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Villa vacation rentals in Fiesole

Find and book unique villas on Airbnb

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Popular amenities for Fiesole villa rentals

Private villa rentals

Guest favorite
Villa in Palaia
5 out of 5 average rating, 11 reviews

Villa La Gemma

JoshRating, 5 stars4 days ago
I was genuinely impressed by this place. So beautiful! The pool is incredible, they had prosecco and limoncello for us and provided several supplies for a successful stay. I would 100000% come back here!
Top guest favorite
Villa in Poggibonsi
4.93 out of 5 average rating, 45 reviews

Villa with pool in Chianti Area

RickRating, 5 stars6 days ago
Our stay at Mariella's beautiful home was a highlight of our five week trip throughout Italy. Peacefully situated between Florence and Siena, this villa offers a welcoming respite from the hustle and bustle of the cities. It was also super convenient to the vineyards throughout Chianti. Waking up every morning to the sunrise views over the valley and enjoying a glass of wine in the evening were the perfect beginning and ending to each day. The pool was even larger than we imagined and provided days of entertainment sprinkled in during a week of sightseeing and wine tasting. I cannot recommend this home, location, or host enough. You will NOT be disappointed!
Guest favorite
Villa in Gambassi Terme
4.96 out of 5 average rating, 53 reviews

Villa Via Francigena

AnnaRating, 5 stars1 month ago
Best airbnb I've ever been to. The garden is a gem and the whole house is super modern to italian standards (very rare to find).Would love to come back
Guest favorite
Villa in San Frediano
4.83 out of 5 average rating, 24 reviews

Stalla - Villa with garden in the historic center

PetraRating, 5 stars2 weeks ago
Wow! Wow! Wow! What an amazing place to bring the family and celebrate our anniversary. So many gorgeous group spaces indoors and out. Our host accommodated us with early arrival, a crib and plenty of linens for two small children. The garden is gorgeous and the yard is friendly and safe for a two-year-old. Our family ate our way through the neighborhood. Such great restaurants all around. Started the day at the convent for coffee and would say the Cucina was one of our favorite restaurants for dinner. All in all it was the perfect place to make some very beautiful memories.
Top guest favorite
Villa in Figline e Incisa Valdarno
5 out of 5 average rating, 18 reviews

Mathis House Best View in Chianti, Exclusive Pool

LaylaRating, 5 stars1 month ago
We were already contacted by Emanuele in advance. He sent us the directions so we can easily find the house. We were very warmly welcomed with regional specialties and wine. The stay was great, we felt very comfortable. During the stay we received a lot of tips regarding food and excursion options from Emanuele. He was very helpful and always available. I'm sure we'll be back.
Top guest favorite
Villa in Gaiole in Chianti
4.92 out of 5 average rating, 26 reviews

Sestuccina

ClaireRating, 5 stars3 weeks ago
We spent part of our Honeymoon staying at this beautiful villa and quite honestly, we could not have picked a more perfect place. Check in was quick and easy. We met Luciano’s daughter, Birgitta on site and she talked us through the villa and all nearby amenities we may need. She was extremely kind and helpful. The little village is close by and the villa has everything you need to cater for yourselves and have a completely private get away. We cannot recommend enough. The villa was beautifully clean and the surroundings were stunning.
Top guest favorite
Villa in Poppi
5 out of 5 average rating, 15 reviews

Villa Lux Poggelleri with a unique view of the Casentino

KasperRating, 5 stars2 weeks ago
We are a family of 5 who had a fantastic stay. The house is huge and very nice and the view is unbeatable. All stress leaves the body when you are there. Everywhere you looked, there were exceptionally beautiful views. In addition, Lucia and Frederico were so warm people and made us feel very welcome. We will definitely be back!
Top guest favorite
Villa in Loro Ciuffenna
4.98 out of 5 average rating, 50 reviews

The Lazy Oak

JarrettRating, 5 stars1 week ago
There are very few times when a stay not only lives up to expectations, but exceeds them. Our stay at the Lazy Oak did just that. There are no adjectives to truly describe the beauty of the villa and the surrounding countryside. Sitting at the infinity pool, looking out over the olive groves before a dinner prepared in house by a Tuscan chef as the sun sets will go down as one of the greatest days of our lives. We visited the nearby town twice for gelato but the truth is we did not want to leave the property! If you are looking for a peaceful quintessential Tuscan vacation in the countryside, look no further than the Lazy Oak. Mario is on property to tend to any needs but keeps to himself unless called upon. We actually loved his company and called him over to talk on multiple occasions…with the help of Google translation of course. Thank you Mario and Alesandro for an unforgettable stay. We hope to see you again in the future.

