Tuscany is one of the biggest tourist draws in Italy, and with good reason. Featuring Renaissance paintings, medieval-era structures, picturesque vineyards, olive groves, and cypress trees, there are plenty of things to see in this region. Given the number of attractions in this area, good accommodation is a must so you can be sure that you’re well-rested so you’ll have enough energy to explore the sights. It’s a good thing that Tuscany offers plenty of excellent hotels and vacation rentals. For the best stay, book into one of the villas in Tuscany with a chef, and you’re not just guaranteed comfort, you also get convenience, as you no longer have to worry about where you’ll get your meals.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to an in-house chef. The image galleries get refreshed with the latest updates regularly. They were last updated on April 07, 2024.
1. Villa Lean (from USD 539)
Beautifully sitting atop the ancient Lucca village is Villa Lean. This Vrbo vacation rental underwent restoration in 1993 after it was acquired by the Ferrucci family from its previous owner, famed English film director David Lean. The oldest features of Villa Lean are said to date back to the 12th century. The villa can comfortably accommodate up to 10 guests and has 3 separate areas. Your chef, Monica Ferrucci, lives in separate accommodation on the property and will serve you affordable and fine Tuscan cuisine.
Top guest reviews
Amenities & Room:
the old stone building kept us cool and comfortable although there was no ac and the weather was hotthe pool was a wonderful retreat after a day of sightseeingHost:
monica and giovanni were wonderful and attentive hosts' i just wanted to thank you for your kindness and friendly hospitalitymonica and giovani are fantastic hosts and they treat you like familygiovanni and monica were so helpful with any need that we hadthey are hard-working kind and generous of spiritRead more reviewsLocation:
there is a reason this place has so many positive reviewsthe farmhouse is also close to the mountain villages lucca and lots of other interesting and beautiful places
2. Villa Sarageto (from 941 USD)
Villa Sarageto was once a farmhouse originally built in the 18th century prior to being converted into a guest house. Today, it is fully-furnished with modern amenities, including luxurious features such as a swimming pool, a spacious garden, and a large fireplace. The on-site chef not only helps prepare meals, but he can also provide cooking lessons for interested guests and even whip up delicious fare for wedding celebrations and anniversary parties. Additionally, maid services would cost an extra of €13 per hour. While in the area, visitors can also try riding a hot air balloon, going on a cheese and wine tour, olive tasting, and/or going horseback riding.
Villa Sarageto
Price: from 941 USD
Number of Guests: 7
3. Villa Tuscany (from USD 752)
Villa Tuscany is a luxury home nestled by olive groves, and it is in a great location, providing guests with magnificent views–and easy access–to the Chianti region. While it has traditional Tuscan architecture, its interiors have been modernized for guests’ comfort and convenience. It is also one of the top villas with pool found in the area. Besides availing of the services of a private chef, guests can also enjoy additional services such as cooking lessons, massages, and housekeeping and babysitter services.
Top guest reviews
Amenities & Room:
we were extremely comfortable with separate sleeping space and rooms for allthere were fresh flowers on the table and a bottle of home produced olive oil in the kitchenan important factor for a large group is a dining table that can accommodate the complete partythe pool chef dinners and various outdoor dining areas made for wonderful memoriesHost:
yves was a wonderful hostyves was a wonderful host and available for any questionson top of all of that the owner yves is wonderfulyves is very welcoming and helpfulhe goes above and beyond to be helpfulRead more reviewsLocation:
including a nice central place where young and old meetswe day-tripped to several tuscan villages hill towns wineries and of course florence -- the location was perfectthere are many beautiful outdoor areas and the pool is a great place to be on hot daysi can wholeheartedly recommend this placethis place was as wonderful as the glowing reviews we read about it
4. Villa Accursio (from 1,571 USD)
Villa Accursio is so called because it’s named after Accursio da Bagnolo, a prominent figure in Tuscan history. Sitting atop one of the hills surrounding Florence, this property dates back to 1874, although it has seen renovations over the years to update it. It features its own swimming pool, ping-pong tables, and a sports court (which can be transformed into a basketball or a tennis court, or a soccer field), all of which guests are free to use. The package includes cleaning services and private chef who prepares 2 meals each day – breakfast and a choice of lunch or dinner.
