Tuscany’s rich culture and heritage draw tourists from all over the world. Its largest city, Florence, is an excellent starting point for any Tuscan holiday. As the birthplace of the Renaissance, the city offers rich Renaissance architecture and many beautiful galleries. When you are done exploring Galleria dell’Accademia or Uffizi Gallery, you can take a scenic countryside drive to appreciate the region’s rolling hills and abundant vineyards. Nothing beats being able to relax in complete privacy after a long day or week. That said, you might want to stay in one of the best villas with private pool in Tuscany, Italy. Check them out below.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to private pool. The image galleries get refreshed with the latest updates regularly. They were last updated on April 13, 2024.
1. Charming villa with a gazebo; Capannori (from USD 161)
Nestled in Capannori, this charming villa is only 5.63 km (3.50 mi) away from Pinocchio Park. It features a spacious, fenced outdoor area with a private swimming pool, so you can unwind all day outdoors. The swimming pool measures 12.60 m (41.34 ft) by 5.40 m (17.72 ft) and has a maximum depth of 2.20 m (7.22 ft). Further, outdoor spaces include the gazebo and vine-covered pergola. The gazebo is an excellent spot for al fresco dining.
Top guest reviews
Amenities & Room:
lovely house with all the necessary requirements amazing garden and poolit is has a lovely rustic charm and has all the mod-cons you need for a comfortable staykitchen could better equipped with more bowls and mugsit is comfortable with a rustic decorthe property is comfortable well equipped and pleasantly presentedCleanliness:
very clean and tidythe pool was big and cleanthe villa was exactly as described very clean and immaculately maintainedthe villa itself was perfectly clean and well presentedHost:
she was very helpful before we arrived with advice on restaurants and even made us reservationsstefania was an amazing and very helpful host throughout the whole tripthe owner stefania lives nearby and is very helpful efficient and welcoming with her friendly approachand finally the owner stefania was really greatowner very easy to get on withRead more reviewsLocation:
the location is greatpeaceful l and quiet location but with great access to all areas we neededclose to the lovely city of lucca the house is well equipped for a small familyand it always was because her place is so well maintained and instructions very clear
2. Airy villa with a manicured lawn; Castiglion Fiorentino (from USD 606)
This airy villa is relatively isolated in Castiglion Fiorentino, allowing you to forget your worries. One of its best features is the swimming pool in front, which measures 6 m (19.69 ft) by 12 m (39.37 ft). If you do not feel like swimming, you can enjoy the picturesque pool views from the porch instead. You may also hang out and breathe fresh air under the olive trees on the manicured lawn.
Top guest reviews
Amenities & Room:
the pool and the view from the pool are fabulouswe hope to come back in the warmer months so we can use the poolthis property and host are amazing you can’t beat the view and the pool is spectacular toowe used the outdoor kitchen for great steaks over charcoal one nightwe would love to come back when it is not too cold and we can enjoy the poolCleanliness:
exceptionally clean and well maintainedvery clean bedding freshthe villa was clean and well maintainedthe house was extremely clean and well stockedeverything was very clean and well taken care ofHost:
amazing host home is even nicer than the picturesgiuseppe was welcoming and very responsivehe was very responsive to any questions we had and gave great recommendations for restaurants nearbygiuseppe is a wonderful host and helped to make the stay fabulousgiuseppe is a warm and welcoming hostRead more reviewsLocation:
the house and location are beautifulfantastic location great barbecue arealocation is excellent as the little town of castiglion fiorentino with a train station is very closeit is in a great location for exploring the areawe loved the location - close to castiglion fiorentino and cortona
3. Lovely villa with a fireplace; Camaiore (from USD 205)
This lovely villa offers 159.98 sqm (1,722 sq. ft.) of living space in Camaiore, welcoming large vacationing families. It features a fireplace in the living room, keeping you warm no matter the weather.
If you are staying anytime between May and October, you may use the outdoor swimming pool. It measures 11 m (36.09 ft) by 5 m (16.4 ft) and has hydromassage features to help you destress. Surrounding the pool area are loungers, so you can easily get your skin sun-kissed.
