Tuscany, without doubt, is the uncrowned queen of the regions in Italy and the most gorgeous of them all too. If food and wine rule the roost here, so do art and architecture in equal measure. Under the Tuscan sun is where you will find a land of luxury and the perfect place for a luxurious villa holiday in the country. Staying at Tuscany’s lavish villas gives you a taste of the bucolic Italian life that’s lavish to boot. Think lounging by private pools, wine-tasting tours, personal chefs, and of course, sprawling spaces. For the perfect holiday, check out our list of the top 10 luxury villas in Tuscany, Italy.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to luxury services and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on October 23, 2025.
1. Four-bedroom villa in Siena (from USD 5223)
Step back in time at this gorgeous barn-turned-modern vacation rental, which is a wonderful reminder of the old Tuscany. This luxurious four-bedroom hideaway near Siena sits on lush, landscaped grounds with sweeping views of the Tuscan countryside. Those with a green thumb will love the vegetable garden. Plus, there isn’t a better place to relax than the outdoor sauna or the sun loungers by the divine pool. Inside, arched doorways and high ceilings blend beautifully with modern comforts such as the fully equipped kitchen. In the evening, sip a glass of wine in the cosy living room or fire up the barbecue for a hearty dinner.
Siena, Tuscany, ItalySuperhost
Accommodates: 8
Top guest reviews
Read more reviewsHost:
pietro the host was super friendly and on hand to help with recommendations
2. h-century villa in Impruneta (from USD 5239)
Instagrammers will find themselves constantly clicking pictures at this 14th-century villa in Impruneta. The dreamy villa combines old-world with modern comforts such as an open stone fireplace and contemporary kitchen. Enjoy a swim in the pool before relaxing with a glass of wine on the loungers. Fire up the barbeque and tuck into a hearty platter in the loggia overlooking the manicured gardens. Curl up in the living room with a book or play a game of ping pong in the afternoon. At night, retire to one of the five bedrooms, each with a modern bathroom.
Impruneta, Toscana, ItalyAccommodates: 12
Top guest reviews
Host:
) lovely home with an even better host familycaterina is a wonderful host and a delight to deal withthe couple of times we had questions she was quite rapid in responding and very helpful each timeshe was very responsive and made our stay stress freeshe’s extremely helpful and readily availableLocation:
location was perfectthe location is amazing you are in the middle of everything but you will need a carthe town itself is very cute with several good restaurants stores and shopsthere's so much to commend this house so let's start with locationbeautiful and quiet surroundings with proximity to florence and siena was exactly what we wantedCleanliness:
villa was big comfortable very clean and 30 minutes from florence city centerit is perfectly situated extremely clean very comfortable and very well equippedRead more reviewsAmenities & Room:
the house itself offers plenty of room and amenities while still maintaining its centuries of charmthere was much more than adequate dinner ware and kitchen amenities- best we’ve seenthe house is huge lots a room to spread out both indoors and outthere are multiple outdoor or seating areas which are inviting and comfortable
3. Ancient villa with a private pool (from USD 7607)
A serene and beautiful Tuscan experience awaits you in this ancient stone villa-turned-modern abode in Montalcino. The villa maintains original features such as the open living plan and terracotta tiles with contemporary touches such as cloud-like beds. Relax with a glass of wine on the squishy sofas in the quaint living or family room. Cook up a storm in the traditional Italian kitchen with modern appliances and relish it at the dining area with views of the olive grove. Afternoons are best spent swimming or enjoying a refreshing dip in the pool.
Montalcino, Toscana, ItalyAccommodates: 9
Top guest reviews
Host:
all practicalities handled smoothly and with great flexibility with hostjeanette the villa manager was very responsive and made sure we had everything we neededstarting with check-in jeanette was so helpful and lovelyjeanette was extremely accommodating and took care of all of our needsjeanette was very helpful and responsive during our entire stayLocation:
it was a superb evening the walk to the village is actually at least a 30 minute hikealso a short walk into town where we found some amazing spots for lunchthe town of montalcino is a quick 5 minute drive and has many great restaurants and wine shopsCleanliness:
it has been tastefully restored and was very cleanwe give it very high marks on cleanliness comfort value and locationthe villa itself was spotless thoughtfully decorated and had the most amazing viewimmaculate house that is newly restored tastefully decorated practical and cleanRead more reviewsAmenities & Room:
the house was nicely appointed and the accommodations were terrific very comfortable without being to opulent
4. Unique villa in front of San Gimignano towers
What was once an ancient brick furnace in the 18th century is now an opulent and lavish villa located right by San Gimignano towers. The place seems to channel the spirit of modern relaxation, thanks to the dedicated wellness area with a gym, sensory shower, and even a Finnish sauna. Lush green gardens surround the property that has an infinity pool with stunning views of the Tuscan countryside. Right outside the modern and well-equipped Italian kitchen is where you will find the loggia, which is perfect for enjoying meals al fresco. Six plush bedrooms guarantee a good night’s sleep. If that isn’t enough, you’re treated to a welcome buffet with Chianti wine the day you arrive.
