The Grapevine
4 guests
-
2 bedrooms, 2 beds
2 bathrooms
969 sq/ft
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This cosy home is among a hamlet of villas perched on the edge of San Regolo. Alongside a small garden and a private terrace, you'll share access to the swimming pool with other guests – it's perfect for afternoon dips. The interiors are dated but charming, with a large eat-in kitchen that's the heart of the home. With Arezzo, Siena, and Gaiole in Chianti all within easy reach, exploring Tuscany is a no-brainer. You'll need a car here, but private parking is included – that's all our boxes ticked.
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- No time for average – We reject thousands of homes worldwide, so you don't have to.
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- Rated ‘Excellent’ on Trustpilot – Exceptional service before, during and after your stay.
What to expect
Highlights

Spend the day in Siena, within easy driving distance

Cool off from the Tuscan sun with a dip in the shared pool

Start the morning with an espresso on the private terrace
Like what you see? Explore more of this home
Home truths
This villa is on a resort with other holiday apartments. You'll share access to the grounds and swimming pool, but the small garden and terrace are private to this home.
Both double beds can be converted into twin beds if requested when booking.
Please note that there isn't a proper lounge here. However, there is a sofa in the kitchen.
The communal swimming pool is available to use between May and October.
If you're travelling with little ones, your host provides a free cot and high chair upon request.
We suggest hiring a car in this location. There's on-site, sheltered parking for one car.
About this stay
Amenities
Outdoor seating
Wi-fi
Air conditioning
Pets allowed
Parking available
Washing machine
Shared outdoor pool
Garden
Bedrooms & bathrooms
2 bedrooms, 2 beds
2 bathrooms
Extras
VIP services
Airport pick up
Arrange a chef
Daily cleaning
Tickets and experience booking
Additional fees
Well-behaved dogs weighing up to 30kg are welcome to join you for an additional fee of €5 each per day.
Your host can arrange a variety of services and experiences for an additional fee, including private chefs, extra cleanings, personal drivers and airport transfers, guided tours, children's cooking classes, and walking and cycling excursions.
Additional fees subject to a 3.5% handling charge.
Extras are subject to availability. Please enquire with your host.
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 Parco Sculture del Chianti
Immerse yourself in the beauty of this wooded park, featuring site-specific installations by contemporary artists from around the world. Take a leisurely walk among the interesting sculptures and enjoy the serene surroundings. A perfect outing for families and art enthusiasts alike.

Explore the historic Castello di Brolio
Immerse yourself in the rich history and stunning beauty of Castello di Brolio. Take a guided tour of the Renaissance gardens, admire the architectural marvels, and indulge in the world-renowned Chianti Classico wine.

Dine at La Taverna della Berardenga
Enjoy excellent food and quick service at this vibrant, local restaurant. Try the delicious homemade pappardelle al cinhiale and don't miss the tomato and basil soup.

Try the extensive wine list and excellent pasta at La Grotta Della Rana
A hidden gem in the Tuscan countryside, this family-owned Italian restaurant offers a truly authentic dining experience. Enjoy delicious food, an extensive wine list, and charming country flair.

Experience the delights of Winery San Giorgio a Lapi
Indulge in a fantastic wine tour and tasting at this family-owned winery. Enjoy a detailed explanation of the winemaking process, sample exquisite wines, and savour a delicious light lunch of local charcuteries. The passionate staff and stunning location make it a memorable experience.

Dine at Osteria di Brolio
Experience a perfect lunch in a beautiful setting. Enjoy friendly service, outstanding dishes like black cabbage truffle flan and spaghetti with cuttlefish. Reasonable prices for quality dishes.
Get around
Airport
Amerigo Vespucci
1 hr 46 min
Pisa International
2 hr 16 min
Federico Fellini International
4 hr 9 min
Train station
Castelnuovo Berardenga
41 min
Bus stop
Brolio
12 min
Local shops & services
Supermarket
13 min
Cafe
16 min
Pharmacy
16 min
Points of interest
Beach
Stazione Balneare Merse
53 min
Booking policies
House Rules
Children welcome (1-12 years)
Infants welcome (under 12 months)
Pets welcome
No parties or events
No smoking
Good to know
Arrival from 16:00
Departure before 10:00
Air con
Wifi
Cancellation policy
Up until
60
days
Cancel at least 60 days before your check-in date for a 50% refund.
Not eligible for a refund once your check-in date is under 60 days away.
Host
This home is managed by Emily
This home is managed directly by a business. A member of their staff will be your point of contact before and during your stay. Emily and her team strive to give their guests the perfect Tuscan holiday. From their portfolio of incredible homes and villas to the tailor-made experiences they've curated, this professional team is all about Italian hospitality.
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.