Luxury villa rentals

Top guest favorite
Villa in Modine
5 out of 5 average rating, 30 reviews

Agriturismo il Friscello, your natural pool

ChristianRating, 5 stars3 days ago
Truly beautiful home. Majestic, mystical and refined. Our kids loved the river and had a blast in the gardens. Thank you Ginevra for a wonderful weekend getaway.
Guest favorite
Villa in San Martino
5 out of 5 average rating, 6 reviews

Compound Villa Bada

RobertoRating, 5 stars3 months ago
Amazing host: responsive, kind, accommodating. Great place: nice location, fantastic apartment, super services (you should definitely try the in-place dinner)
Guest favorite
Villa in Greve in Chianti
4.91 out of 5 average rating, 22 reviews

Il Castellaccio Villa

MelissaRating, 5 stars2 weeks ago
We were a group of 8 staying at Villa Il Castellaccio and it was the most amazing experience. Leonardo was very helpful leading up to our stay helping plan a night with a private chef dinner. The food was some of the best we had! The Villa was private, more than enough space for our group and the grounds around the pool was always pristine. We highly recommend staying at this wonderful place. Our group already discussed coming back again and staying longer. Thank you Leonardo!
Top guest favorite
Villa in Montecatini Terme
5 out of 5 average rating, 39 reviews

Villa Le Panteraie - located between Florence and Pisa

TomRating, 5 stars1 week ago
A beautiful villa with exceptional views to the hills and valley. Various oudoor areas. Private location however close to sights and amenities. Cafes and restaurants not far however not walking distance, best accessed by own car. Electric bikes were available for sightseeing. Fantastic host, always responsive and helpful. Can warmly recommend.
Guest favorite
Villa in Pergine Valdarno
4.95 out of 5 average rating, 87 reviews

La Vignaccia (Farmhouse) - villa w/private pool

DominicRating, 5 stars3 weeks ago
La Vignaccia is wonderful. We were a family of 6 adults plus a baby, and the set up was great for spending time together but also having plenty of space. The kitchen is well equipped for cooking for a large group and the many private spaces were very relaxing. Working remotely was possible with the wifi but not super strong for calls. However there is 5G around the house, so hot spotting from a window worked fine.
Top guest favorite
Villa in Impruneta
5 out of 5 average rating, 79 reviews

Casa de' Miei - Garden Villa in Chianti, Tuscany

JamieRating, 5 stars3 weeks ago
We've just returned from a fantastic 4 night stay at Gianmarco's lovely house. It's exactly as described. We visited as a family of 7 (5 adults and 2 very young children), the house catered for us perfectly. Lots of space, very clean, child friendly with all the right amenities and super peaceful. Gianmarco, his wife and their dog live on-site but we never heard from them unless we needed something or asked for advice - they were then super responsive. Gianmarco was very helpful and friendly in the build-up to our stay with local recommendations. We would return in a heartbeat. We used the house as a base to visit Florence, Siena, Lucca and Pisa. A car is required to get around as the house is located in a semi-remote village (which has excellent shops and restaurants). Thanks so much Gianmarco!
Superhost
Villa in Galluzzo
4.73 out of 5 average rating, 11 reviews

Tenuta del Podestà villa di charme in Firenze

BrianRating, 5 stars7 months ago
David’s place embodies elegance and tranquility. Beautiful interior with intricate touches. The backyard was huge and our pup enjoyed running around on it. It’s as described in the pictures. David was also a very kind host. Responsive to our questions and insightful when it came down to recommendations. Highly recommend to anyone considering booking!
Top guest favorite
Villa in Montaione
4.96 out of 5 average rating, 25 reviews

Private Villa with semi-Olympic pool and Tennis

JosephineRating, 5 stars3 weeks ago
absolutely amazing!! Francesca made us feel right at home. the place was amazing and we definitely want to come back. the property is beautiful and great if you want to play tennis , ping pong, or swim… super fun. Francesca was so sweet, gave us great recommendations, and helped us with all our questions. She even graciously helped our grandma get a doctor to see her when she sick. 10/10 amazing !

Villa rentals with a pool

Top guest favorite
Villa in Barberino Tavarnelle
4.94 out of 5 average rating, 53 reviews

Villa Spoianello, amazing holiday in Chianti.

CashRating, 5 stars5 days ago
We had the most unforgettable stay at this stunning villa in the heart of Tuscany! From the moment we arrived, Anna was the most welcoming and attentive host – she went above and beyond to ensure our stay was seamless and special. The villa itself is picture-perfect, nestled among rolling hills and olive trees, offering a true escape into the Tuscan countryside. One of the absolute highlights of our trip was the incredible private cooking class with Vilma, our chef for the evening. She brought so much warmth, expertise, and joy to the experience – we learned how to make traditional Italian dishes from scratch, and the meal we shared afterward on the terrace was unforgettable. The pool area was a dream – peaceful, beautifully maintained, and the perfect spot to relax after a day of exploring nearby towns like Siena and San Gimignano. We spent hours lounging in the sun, soaking in the views, and enjoying the quiet tranquility of the countryside.
Guest favorite
Villa in Baco
4.85 out of 5 average rating, 86 reviews