Villa Accursio
Price: from 1,571 USD
Number of Guests: 16
Tuscany Tour Guide
Joanna
Hello, my name is Joanna. I was born and raised in Poland but then I fell hopelessly in love with Tuscany and have been living in Florence for 20 years. Wisely enough, I decided to turn my passion into work and became a tour guide. Now I can share with you my immense love for the beauty, history and art of these enchanted places. I am particularly passionate about the Middle Ages, history, scu... Read more
Tours by Joanna
Tuscany Tour Guide
Sara Pallabazzer
I am a lively well-spoken tour guide and tour leader from Florence, and a person who has the ability to motivate different sets of audience; to communicate effectively and possesses a high degree of energy and enthusiasm.I am able to manage multiple tasks, self-motivated team player with excellent communication skills. I am proficient in Italian, English and Norwegian and possess a strong love ... Read more
Tours by Sara
5. Villa Maria (from USD 898)
Sitting atop a hill, Villa Maria provides guests with amazing views overlooking the Chianti region. A train is near the property itself to make traveling to and from Florence easy. Meanwhile, those who prefer a more leisurely way of exploring the surrounding areas can simply borrow one of the host’s bikes, which are available for use for free. For something a bit more adventurous, horseback riding lessons are available just a short way away from the villa’s location. A swimming pool is available right on the property. Many commercial establishments are accessible within walking distance where guests can have their meals; otherwise, meals can be prepared at the villa if requested. Guests are also welcome to use the tennis court.
Top guest reviews
Amenities & Room:
amazing views garden and poolthe views are stunning and the facilities perfectthe pool was fantastic the view was better than fantasticbeds are very comfortable with white egyptian cotton bedlinengreat airflow throughout the house so even on days that hit high 30's we were reasonably comfortableCleanliness:
the villa itself was very clean and well equippedthe entire villa was beautiful clean comfortable and accomodating for all of uslovely romantic bedrooms clean and comfortable baths large eat-in kitchen big enough for twelve people to sitfresh food many courses delicious and spotless at the end of the nightHost:
our landlord tommaso was also very helpful and sweet to help usyou are a wonderful host and we thank you so very muchthe local people were outgoing and friendlythe town of fronzano is also lovely and the people who run the market were so friendlylastly and very importantly marco and his staff were exceptionally goodRead more reviewsLocation:
although the villa is a little challenging to find the location is perfectthe location is perfect; you are a few minutes from the autostrata or the railroadeveryone agreed that this villa and location was the better of the two
6. Villa Sant'Angelo (from 700 USD)
Once the holiday villa of Conti Ghezzi, Villa Sant'Angelo is a country manor that puts guests within driving distance to Florence, Siena, and Arezzo. It also gives them access to amenities such as a private lake, a swimming pool, a heated pool, a spa, and a tennis court. Outdoorsy travelers will also love the fact that trekking trails are just a short distance away from the house. Meanwhile, health-conscious eaters will appreciate the vegetable garden on the property’s grounds and enjoy a healthy meal put together with organic ingredients by a private chef.
Villa Sant'Angelo
Price: from 700 USD
Number of Guests: 19
7. Villa La Quercia (from 845 USD)
Villa La Quercia was owned by the abstract artist Francesco Clemente, whose works can be seen around the house. The home is located just 12 km (8 mi) from Florence and just a short distance from the village proper of Impruneta, where guests can easily get groceries and other necessities. It is also home to a golf course, a horseback riding club, and two tennis courts. The property itself features a salt water pool and an open-air dining area. Services such as mid-week and final departure cleaning are included in the stay; on the other hand, in-house chef services and cooking lessons may require an extra charge.
Villa La Quercia
Price: from 845 USD
Number of Guests: 10
8. L'Oliveta (from USD 325)
Originally a farmhouse, this villa is surrounded by the olive groves of the Aretine Chianti hills, situated at the foot of Pratomagno Mountain. The property itself features a garden, a swimming pool, a hot tub, and a barbecue. Wi-Fi is available on-site as well. Babysitting arrangements and chef services can be made for guests’ convenience.
Top guest reviews
Amenities & Room:
it has enough room to sleep 12 comfortably and with 2 people sharing the sofa beds even 14wonderful large kitchen/dining room with a fireplace (wood) which we usedthe villa was well appointed with everything that we needed for a comfortable stayCleanliness:
everything is clean and it has a true tuscan charmvery clean house and very great gardenthe house was clean and the setting beautifulthe villa was very clean and is well equippedthe villa was described accurately and was very clean and tidyHost:
the owners were kind and helpfulif you have any questions he's more than happy to help and is extremely responsivematteo was a fantastic hostin addition to this matteo was extremely helpful throughout pre & post bookingmatteo was a fantastic host at this beautiful villaRead more reviewsLocation:
perfect location close to firenze siena arezzo and cortonawe had a wonderful time in this delightful location and loved the nearby loro ciufenna with its weekly marketwonderful villa in an amazing location with exceptional hostswe would absolutely come back and recommend this place to friendswe stayed a week and it was easy access to almost any place we chose to visit
Superhost
9. Luxury Tuscan villa (from USD 797)
Surrounded by greenery, this Tuscany villa rental with a chef is the perfect getaway for those who want to escape from the hustle and bustle of city life. Guests can even enjoy fantastic views of the UNESCO World Heritage Site Val d'Orcia. This luxury villa also offers a swimming pool and well-maintained gardens, and it even features woodlands, which serve as the home of various wildlife. Table tennis is also available for guests’ use. On top of that, the help of a chef in the kitchen, a maid to look after housekeeping, and off-site concierge services provided by the hosts, gives you more time to enjoy your stay at the villa.