Top guest reviews
Amenities & Room:
there is a nice couch (enough space for 5-6 to sit) and large tvwe loved to spend time around the pool or on spacious balcony with great views and plenty seatingwe were grateful for the air conditioning because it was unusually warm this year in septemberthe outdoor tables (on the balcony and near the pool) were awesome with enough seating for 8-10the pool and yard is nice and well maintainedCleanliness:
it was extremely clean and brightthe villa is kept spotless and piero decorated the house beautifullythe rooms were nice and clean and there is plenty of space for eight peopleHost:
piero was amazing host and extremely helpful with our all requestsmr bellandi the owner is very friendly and helpfulhe was very responsive and we felt taking care offthe owner piero is really friendlypiero the owner is accommodating and willing to help it was all very easy for usRead more reviewsLocation:
it is a nice peaceful location and close to beach restaurants shopping etcan excellent base to explore good restaurants close bynice and calm location ideal for hiking into little mountain villagesbeautiful property centrally located to visit lucca pisa florence beach and other places
4. Villa with an ancient stone oven; Pignano (from USD 340)
Boasting a secluded location surrounded by expansive greenery in Pignano, this villa allows you to indulge in a peaceful getaway. It has a swimming pool with high fencing, so you can enjoy complete privacy while having a refreshing dip. This swimming pool is disinfected and cleaned every day for your safety. Moreover, chlorine and pH levels are checked daily. Chairs and umbrellas surround the pool area, so feel free to bask under the sun all day.
The outdoor area also has an old stone oven that you can use to make pizzas.
Top guest reviews
Amenities & Room:
all rooms had beautiful views of the tuscan hillsthe pool and pool area is great with excellent wi-fi connection and it is always kept very cleanthe villa itself was fantastic just as described with its sitting areas pool and pizza oventhe villa is beautiful with five separate apartments and well-equipt kitchenswe had a special treat when their young daughter viola joined paola in the kitchenCleanliness:
the rooms were very spacious clean and tastefully decoratedHost:
they were so friendly and helpful and we will miss themvalerio and paola were gracious hosts and went far and beyond to make our stay comfortable and relaxingpaola and valerio were the most gracious and accommodating hostsvalerio was incredibly responsive and made many valuable suggestionsle ginepraie is a quiet place overlooking the tuscany hills with wonderful friendly hosts val and paolaRead more reviewsLocation:
we loved the locationthe location was great - very close to sienna san gimignano and volterrathe location was good for trips to volterra san gi loved being so close to local towns but so far from it allthe house is beautiful and the location facilitates day trips to a variety of cities
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. Cozy villa with a library; Montalcino (from USD 230)
This cozy villa is ideal for small families and groups staying in Montalcino for vacation, offering 120.03 sqm (1,292 sq. ft.) of living space. It has a spacious living room with scenic countryside views, inviting you to rest and recharge. If you love reading, you will appreciate the well-appointed library. After a long day, treat yourself to a refreshing dip in the private swimming pool. The pool area, set in the garden and surrounded by trees, is an excellent spot for watching sunsets.
Top guest reviews
Host:
the manager is friendly and very helpfulRead more reviewsLocation:
great location - central for seeing the area and within walking distance of a gorgeous hill townour girls loved swimming the pool and walking to the little village of montisithe local village nitisi is very quiet but very beautiful and unspoiledthis place is incredibly beautifulplenty of great walks to discover in the neighbouring area and hilltop towns in abundance
6. Chic villa with three furnished terraces; Greve in Chianti (from USD 1500)
Set in Greve in Chianti, this chic villa is only about 19.31 km (12 mi) away from the heart of Florence. It has an inviting pool area with plenty of lounge chairs and umbrellas, so bring your tanning lotion and sunglasses for sunbathing. The saltwater swimming pool has an electric cover to protect it from the elements when not in use. Thanks to the state-of-the-art entertainment system, you can enjoy good music while lounging in the pool area.
This rental also has three furnished terraces with breathtaking views.
Top guest reviews
Amenities & Room:
the interior of the property is very comfortable and spaciouswe stayed in the guest house which was very comfortable and also had a/cthe main house did not have a/c but did stay comfortable considering the summer heatCleanliness:
also valeria (housekeeper) came every morning to make the beds clean the dishes and freshen up the houseHost:
peter and maggie are wonderful care takers that made sure we were comfortablethe staff couldn’t have been more friendly and accommodatingeveryone is very friendly and accommodatingthe information that the owners left for us was so helpfulthe staff is second to none and couldn't have been more friendly and accommodatingRead more reviewsLocation:
the house is in an ideal location for action-packed day trips to sienna florence wineries etcthe home's location was perfect to fully experience the tuscany regionthe property is also very close to florence and sienna making day trips very easy
7. Villa with an ancient Tuscan charm; Arcidosso (from USD 174)
This villa has an ancient Tuscan charm, ensuring you a dreamy holiday in Arcidosso. It offers a living room with a fireplace on the ground floor, promising you a comfortable stay regardless of the weather.
If you want to enjoy the fresh air, you will love the outdoor area. It features a hammock, so you can have a relaxing afternoon nap. You may also hang out on the porch or dip in the swimming pool. Surrounded by pool beds, the pool area is the perfect space to bask under the sun.
