Villa in Castellina in Chianti
8 guests · 5 bedrooms · 3 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this villa rental
The Cypresses Villa – Elegant Tuscan Retreat with Private Pool
Located in Castellina in Chianti, in the heart of Tuscany’s famous Chianti wine region, The Cypresses Villa is a beautiful stone-built home that offers the perfect balance between luxury, tradition, and relaxation. Surrounded by rolling green hills, this spacious villa is ideal for guests who love outdoor activities, as well as for those who prefer to stay in and enjoy cooking with fresh local ingredients from the neighborhood markets.
Whether you dream of reading under the cypress trees, soaking in the sun by the private pool, or enjoying a Tuscan meal by the fireplace, this villa offers an unforgettable escape.
⸻
Sleeping Area (Upper Level)
• 3 Bedrooms:
• 2 bedrooms with queen-size beds
• 1 bedroom with a double bed
• 1 additional single bed
• 2 Bathrooms:
• 1 en-suite bathroom with a shower
• 1 shared bathroom with both a tub and shower
• Extra Room: A small gym area with a few pieces of equipment (not a fully equipped gym but great for a light workout).
⸻
Living & Dining Spaces (Ground Floor)
• Living Room – Cozy space with a working fireplace, perfect for relaxing.
• Reading Room – Features a piano for music lovers.
• Dining Room – Large table for up to eight guests.
• Kitchen – Fully equipped with:
• 6 stove burners, fridge, dishwasher, freezer, oven, utensils, and a large fireplace—great for barbecuing or preparing traditional Tuscan meals.
• Additional Spaces:
• Single bedroom with easy access
• Bathroom & laundry room
⸻
Outdoor Spaces & Private Pool
• Front Patio & Terrace – Perfect for relaxing with a glass of Chianti wine, reading a book, or enjoying the Tuscan sun.
• Private Green Area – With tables and chairs for outdoor dining.
• Private Swimming Pool (Freshwater) –
• Size: 4x5 meters, depth 1.2m
• Open from May 15th – October 15th
• Exclusively for villa guests (Note: Previously, guests shared a pool, but a new private pool was added in 2017.)
⸻
Additional Amenities
FREE Wi-Fi
FREE Parking (easy parking right in front of the villa)
FREE Access to the Private Pool
BBQ & Outdoor Dining Area
Linens and towels are provided
⸻
Guest Experience & Important Notes
• The villa is perfect for families, small groups of friends, and nature lovers looking for a peaceful, sun-filled retreat.
• Pets are allowed, but must be approved at the time of booking.
• The property is large and green, offering plenty of space for walking, hiking, and enjoying nature.
• The road leading to the villa is a countryside road. It is not ideal for sports cars, but it is easily drivable with a regular car (just drive slowly, especially at night when crossing through the wooded area).
• Wildlife Sightings! It’s not uncommon to spot a deer or a fox while driving through this beautiful rural landscape.
Pool Safety Rules:
• Children and non-self-sufficient persons must not be left unattended at the pool.
• No pets in the water.
⸻
Distances from Key Locations
• To Town (Castellina in Chianti): 1.5 km
• To the Airport: 45 km
• To the Beach & Harbor: 85 km
• To the Train Station: 25 km
• To the Motorway: 10 km
• To the Hospital: 25 km
• To the Police Station: 1.5 km
The Cypresses Villa is a peaceful, sunlit, and elegant retreat, offering guests an authentic Tuscan countryside experience. Whether you’re exploring the world-famous Chianti wine region, enjoying homemade Italian meals by the fireplace, or relaxing in the private pool, this home is designed to provide comfort, beauty, and a true taste of Tuscany.
We look forward to welcoming you to this special piece of history and nature!
Located in Castellina in Chianti, in the heart of Tuscany’s famous Chianti wine region, The Cypresses Villa is a beautiful stone-built home that offers the perfect balance between luxury, tradition, and relaxation. Surrounded by rolling green hills, this spacious villa is ideal for guests who love outdoor activities, as well as for those who prefer to stay in and enjoy cooking with fresh local ingredients from the neighborhood markets.