San Gimignano, San Gimignano, Italy
Top guest reviews
Host:
the owners and staff are lovely warm and helpfulwe had a wonderful family vacation and were so pleased with the owner and his staffshe was punctual helpful safe courteous and a lovely ladystaff was extremely helpful in all of our pre-planning especially the all-day wine tourwe had the chef lucia and staff prepare dinner for us one night to celebrate a special birthdayRead more reviewsAmenities & Room:
we hit a little late for the pool but a few brave souls went in
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. h-century lavish villa in Lucca (from USD 1067)
If you feel the urge to splurge on your Tuscan vacation, do so at this exceptional 11th-century historic country home that’s now a contemporary villa in Lucca. The six-bedroom villa boasts the most panoramic views of olive groves, vineyards, and rolling greens, especially from the bedrooms. You will also love the two verandas, one of which features cushy sofas while the other has a barbeque and an alfresco dining table for fun-filled evenings. Spend afternoons by the pool or playing ping pong. Meals aren’t a problem, thanks to the well-equipped kitchen.
San Macario in Monte (Lucca), Tuscany, Italy
Top guest reviews
Host:
both the manager and the owner were so approachable and friendlymichaela the property manager was very helpfulmarco the owner and michela the property manager provided excellent customer servicein addition the owner marco and his staff are simply amazing and so accommodatingboth the owner marco and the manager michela were very responsive for anything we neededLocation:
we will definitely come back in the near future and we highly recommend this locationthe location of the house is perfect to visit so many different places in tuscanythe home and location was everything you could want for an italian holidayCleanliness:
we enjoyed our many conversations with elisabetta while she cleanedRead more reviewsAmenities & Room:
the rooms and grounds are aesthetically pleasing and the view is breathtakingjust off the kitchen is a gorgeous outdoor terrace with a table and outdoor grill/ovenwe allowed ourselves time to relax at the villa and enjoy the pool as wellthe view is amazing from both the front porch veranda and poolthe beds and linens (which are linen) are the most comfortable we've ever had in a home rental
6. Stylish villa near Pisa (from USD 3961)
Sitting on a hilltop just outside Pisa, this stylish four-bedroom villa is the epitome of a lavish vacation. Choose from one of the many outdoor spaces if you just want to relax and take in the views. Swim in the saltwater pool or take a walk in the vineyard right outside. Inside, original details like a brick hearth blends beautifully with modern comforts such as iPod docks and a modern, fully equipped kitchen. Bedrooms serve as a haven of tranquillity with views of the gardens and mountains.
Palaia, Pisa, ItalyAccommodates: 8
7. Modern suite in a medieval tower (from USD 4876)
Are you on a Tuscan honeymoon? Then, head to this lovely honeymoon suite in a medieval Tuscan structure with superb views of the countryside. Dubbed one of the world’s best couple villas by Condé Nast Traveller, this lovely nest boasts a host of romantic essentials such as a hot tub for soaking in and a full kitchen for cooking romantic meals. Swim in or relax by the spectacular infinity pool set on an olive grove. Sipping wine with your significant other in front of a roaring fireplace is the best way to end the day.
Ancaiano, Sovicille, Siena, ItalyAccommodates: 4
8. Restored 18th-century villa with a pool (from USD 628)
This 18th-century 4-bedroom stone villa in Pistoia is straight out of a romantic novel, radiating Tuscan charm with its vintage furnishings and antique bric-a-brac. An Italian kitchen is equipped with modern appliances for you to easily whip up large meals. Relish them with your friends and family at the antique dining table. Sip wine on the cushy sofas in the living room in front of the fireplace. A most inviting saline pool awaits you outside, along with a sun-kissed terrace with views of olive groves and the scenic Tuscan wooded landscape. The expansive ensuite bedrooms come with modern additions, including bathtubs and plush beds.
Monsummano Terme, Pistoia, Italy
9. Charming three-bedroom villa in Pisa
Lovely flowerbeds, a shaded grove, and manicured lawns lead to this stunning three-bedroom villa in Pisa. The idyllic setting is just what you need for a lavish and tranquil holiday. The outdoors here are a haven of serenity such as the pool terrace that’s sprinkled with sunbeds for lazy days. Fire up the charcoal barbeque and make yourself comfortable at the alfresco dining table for a delightful evening under the stars. Inside, the villa comes with a full kitchen, plush bedrooms, antique drawers, and swish bathrooms.
Palaia, Pisa, ItalyTop guest reviews
Host:
skilled and nice staff: special thanks to silvia and monicaRead more reviewsAmenities & Room:
there is also a nice pool and grill area that we were too busy to usehaving tv's in all the rooms was appreciated but a few more english stations would be an improvement
Luxurious vacation villas in Tuscany
Whenever we think of Tuscany, we often picture vineyards, olive groves, and old Italian homes. However, this region in central Italy is more than just that. These villas in Tuscany promise a lavish vacation, thanks to a slew of modern comforts such as private pools and updated kitchens. Live life like a wealthy Italian noble by choosing accommodation from our list of the top 10 luxury villas in Tuscany, Italy.
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