I Dream of Chianti
10 guests
-
5 bedrooms, 7 beds
5 bathrooms
2,691 sq/ft
Ask the host anything
Do you have a question about this home or the local area?
This former defence watchtower dating back to the 10th century has been beautifully reimagined into a corker of a family home. Within the palatial grounds, there's a ping-pong table, pool table, table-football set, and a children's playground to keep little ones busy and a private secluded pool and sauna for some adult relaxation time. It's worth noting a river runs through the grounds, so if you're travelling with little ones, you'll need to keep a watchful eye on them at all times. Location-wise, you're just a short drive from the bustling Chianti towns of Gaoile (3km) and Radda (7km). Or plan a day trip to Siena – you'll be there in less than an hour.
The Plum Promise
- No time for average – We reject thousands of homes worldwide, so you don't have to.
- Hosts we know – With track records of high-quality hosting.
- Rated ‘Excellent’ on Trustpilot – Exceptional service before, during and after your stay.
What to expect
Highlights

Head into Siena for the afternoon – you’ll be there in less than an hour

Dive right into the private pool to beat the Tuscan heat

Make this the meeting point for pre-dinner drinks

Dial in a private chef for a glamourous dinner party

Keep the evening flowing in the billiard room
Like what you see? Explore more of this home
Home truths
While the fifth bedroom isn’t photographed, we expect the style and quality to be consistent with the rest of the home.
A well-behaved dog is welcome to join you, but you’ll need to request with your host in advance.
There is ample space for parking.
The home’s owner lives next door in a small cottage with its own separate entrance. The owner's friendly dog lives onsite too.
There is a gate separating the pool area from the rest of the garden. It's worth noting there is a river within the grounds, so little ones will need to be supervised at all times.
The Wi-Fi is currently only available on the ground floor.
A cot and high chair are available for little ones.
Your nearest grocery shop is in Gaiole (3km)
About this stay
Amenities
Laptop friendly workspace
Sauna
Wi-fi
Pets allowed
Parking available
Washing machine
Private pool
Garden
Bedrooms & bathrooms
5 bedrooms, 7 beds
5 bathrooms
Extras
VIP services
Airport pick up
Arrange a chef
Tickets and experience booking
Additional fees
The city tax is to be paid locally with the host. It is 2€ per person and per night.
Heating is charged extra upon consumption.
There may be some extra fees to pay here, such as security deposits – all of which you may need to pay in cash to the homeowner. Please reach out during the booking process to confirm.
Additional fees subject to a 3.5% handling charge.
Extras are subject to availability. Please enquire with your host.
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

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.

Explore Albola Castle and its vineyards
Immerse yourself in the breathtaking beauty of Albola Castle and its vineyards in the heart of Chianti. Take a guided tour of the castle, vineyards, and gardens, followed by a delightful wine-tasting and lunch experience. A must-visit for wine enthusiasts and nature lovers alike.

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.

Cycle through the Tranquil Beauty of Pista Ciclabile Bellosguardo
Discover a serene park in Cavriglia, perfect for cycling. With excellent training facilities and indoor padel courts, it's a great spot for both relaxation and exercise.

Sample the dishes at Osteria Al Ponte
Impeccable service, fine food, and a culinary experience. Indulge in their local dry-aged steak, beef tartare, and beef carpaccio. Don't miss the phenomenal bistecca fiorentina and amazing local wine too.

Feast on pasta at Ristorante Malborghetto
Experience what may well be the best meal of your trip at this charming Tuscan restaurant. Chef Simone's attentive service and delicious dishes, like the sliced steak with truffle and the tender steak in Chianti sauce, will leave you wanting more. Don't miss out on the amazing desserts and Irish coffee too.
Get around
Airport
Amerigo Vespucci
1 hr 28 min
Pisa International
2 hr 7 min
Train station
Badesse
44 min
Bus stop
I Cipressi
4 min
Local shops & services
Supermarket
8 min
Cafe
8 min
Pharmacy
8 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
Wifi
No air con
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.