Whether you dream of reading under the cypress trees, soaking in the sun by the private pool, or enjoying a Tuscan meal by the fireplace, this villa offers an unforgettable escape.
⸻
Sleeping Area (Upper Level)
• 3 Bedrooms:
• 2 bedrooms with queen-size beds
• 1 bedroom with a double bed
• 1 additional single bed
• 2 Bathrooms:
• 1 en-suite bathroom with a shower
• 1 shared bathroom with both a tub and shower
• Extra Room: A small gym area with a few pieces of equipment (not a fully equipped gym but great for a light workout).
⸻
Living & Dining Spaces (Ground Floor)
• Living Room – Cozy space with a working fireplace, perfect for relaxing.
• Reading Room – Features a piano for music lovers.
• Dining Room – Large table for up to eight guests.
• Kitchen – Fully equipped with:
• 6 stove burners, fridge, dishwasher, freezer, oven, utensils, and a large fireplace—great for barbecuing or preparing traditional Tuscan meals.
• Additional Spaces:
• Single bedroom with easy access
• Bathroom & laundry room
⸻
Outdoor Spaces & Private Pool
• Front Patio & Terrace – Perfect for relaxing with a glass of Chianti wine, reading a book, or enjoying the Tuscan sun.
• Private Green Area – With tables and chairs for outdoor dining.
• Private Swimming Pool (Freshwater) –
• Size: 4x5 meters, depth 1.2m
• Open from May 15th – October 15th
• Exclusively for villa guests (Note: Previously, guests shared a pool, but a new private pool was added in 2017.)
⸻
Additional Amenities
FREE Wi-Fi
FREE Parking (easy parking right in front of the villa)
FREE Access to the Private Pool
BBQ & Outdoor Dining Area
Linens and towels are provided
⸻
Guest Experience & Important Notes
• The villa is perfect for families, small groups of friends, and nature lovers looking for a peaceful, sun-filled retreat.
• Pets are allowed, but must be approved at the time of booking.
• The property is large and green, offering plenty of space for walking, hiking, and enjoying nature.
• The road leading to the villa is a countryside road. It is not ideal for sports cars, but it is easily drivable with a regular car (just drive slowly, especially at night when crossing through the wooded area).
• Wildlife Sightings! It’s not uncommon to spot a deer or a fox while driving through this beautiful rural landscape.
Pool Safety Rules:
• Children and non-self-sufficient persons must not be left unattended at the pool.
• No pets in the water.
⸻
Distances from Key Locations
• To Town (Castellina in Chianti): 1.5 km
• To the Airport: 45 km
• To the Beach & Harbor: 85 km
• To the Train Station: 25 km
• To the Motorway: 10 km
• To the Hospital: 25 km
• To the Police Station: 1.5 km
The Cypresses Villa is a peaceful, sunlit, and elegant retreat, offering guests an authentic Tuscan countryside experience. Whether you’re exploring the world-famous Chianti wine region, enjoying homemade Italian meals by the fireplace, or relaxing in the private pool, this home is designed to provide comfort, beauty, and a true taste of Tuscany.
We look forward to welcoming you to this special piece of history and nature!
Amenities at Tuscan Villa with private swimming pool
Pets allowed
Family friendly
Map of Castellina in Chianti
Things to know
Additional fees to expect
Cleaning & other feesWe include all stay related fees in the Cleaning Fee line, which may include cleaning, property manager, resort, tourism and other stay related fees. All Vrbo properties are professionally cleaned after each stay.
Booking feeNo booking fees, easy credit card payments.
Service feeThis helps Vrbo provide a safer and more secure booking experience.
TaxesTaxes on accommodation such as Occupancy Tax, VAT, or GST. May also include tourism fees.
Customer support
Customer support is handled by our partner Vrbo
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Top rated by guests
9.6Outstanding
(5 Ratings)
Guests enjoyed the spacious pool and rustic charm of the villa, with convenient access to nearby towns and excellent gelato. They appreciated the beautiful surroundings, privacy, and helpful owner.
From real guest reviews summarized by AIDon't miss out! Price and availability may change