Top guest reviews
Amenities & Room:
with private garden and pool and the most fabulous view this really is a place to relaxthe rooms are lovingly designed and the children had a very spacious children's roomHost:
they were quickly responsive to any requeststhey were both very friendly and responded promptly to for any of our questionsthe lovely marta and marco were the best of hosts and made our stay even betterwe really could not have asked for better hostsowners are a delight and the area is just so beautifulRead more reviewsLocation:
the location of the property is ideal for anyone who wants a beautiful peaceful and tranquil getawaywe had an amazing time in this beautiful peaceful place
8. Tuscan-style villa with a rear porch; Cetona (from USD 189)
Are you seeking a rejuvenating countryside retreat in Cetona? You may stay in this Tuscan-style villa with 220 sqm (2,368 sq. ft.) of living space. It features a huge garden with numerous plants, giving you the spectacular change of scenery you deserve. Thanks to the spacious rear porch, you have space to appreciate the outdoors.
This rental also features a private swimming pool measuring 6 m (19.69 ft) by 12 m (39.37 ft). It is maintained daily so that you can swim without worry.
Top guest reviews
Amenities & Room:
it' spacious and comfortable with all the amenitiesbeautiful house with large rooms in a beautiful garden with a lovely pool-with-a-viewa beautiful farmhouse/villa with plenty of room for our two families to sharedespite it being mid-april the pool was open and invitingthe setting of the house is wonderful surrounded with beautiful garden great pool and quiet beautiful countrysideCleanliness:
it’s not heated so it was bracing to say the least the water clean and sweetHost:
thank you for being such wonderful hoststhe owners went out of their way to make us feel welcome and comfortablewonderful and very warm hospitality from the owners who are really helpful all the timemiriam was a great host very kind and consideratemiriam was a great host friendly and helpfulRead more reviewsLocation:
really nice owners perfect location on the border of tuscany and umbria in the middle of the countrysidegood location for trips to sienna florence rome cortona etc
9. Villa with two living rooms; San Vincenzo (from USD 1003)
Situated in San Vincenzo, this villa offers direct beach access. It has 340 sq m (3,659.73 sq. ft.) of living space with a well-equipped kitchen, dining room, and two living rooms. While eating, you can enjoy the picturesque ocean views in the dining room. If you have nothing planned for the day, you can unwind in the private indoor swimming pool. It is heated, so you can swim comfortably even when it is too cold outside.
You do not have to miss your workouts, thanks to the gym.
Top guest reviews
Amenities & Room:
the views are stunning and the beds so cosyproperty with wonderful views luxiourius pool wonderful huge tarrace and best standard expectedthe kids would say the indoor (heated) pool was their favorite partonce you feel things couldn’t get better - we were introduced to the indoor poolCleanliness:
clean clean clean the co host irene is wonderfulHost:
she is knowledgeable friendly and available for any needshost elettra is very nice and friendlyelettra is a perfect host in any waysshe is a fantastic host and we highly recommend staying with her on your trip to san vincenzovery good contact with host fully recommendedRead more reviewsLocation:
villa galatea is everything perfect locationthis is a phantastic place beautiful house immediately next to the seathis place is so beautiful and nice
10. Contemporary villa with two outdoor dining areas; Chiusure
This contemporary villa in Chiusure is the perfect base camp for your Tuscan getaway. Providing uninterrupted views of the beautiful Abbey of Monte Oliveto Maggiore, it guarantees you an idyllic escape from the ordinary. The outdoor swimming pool is accessible between April and October. It is not heated, so manage your expectations carefully. When the swimming pool is open, so is the separate pool house. Thanks to the two outdoor dining areas, you can enjoy al fresco dining anytime.
Chiusure, Toscana, ItalySuperhost
Accommodates: 12
Top guest reviews
Amenities & Room:
beautiful home lovely view and the pool was used constantlyall the bathrooms upstairs are updated and the amount of hot water and water pressure was greattowel and floor heaters were a very nice touch that was unexpectedthe rooms and bathrooms were beautiful too and some of us also enjoyed sleeping in the pool housethere are two humble but nice restaurants perfect if you’re not motivated enough to use the fully-equipped kitchenCleanliness:
the house itself is very clean the bathrooms large and even with lovely viewsHost:
tina the care taker was fantastic and most helpfulsue and tina were very reactive to our requests and helpful during our staytina was there to greet us and was very helpful during our stay answering all queries immediatelyyou're pre-visit communications were very helpfulthanks sue and laura for being wonderful hostsRead more reviewsLocation:
the house is stylishly presented in the most unique and breathtaking locationthe villa is very well located and close to places like pienza and montalcinowe recommend this place and we will definitely come backwe wanted to close an important chapter of our lives together enjoying tuscany as it’s bestif you are looking for an adventure this is the place
Appreciate the rich culture in Tuscany
Tuscany is one of Italy’s most significant regions culturally and historically. Ensure you are prepared for your trip, so check out these best villas with private pool in Tuscany, Italy!
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