Tuscan Villa

PatriciaRating, 5 stars6 days ago
Great place to stay, beautiful, peaceful surroundings and very warm hosts! We lacked nothing. We were here with 7 people for our training camp and had a wonderful time in the villa. It's really even nicer than we would have expected from the pictures. Surrounded by olive trees and only a handful of other houses, you can perfectly unwind - whether by the pool, in the garden or in the house itself. Zara and Mark are very courteous and helpful. We immediately received an answer to every question and also a lot of helpful tips to make our stay as comfortable as possible. Zara showed us the area on a short morning hike. We would never have found these places without them. We will be back for sure.
Superhost
Villa in Pontassieve
4.9 out of 5 average rating, 48 reviews

Holidays & Relaxation in a Tuscan villa

IreneRating, 5 stars2 weeks ago
The house and hosts were fabulous, they were super friendly and helpful. The house felt like a real home with everything you could wish for. My husband had the time of his life with the outdoor kitchen and the pool was a lovely place to enjoy the sun. The beds were very comfortable, great water pressure in the showers. We had our Labrador with us who had the time of her life there exploring the area. The wine bar next to the windmill is a must. For a large get together for family or friends I couldn’t recommend it enough and we hope to return next year with our extended family.
Top guest favorite
Villa in Barberino Tavarnelle
5 out of 5 average rating, 36 reviews

Valluccia 51

FlorisRating, 5 stars1 month ago
We had an amazing time in the villa from Tommaso. It has all the amenities that you expect from a villa in this price class. The view looking over the valley is beautiful. The communication with the host was very pleasant and swift. As an example; The existing tv got broken in the evening and the next morning Tomasso installed a new one with all the modern features like Apple Airplay. Since the weather was not great the first days you can imagine that this was very nice to have a good working tv. Anyone who is considering renting a villa in the surrounding of San Donato, I highly recommend this villa from Tommaso.
Superhost
Villa in Bottai
4.91 out of 5 average rating, 23 reviews

Villa up the Certosa hill of FLR

JeffRating, 5 stars1 month ago
Our family vacation to Villa Berni in Bottai was phenomenal, and it all started with the accommodations. Alessandro's brother, Enrico, met us as planned and gave us a tour of the villa. As requested, they provided 2 cribs for our grandbabies. With 6 bdrms and 5 bath, each couple had their own space, and the babies had their own rooms too. It was conveniently located taking 20 minutes to the Florence city center and other local towns provided everything we needed. Our favorite part of the villa was the garden courtyard. We had morning coffees and evening cigars/drinks. A bonus was the tortoises which the babies loved finding each morning to feed them strawberries. Part of the family farm, Enrico gave us a tour of the olive grove and farm animals. He even staged eggs for the grands to collect. Our last night, we arranged pro chefs to prep an authentic Tuscany dinner. This kitchen met their needs, and we ate in the courtyard. We couldn't ask for more...Thanks for hosting us!
Top guest favorite
Villa in Calenzano
5 out of 5 average rating, 23 reviews

Villa Poggiostelle, wonderful countryside property

ClareRating, 5 stars8 months ago
Villa Poggiostelle was an incredible house in the hills above Florence. It was a peaceful escape that is very private with incredible views. The house is so well set up - our children loved the badminton, soccer ball and table tennis set up as well as the incredible gym. The pool was gorgeous with wonderful views over the hills and valleys near Calenzano. The kitchen had everything you could need to cook. The bedrooms were beautifully decorated each with their own bathrooms with modern fixtures. The villa itself is about 25 minutes to a train station where we caught a train into Florence, 15 minutes to a nearby supermarket. It was easily accessible to all the highways and autostrade to explore Tuscany. A car is essential staying here though as it is a very hilly area in a secluded spot. Tatiana was a wonderful host who made our stay comfortable. She was always available to answer questions and even delivered a delicious surprise package of pastries one morning.
Top guest favorite
Villa in Volterra
5 out of 5 average rating, 23 reviews

Romantic Villa with private pool - "Il Pollaio"

ErinRating, 5 stars2 weeks ago
A beautiful home to base ourselves in while exploring Tuscany. Lovely country surrounds. House has everything you need, spacious. Gorgeous terraces and pool. Enjoyed Volterra, San Gimignano and Siena but always great to come back to our Tuscan home! Silvia gave fantastic recommendations - pasta making at Ristorante de Beppino and in house chef Beppe highlights. Also loved Monterosola winery tasting. Very highly recommend. One of the best!
Top guest favorite
Villa in Ortignano Raggiolo
4.94 out of 5 average rating, 71 reviews

Private Villa with swimming pool in Tuscany

CarrieRating, 5 stars2 weeks ago
Lacopo was very responsive each time I needed to contact him. The place was very nice but remote. it was about 1 1/2 hours to drive to some of the other medieval cities. It rained a lot but also was beautiful because of the rain. Lacopo and his family were fantastic. The homemade meal his parents prepared for us was absolutely delicious! One of the best meals we had while in Tuscany! It was nice to see how active his parents were and how well they took care of the place. We were surprised to be charged if we used the pool towels. There was nothing mentioned in the description. We would recommend this place. There were 4 adults and we had plenty of room.

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Metropolitan City of Florence
  5. Fiesole
  6. Villa rentals