the ground floor showcases the villa’s traditional elegance, with expansive arches framing the spacious living areas. Here, you’ll find a large dining room that accommodates up to twenty guests, a cozy sitting area, and a sunk-in reading nook. The well-appointed kitchen is perfect for whipping up local delicacies, and completes this level.

Ascending to the first floor, you’ll encounter a living room designed for comfort, complete with air conditioning, a fireplace, and a dedicated space for aperitifs or wine tasting. The second floor features an additional living room with a cozy sitting area and TV, ideal for relaxing or playing cards with friends. At the top, the villa’s tower houses a small art gallery, offering panoramic views of the picturesque Chianti landscape through its large windows.

Outdoor living at Villa Cipresso is equally impressive. The villa’s patio is perfect for al fresco dining, equipped with a large table and a BBQ for casual meals. The private swimming pool, accessible via a paved path, is surrounded by manicured gardens and sun beds, providing a serene spot for sunbathing. The expansive lawns are ideal for families and children to play and enjoy the outdoors.

Cipresso’s central location is a wine lover’s dream, with easy access to the renowned Chianti Classico wine region and its charming villages such as Gaiole, Castellina, and the Castle of Brolio. Whether you’re savoring a glass of locally produced Chianti or exploring the surrounding medieval towns, Cipresso offers a quintessential Tuscan experience in a setting of unmatched beauty and tranquility.

Rates

Dates People Nightly Weekly
Apr 12, 2025 to May 23, 2025
7 Night Minimum
1-12 people $2,218 USD $15,526 USD
May 24, 2025 to Aug 22, 2025
7 Night Minimum
1-12 people $2,541 USD $17,790 USD
Aug 23, 2025 to Oct 17, 2025
7 Night Minimum
1-12 people $2,218 USD $15,526 USD
Oct 18, 2025 to Dec 12, 2025
7 Night Minimum
1-12 people $1,733 USD $12,130 USD
Dec 13, 2025 to Jan 3, 2026
7 Night Minimum
1-12 people $2,079 USD $14,552 USD
Rates shown in

Notes on Rates:

  • Rates range from $1,733 to $2,541/night.
  • This property charges rates in Euro (EUR) .
  • Rates do not include: damage waiver fee of €199.00.
  • Rates are subject to change.
  • Holiday bookings may require longer stays or whole house rate.
  • Some villa rates are based on 2 people per bedroom. Please ask your agent.

Personal Concierge Services

Choosing the right villa is just the first step in creating the perfect vacation experience. We help you plan every element of your villa vacation, from rental cars to spa treatments, completely personalized to you.

  • grocery provisioning
  • car rental
  • spa services
  • chef/cook services
  • butler service
  • restaurant reservations
  • activities and sightseeing
  • ferry/airport transfers
  • laundry service

Details

Beds & Baths

Main House

  • Bedroom 1: First Floor
    • 1 Double, Air Conditioning
    • Ensuite Full Bath with Shower
  • Bedroom 2: First Floor
    • 1 Double, Air Conditioning
    • Ensuite Full Bath with Shower
  • Bedroom 3: First Floor
    • 1 Double, Air Conditioning
    • Ensuite Full Bath with Shower
  • Bedroom 4: First Floor
    • 1 Double, Air Conditioning
    • Ensuite Full Bath with Shower
  • Bedroom 5: Second Floor
    • 1 Double, Air Conditioning
    • Ensuite Full Bath with Tub/Shower
  • Bedroom 6: Third floor
    • 1 Double, Air Conditioning
    • Ensuite Full Bath with Shower

Staff

  • 1 Housekeeper
  • 1 Gardener
  • 1 Poolman

Features

Interior

  • A/C Partial
  • Alarm System
  • Bathtub
  • Book Library
  • Coffee Maker - Drip style
  • Coffee Maker Nespresso
  • Dishwasher
  • Fireplace
  • Fridge
  • Hair Dryers
  • Heating
  • Internet Access/WiFi
  • Oven/Stove
  • Satellite
  • Smart TV
  • Stereo System
  • Video Games
  • Washer

Exterior

  • BBQ Outside (Gas)
  • Dining - Alfresco
  • Gated Property
  • Parasols
  • Pool at Villa
  • Sun Loungers
Check In 17:00:00
Check Out 09:00:00
Pool Private swimming pool surrounded by manicured gardens and sun beds.
Location Tuscany, Chianti
Transfers Your concierge will provide driving directions and GPS coordinates to the villa prior to your arrival.
Notes Dining room seats 12
Included Electricity, A/C, water and final cleaning
For stays between May 25 and Aug 25: Housekeeping service 2 days/week for up to 4 hours (except Sun); for the rest of the year: Midweek 4 hours housekeeping service.
Mid-week change of towels
Wi-Fi Internet
Weekly garden and pool maintenance
Children Welcome
Additional - A non-refundable Accidental Damage Waiver from 199 EUR will be required. - A Visitor's Tax Will Be Required Upon Check In Per Person Per Day - Heating charges, if used: from €100/day - Extra housekeeping service: from €30/hour/staff member - Additional change of towels: from €8/set/person/change - Additional bed linen change: from €10/bed/change - Cook service – No third-party suppliers allowed: the services will be provided by the villa management and in-house staff - Cost of food and beverages - Personal laundry and ironing service: from €30/hour - Porter service with delivery of suitcases to the rooms (advanced notice required): from €8/suitcase

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