Blessed with captivating verdant landscapes of low hills, olive groves, pristine beaches, picturesque hill towns, vineyards, and beautiful fields of bright sunflowers, Tuscany is the most famous region in Italy. It is home to several best-loved Italian cities, namely Siena, Pisa, Florence, Lucca, and many more. Art lovers will love exploring the capital Florence, as it is world-famous for its impressive Renaissance art and splendid architecture. Marvel at the magnificent Renaissance paintings at Uffizi Gallery in Florence. You can’t miss capturing your photo with the Leaning Tower of Pisa when touring through Tuscany. And, staying in a cozy holiday villa in Tuscany along with your family or group of friends will make your excursion more pleasant than usual. Check out some of the top holiday villas in Tuscany, Italy, to settle back.
Tip from tour guide
What do I love about Tuscany? This! Narrow, rusticated streets and houses, with green-blue landscape in the background - it's simply beautiful. Tuscany provides a promise of slow life, something that has disappeared in the modern city lifestyle. It feels like home and helps me reminisce about the times when we were living close to nature. So, no matter where you choose to stay in this region, make sure to take some time and stroll these charming streets.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 09, 2024.
1. Pleasant villa amid Tuscan hills in Pisa (from USD 190)
Tucked away in the heart of Tuscan Hills, this white-washed sprawling villa serves as an outstanding retreat that greets you to unwind during your excursion in Tuscany. Serene nature in the surroundings and vicinity to the spellbinding cities of Tuscany make this holiday villa ideal for your stay. The indoor fireplace here helps you stay warm when indoors. Have a dip in the pleasant waters of the infinity pool and feel rejuvenated. Family-friendly features, such as baby bath, baby monitor, children’s tableware, toys and books for children, and many more, help you enjoy great family time. Explore various pathways that encircle the villa. Add fun to your excursion by adding a cooking class. Also, do not miss exploring the organic kitchen garden.
Top guest reviews
Amenities & Room:
the pool is gorgeous and the view stunningpeaceful with lovely views over the pool towards the hillsit’s a real wow moment when you arrive and see the stunning views beautiful home pool and groundswhat a beautiful stay from the pool to the views and the stylish space we couldn't have been happierpictures do not do the view from the pool justice and the whole place is beautifulCleanliness:
very clean and comfortableso clean and openthe place was clean and gorgeouswe found everything to be spotlessly cleanthe house is beautiful and cleanHost:
wonderful hosts and very responsive to any requeststhe hosts were responsive and lovelythey are wonderful hosts and their accommodation is without peerisabella and francesco were amazing hostswonderful suggestions of where to explore by our hostsRead more reviewsLocation:
the location is just breathtakinglocated between pisa and florence it was a great location for day tripsthis was a perfect location for exploring tuscanythe location is absolutely stunning and so was the houseit is a great location if you want to visit pisa and florence
Superhost
2. Charming cottage in the heart of Tuscany (from USD 75)
Set in an ancient stone quarry in Carmignano, this lovely cottage serves as a cozy accommodation to rest during your holidays to Tuscany. Tuscan-styled furniture adorn the interiors of the house, and modern installations and amenities ensure your best comfort. Cook warm, delicious meals using the grill and wood-burning oven available here. Spend a relaxing time in the garden which surrounds the cottage. Enjoy playing a game of basketball in the basketball court, which you have access to during your time here. Make sure that you visit the beautiful village of Artimino, which is just 2 kilometers (1.24 miles) away.
Top guest reviews
Amenities & Room:
beautiful stylish space underfloor air conditioning made it so cool and comfortablethe cottage is very comfortable (we especially loved the heated floors) and the grounds are lushbest shower ever felt like we were under a waterfall and the hotwater was consistent and plentifulproperty is very nice and house itself had a/c and was extremely comfortablethe cottage and property are beautiful cozy fully equipped and in a peaceful environmentCleanliness:
extra clean house with extra clean bed sheets pillows and towelseverything was very cleanthe space is very clean and well decoratedthe house was beautiful the bed was very comfortable and everything was clean and tidyfacilities are clean tidy and the beds are comfyHost:
cristina was a wonderful hostcristina was a great hostshe was super accommodating and kindshe was very kind and nicevery friendly and helpful hostRead more reviewsLocation:
a lovely apartment in a lovely locationwe absolutely love this space and locationflorence is a 20 minute train ride away and there is free parking near the train stationvinci is a beautiful drive from this locationa beautiful setting and excellent location in the heart of tuscany
3. Sprawling abode in Chianti hills (from USD 325)
If you are a big group of 14 vacationing in Tuscany, stay in this beautiful, big villa to enjoy authentic Tuscan countryside experience. Typical terraced olive groves present in its surrounding grace the house. Unwind in the hot tub and have a pleasant time reading in the enchanting garden here. Capture spellbinding views of the Chianti hills and Arno Valley from the scenic terrace of the villa as you feast on barbecue. Have fun playing in the waters of the pool. Enjoy playing a game of golf in the golf course, which is just a 30-minute drive away.