Top guest reviews
Amenities & Room:
The furnishings are very tasteful and high-quality from the bedding to the bathrooms to the fabulous and expansive kitchenThe kitchen is a delight and the appliances are top of the lineThere was plenty of seating for the 4 couples that were in our partyWe spent our days exploring and our evenings enjoying the comforts of the villa and cooking in the amazing kitchenThe views out over the valley could be seen from the 2 outside patios and the bedroomsCleanliness:
The views are breathtaking The house is well furnished with everything you can imagine and moreHost:
She is also a great cookThe housekeeper was also very knowledgeable and helpful with any questions we hadand she was so helpfulinformative and very generous and Samuela the kind and friendly housekeeper cooked wonderful meals for usthe owner was attentiveRead more reviewsLocation:
are out of this worldlovely shops and memorable restaurantsThe grounds surrounding the villa are perfectly maintained by the property's gardener and the views from every vantage point are breathtakingThe main house has all the charm of a historic Tuscany farm house however every modern luxury convenience is provided for- It does not get much better than that The Villa is perfectly located between Rome and Florence and nestled among numerous historic Hill Towns - Pienza Montepulciano
10. Villa Colombai (from USD 544)
Able to accommodate as many as 12 people, this villa provides guests easy access to the various tourist attractions in Tuscany; however, the features of the rental alone may make it hard for them to leave in the first place. The house, which is over a hundred years old, has a rich history, which includes serving as a schoolhouse in the 1920s. It has since been modernized with guests’ comfort in mind, and it comes with Wi-Fi, a salt water pool, an outdoor shower, a sunbathing area, a sports field, table tennis table, and a playground.
Top guest reviews
Amenities & Room:
excellent outdoor facilities with heated pool ping pong table fussball and morefantastic large tuscany villa with plenty of bedrooms bathrooms and extra spaceall three families had a wonderful time and took advantage of all the facilities on offerCleanliness:
the house is spacious and there is a lovely outdoor eating area where we ate all our mealsthe property was spotlessly clean and we were left to our own devices during our week's stayHost:
very friendly and helpful owner of the villa and easy logisticsstefano the owner of the villa is fantastic and happy to advise on what ever you needthey were both fantastic trips and stefano's knowledge of the area and the wines was extremely helpfulit was so nice from stefano (the owner) that he fanced the poolRead more reviewsLocation:
great location in a nice and calm villageall in all a great location - thanks from us all stefanowhat a truly incredible place this is
11. Villa Gourmet (from USD 660)
Those who have a deep appreciation for good food and the effort that goes into its preparation must seriously consider staying at Villa Gourmet during their Tuscany trip. You aren’t only served with food, but you can also join the chefs in making the finest Italian dishes. The villa itself was built in the 18th century and can sleep up to 14 guests. Villa Gourmet is personally owned and maintained by a Tuscan chef, so you know you’ll be well taken care of!
Top guest reviews
Amenities & Room:
the villa was great we had a group of 13 and had plenty of room for everyonelovely pool with great views (no shade though in the afternoon )we enjoyed the large dining room table that fit all of us for a mealwe were a group of 7 (which left us lots of room ) to celebrate a birthdaythe poolside area is amazing the pool may not be heated but you wouldn't know itCleanliness:
the house itself is spectacular and spotlessly clean plus the facilities are second to nonethe pool had a great temperature in august and was very cleanthere were plenty of linens towels hand soap in the bathrooms laundry detergent and cleaning suppliesthe villa itself and the pool were just charming gorgeous and sparkling cleanwhere do i even begin???? we loved our stay here the rooms had so much character and were cleanHost:
the whole staff is very attentive and very responsiveour host stefano thank you for being a wonderful hosthelpful and a very friendly hoststefano is a very helpful host and is always available to offer advice and assistanceand most importantly our host was absolutely amazingRead more reviewsLocation:
great location and ideal for family vacationbeautiful city of lucca very close toowe walked into town almost every day and explored the beautiful countryside on several runs/excursionsvilla gourmet is a wonderful place to stay with family/friends
12. Andrea's villa
This rental is owned by a chef who will also prepare meals for guests and provide cooking lessons if they wish. He is also open to giving guests slow food tours in the region. Wine tasting tours are offered as well. The home itself comes with a vegetable garden, with its produce serving as the main ingredients in most of Andrea’s cooking, which means you do not have to travel in the search for a scrumptious meal. Mid-week cleaning services are also provided during the stay.
Vagliagli, Toscana, Italy
26.54 km (16.5 mi) from Antinori nel Chianti ClassicoTop guest reviews
Host:
andre is also a wonderful hostRead more reviewsLocation:
this is a wonderful place to stay
Birthplace of the Renaissance
Tuscany is considered the birthplace of the Renaissance. Given the region’s beauty, it’s not surprising that artists and scholars alike were inspired to produce their best work there. Find the best things to do and places to visit, rent a villa in Tuscany with a chef, and make your holiday extra special.
History
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