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Enjoy a scenic stay at this ivy-covered villa nestled between Florence and Siena. Rustic wooden beams, terracotta floors, and antique furniture inside evoke Tuscan tradition, while outdoors, lush gardens and a private pool offer sweeping views of the iconic Castle of Santa Maria Novella and the towers of San Gimignano. It's set on an estate, where a friendly caretaker lives on-site to help with any requests – though don't worry, you'll have plenty of privacy. Factor in the option to arrange cooking classes, breakfasts, wine tastings, and other exciting experiences, and it's no wonder it caught our eye.
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Ask us anything
Do you have a question about this home or the local area?
What to expect
Highlights

Spend the day in Siena, about an hour away by car

Take a refreshing dip in the private swimming pool

Admire the sweeping views, a glass of wine in hand
Like what you see? Explore more of this home
Home truths
Not all bathrooms are photographed but expect the style and quality to be consistent with the rest of the home.
This home only allows up to three children, including infants, per booking.
The villa's caretaker lives in an annexe on the premises. He'll greet you upon arrival and be on hand to answer questions, but the grounds are exclusive to you.
The swimming pool is open from May until the end of September.
Only the bedrooms are equipped with air conditioning.
One of the upstairs bedrooms has a low ceiling in parts.
We recommend hiring a car to explore the surroundings. Parking is available here.
Though one of the bedrooms is on the ground floor, there are three steps to access it.
The twin beds can be joined to create a double upon request.
About this stay
Amenities
Outdoor seating
Wi-fi
Air conditioning
Parking available
Washing machine
Dryer
Private pool
Garden
Bedrooms & bathrooms
5 bedrooms, 7 beds
5.5 bathrooms
Extras
Arranged by your host • Subject to availability
VIP services
Airport pick up
Arrange a chef
Daily cleaning
Fridge fills
Laundry and dry cleaning
Massage
Restaurant reservations
Tickets and experience booking
Additional fees
- Your host can provide a cot or extra bed for €500 per week. It will placed in one of two bedrooms.Cost on request
- There may be some extra fees to pay here, such as charges for utilities, final cleaning fees, city tax and security deposits – all of which you may need to pay locally. Please reach out during the booking process to confirm.Cost on request
- Your host can help arrange a variety of extra services during your stay, including massages and beauty treatments, wine tours and tastings, laundry and dry cleaning, fridge fills, restaurant reservations, cooking classes, maid services, airport transfers, and car hire.Cost on request
Local guide
About Chianti
Chianti is a region situated in the heart of Tuscany, known for its picturesque rolling hills and sun-drenched landscape. Discover and enjoy locally produced wines while exploring the charming vineyards and family-owned wineries. You’ll find plenty of scenic towns and villages – from Montefioralle to Castellina, which are not to be missed. Here you can wander the narrow Medieval streets, and explore historic churches and impressive castles. Immerse yourself in the...
Explore the area
Local restaurants, cafes, museums, sites and activities, recommended by our community of hosts and travel experts

Study the frescos at Palazzo Pretorio
Step into history at Palazzo Pretorio, where you'll find fascinating museums showcasing frescoes, terracotta works, and historical artifacts. Don't miss the magnificent frescoed tabernacle by Benozzo Gozzoli in the adjoining church.

Try the pizza at Pizzeria Il Fiano
Experience the best pizza in Tuscany at Pizzeria Il Fiano. Enjoy the crunchy yet perfectly cooked pizzas, friendly staff, and lively atmosphere. Don't miss the amazing strawberry pizza for dessert.

Explore the charming Certaldo Alto
Certaldo Alto, a beautiful Tuscan hilltop town, offers a quieter and more intimate experience compared to popular Italian cities. Enjoy great views, interesting sights, and fantastic dining options in this delightful destination.

Explore Boccaccio's tower house
Discover the fascinating tower house of Boccaccio, offering fabulous views of the surrounding countryside. A unique chance to enjoy the wonderful vistas from the top and explore this interesting museum.
Get around
Airport
Amerigo Vespucci
1 hr 5 min
Pisa International
1 hr 28 min
Bologna Guglielmo Marconi
1 hr 58 min
Train station
Certaldo
23 min
Bus stop
Via Degli Olivi 6
17 min
Local shops & services
Supermarket
8 min
Cafe
16 min
Pharmacy
18 min
Points of interest
Beach
Stazione Balneare Merse
1 hr 9 min
Booking policies
House Rules
Children welcome (1-12 years)
Infants welcome (under 12 months)
Events possible (with prior approval)
No pets
No smoking
Good to know
Arrival from 16:00
Departure before 8:00
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 Oliver
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. Nearly twenty years ago, Oliver and his friend began curating the world's most unique and rustic getaways. Driven by their own unforgettable experience at a chateau, they have grown remarkably since then. Much like Plum, they believe in hand-picked luxury that doesn't break the bank.
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.