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
4. Idyllic retreat with recreational facilities in Siena (from USD 699)
If you are looking forward to experience serenity during your upcoming holidays to Tuscany, opt for this luxurious villa amid lush green landscape. Have a dip in the calm waters of the pool here that overlooks the rolling hills of Tuscany. Enjoy the opportunity to experience the old Chianti lifestyle. The abode not only offers you modern amenities for a comfortable stay but also offers you various recreational opportunities to make your time here memorable for the lifetime. Enjoy family photo sessions here and learn to play tennis from the professional coach. Also, hone your art and cooking skills by attending art and cooking classes, and sample wine at the organic winery present here.
Top guest reviews
Amenities & Room:
evenings on the deck and days by the pool were amazingthe pool was wonderful and the views absolutely stunningthe views were spectacular and the rooms were all comfortable and included their own bathrooms which was nicethe house is really cozy with beautiful viewsthe rooms were big for everyone to have their own space the views are absolutely breathtakingCleanliness:
the house itself is clean rustic and airythe house is spacious clean and well furnishedthe property was excellent; warm clean spacious and perfect for a group of cycliststhe property was perfect - comfortable clean and peaceful and eugenia and family were warm and welcomingHost:
the host is extremely accommodating and kindthe hosts were very communicative and provided many helpful tipsour hosts were welcoming and couldn't have done more to help usalessandro and his mother are the sweetest most gracious hostsalessandro and his parents are the best hosts and made us feel very welcomeRead more reviewsLocation:
good location to travel around the regionthe location was perfect for our visitperfect location to explore siena and surrounding townsan amazing property in an amazing locationi highly recommend this location
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. Tuscan-styled paradise amid vineyards and olive groves in San Gimignano (from USD 425)
Amid scenic vineyards and beautiful olive groves, this spacious villa is a perfect retreat for a family or group of 12 individuals. Experience pleasant Tuscan setting with peculiar rustic Tuscan-styled architecture adorning the interiors of the home. Ancient trees, exquisite gardens with eye-catching meadows, terraces, and cozy outdoor areas make the villa a serene place to settle back. Enjoy swimming with your kids in the pool and savor delicious barbecue delicacies on the terrace. Take in the views of towers of San Gimignano as you relax. Visit San Gimignano Communal Palace, which is 0.3 miles (0.48 kilometers) from here.
Top guest reviews
Amenities & Room:
plenty of room with all the basics necessary to enjoy your staystunning views and exceptional old world villa attention to detail in every room and gardenthe infinity pool with views over vineyards which also enjoys great sunsets was a real bonuswe loved the table tennis and football as well as the infinity pool with its amazing viewsthe kitchen is well equipped which allows one to take advantage of the local marketsCleanliness:
the villa was very clean throughout and the kitchen well equipped for preparing meals when dining inHost:
we would certainly return to this wonderful home and hostthe hosts are amazing and super hospitablewe enjoyed a wonderful meal cooked for us arranged by alessandro who was very helpfulalessandro was very helpful and an excellent hostalessandro is a gracious host and was available if we had any questions while respecting our privacyRead more reviewsLocation:
the location can't be beat: in the countryside but close to lovely san gimignano (and a handy supermarket)the location of the property makes for easy sightseeing for florence pisa and siennaone could find fancier and more expensive places but this suited our family perfectlylovely property in beautiful location alessandro very friendly and helpfulwe enjoyed a very relaxing holiday
6. Elegant home above the walled village of Lucca (from USD 539)
Experience the charm of staying in a 12th-century abode by booking this beautiful villa that sits on the hills of Tuscany and above Lucca. Please your eye with captivating nature views as you sip on a cup of hot coffee on the terrace. The villa is spacious for a group or family of 10 visitors. The sprawling pool here invites you to enjoy splashing in the water with your family. Learn the techniques to make savory Tuscan cuisines by attending the cooking class here. Explore Pinocchio Park, which is 3.2 miles (5.14 kilometers) away, with your kids.
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
7. Stone-built sanctuary with pergola and pool in Montalcino (from USD 535)
Are you longing to experience the Tuscan countryside? If yes, choose to stay in this elegant 17th-century Tuscan villa. Built with stones, it imparts a countryside feel. Utilize all modern amenities, such as web access, washing machine, iron, ironing board, and more, for your convenience. Sit back in the shade of the pergola relaxing after having a dip in the pleasant waters of the pool. Also, you can prepare barbecue delicacies and devour them leisurely.
8. Lavish dwelling with stone terrace, pergola, and pool in Pescia (from USD 193)
Create lasting memories of your holidays to Tuscany by choosing to stay in this traditional farmhouse. The elegant abode not only comprises a living room, kitchen, two bathrooms, dining rooms, three bedrooms, and various modern facilities, but also features an exquisite sprawling terrace, swimming pool, and pergola to make your time here enjoyable. Have al fresco dinner on the stone terrace and pergola with your beloved family, and please your eyes with sweeping views of the Tuscan countryside and hill village. Visit Lucca, which is just a 35-minute drive away, and explore various walking trails.
Top guest reviews
Amenities & Room:
la spinosa is peaceful and tranquil with stunning views and an inviting poolthe property itself is fantastic but the views the gardens and the pool area are something elsetruly lovely tuscan farmhouse with the most amazing view beautiful gardens lovely pool and interesting wildlifethe house itself is authentic tuscan updated with a nice sitting area with a tvCleanliness:
the house was very nice and clean with all what we neededHost:
nice walks good restaurants the host was amazingpaul was super helpful and easy to contactpaul was extremely friendly and helpful when we arrivedpaul was a charming man - very helpful but unobtrusiveeveryone we met was very friendly and welcomingRead more reviewsLocation:
shopping for food is also easy with lots of options ca 20 minutes awayg florence lucca pisa for day trips but equally it is a perfectly peaceful location to just bethe best one was a 10 minute walk into a small town of castelvecchiowe loved the isolated location with fantastic viewsa great place
9. Seafront haven with infinity pool in Elba Island (from USD 442)
Fulfill your dream to stay in a beachside abode during your sabbatical in Tuscany by booking this luxurious villa. The presence of oleanders, Mediterranean bush, pines, and rosemary in the surroundings and its vicinity to the gorgeous beaches of Fetovaia, Seccheto, and Cavoli enhance its beauty. 19th-century antiques, beautiful paintings, prints, and other elegant décor grace the interiors of the villa. Reconnect with nature by spending some time in the sunny and tree-shaded areas of the garden here. Enjoy cooking your meals in the well-equipped kitchen, whose doors take you to the garden. Go for a beach excursion to spellbinding Cavoli beach, which is just 0.4 miles (0.64 kilometers) away, and visit pleasant Seccheto village, which is at a walking distance of five minutes.
Top guest reviews
Read more reviewsHost:
the owner is super kind and the house keeper as wellwe were welcomed very warmly uncomplicated and friendly by the owner and her daugtherwe were welcomed very warmly uncomplicated and friendly by the owner and her daugther
10. Beautiful getaway with pool near Siena
Experience the leisure of staying in an authentic Tuscan rustic-styled home by choosing to stay in this old yet elegant farmhouse. Artistic décor adorns the interiors of the villa. Sunspots in the main garden and hammock beneath the chestnut tree greet you to unwind here. Have a great exploring the herb garden outside the kitchen. Enjoy swimming in the sprawling pool and watch captivating views of the landscape and scenic nature. Visit the City of Siena, which is just 20 kilometers (12.42 miles) away, to watch Palio.
La Cetina, Toscana, ItalyTop guest reviews
Amenities & Room:
relaxing by the pool eating dinner in the loggia and exploring the tuscan hillsthe villa surroundings were exactly what we expected and the pool and patio was always kept cleanthe pool would would be great place to relax when the weather is warmthe pool was a huge hit and we cooked most nights in the small but well equipped kitchenCleanliness:
the house was clean and there were plenty of towels and comfortable bedsthe house was clean spacious and with a lovely gardenthe house has anything that you need and it was all clean and tidythe house itself was clean and the hosts had prepared it well for usthe house is very spacious and well equipped and the pool was beautifully nestled into the landscaped gardenHost:
gemini and gabor were wonderful hoststhe hosts gave us great tips which we followed and proved to be enjoyable as promisedthis home is amazing a beautiful setting gorgeous home and wonderful hosts made our stay very memorablethe hosts were very friendly and accommodating having dinner with them is warmly recommendedmost importantly gesine and gabor are charming hostsRead more reviewsLocation:
quiet and peaceful retreat just 25 minutes from central sienathe location was perfect as we visited wineries in toscana almost everydaythe house was very quiet and a beautiful relatively short drive away from siena (~30 minutes)gesine & gabors place is a very cute classic tuscan farm houseif you like to stay in a quiet countryside italian house this is the place
Escapade in Tuscany
Tuscany is a beautiful region in Italy with abundant natural and cultural attractions. And, staying in a holiday villa will make your sabbatical here full of fun and comfort. So, be quick, book one of these top holiday villas in Tuscany, Italy, and head out for an exciting excursion in Europe.
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