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Villa holiday rentals in Reggello

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Popular amenities for Reggello villa rentals

Private villa rentals

Guest favourite
Villa in Palaia
4.92 out of 5 average rating, 12 reviews

Villa La Gemma

JoshRating, 5 stars2 weeks 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 favourite
Villa in Cortona
5 out of 5 average rating, 76 reviews

Stunning Tuscan Villa & Panoramic Infinity Pool

ChelseaRating, 5 stars1 week ago
This was our second time visiting Mogens and Suzie's beautiful home in Cortona. One reason for coming back was the sheer beauty of the property and the proximity to fantastic medieval towns with incredible history that endures even now. For wine enthusiasts, there are tons of wine tasting opportunities with lunch, dinner or just great wine. Another reason for our return visit was an opportunity to spend time again with Mogens and Suzie, by far the best AIRBNB hosts we have ever encountered. They do everything imaginable to make your time as enjoyable as possible and to say that they go the extra mile would be a gross understatement. We can't wait to come back a third time.
Top Guest favourite
Villa in Poggibonsi
4.93 out of 5 average rating, 45 reviews

Villa with pool in Chianti Area

RickRating, 5 stars2 weeks 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!
Top Guest favourite
Villa in Figline e Incisa Valdarno
5 out of 5 average rating, 19 reviews

Mathis House Best View in Chianti, Exclusive Pool

MaciejRating, 5 stars3 days ago
Staying in this villa in Tuscany was an absolute dream come true! The place is beautiful – surrounded by picturesque hills, full of peace and Italian charm. The villa itself is decorated with great taste, very clean, spacious and fully equipped – we did not miss anything. And the pool? A marvel! Perfect for relaxing with a view of the Tuscan landscapes, especially at sunset. We would like to especially thank the host – for the warm welcome, helpful tips and cordiality that we felt throughout our stay. This place has a soul, and the atmosphere is conducive to true relaxation. We wholeheartedly recommend this villa to anyone looking for an authentic Tuscan experience – we will definitely be back! Thank you for everything! ❤️🇮🇹 ⸻ Let me know if you want me to add the host's name or a specific villa name.
Top Guest favourite
Villa in Gaiole in Chianti
4.93 out of 5 average rating, 28 reviews

Sestuccina

RubyRating, 5 stars3 days ago
Beautiful place to stay! • Super nice location (lots of nature and very quiet) • Communication always runs smoothly • Great restaurants and delicious ice cream within 5 minutes' drive • Equipment exactly as specified I would recommend it again and again! Luciano and Brigitta are great hosts 😊
Superhost
Villa in Vicchio
4.89 out of 5 average rating, 53 reviews

Villa in Tuscany with pool, sauna, outdoor jacuzzi

PaulRating, 5 stars2 weeks ago
Cristiana and Mauro were the most friendly hosts. They made us feel immediately comfortable and set us up for a great stay at their wonderful home, offering some fabulous nearby dinner recommendations, as well as directing us to local grocery stores, and train stations for easy day trips into Florence, etc. The farmhouse is beautiful and brimming with character throughout, offering spectacular views over Vicchio. The private swimming pool is bigger than the photos suggest, and not too deep - the kids loved it. The hot tub allows you to sit back and drink in the peaceful Tuscan views. The sauna was a great touch, which we enjoyed throughout our stay, along with the pool table/games room. The outdoor terrace is large and great for a BBQ. The road leading up to the house is a fun drive - we rented a 4x4 (highly recommended if you are planning to stay here) that made it relatively comfortable. We loved our stay and would definitely like to return as there is so much more to explore there!
Guest favourite
Villa in Buonconvento
5 out of 5 average rating, 12 reviews

Beautiful tuscan country house

AlexRating, 5 stars4 days ago
An incredible, beautiful house where you’ll feel right at home. The villa is spacious and welcoming, perfect for cooking and relaxing with friends. My only suggestions would be the need for fans in the bedrooms as without AC it gets quite warm during those hot evenings.
Guest favourite
Villa in Montecarlo
4.89 out of 5 average rating, 9 reviews

Villa Sunkiss: Luxury Farmhouse with Tuscan Flair

RonRating, 5 stars1 month ago
The Villa is absolutely beautiful in a great location with spectacular mountain views and sunsets. The Villa is even better than the pictures, extremely clean, beautifully decorated, quiet, peaceful with all modern luxuries. Our host Silvana was awesome and was excellent and clear in all communications. The owners were very warm and friendly. If you are looking for a quiet escape in the Tuscany region, look no further. We will certainly be back in the future. I highly recommend scheduling a private chef to indulge you in great Italian food at the villa. Our chef Mariella was wonderful and the food was incredible. Awesome stay and experience all around.

Luxury villa rentals

Top Guest favourite
Villa in Panzano
4.93 out of 5 average rating, 75 reviews

Luxury Villa on Chianti Wine Estate

StevenRating, 5 stars1 month ago
Wonderful stay at the Villa among the vineyards in Panzano. Vicky, the host, is the owner of Le Fonti winery with the villa surrounded by their vineyards and olive groves. The view from the villa is absolutely stunning. The town of Panzano is very cute. We bought groceries at the Coop and made breakfast each morning, gathering in the cozy well equipped kitchen. There is a courtyard immediately outside the doors of the villa with a large table, and again amazing views. Our time in the villa was so relaxing! Though we went to several wineries, a highlight was a very personal tour of the winery, wine making process and wines by Vicky at Le Fonti. She spent time discussing/pouring the different wines, even bringing over the same wine from different years to show us the difference the weather/grape stress influences the final taste. Overall exactly what we wanted from a Tuscan experience and really enriched by an extremely friendly and knowledgeable host.
Guest favourite
Villa in Figline e Incisa Valdarno
4.96 out of 5 average rating, 28 reviews

Villa Siveri - private swimming pool - air con

RonRating, 5 stars3 weeks ago
We had a wonderful stay! The villa was spacious, peaceful, and perfect for our family. The host made us feel incredibly welcome when we arrived, going above and beyond to ensure we had everything we needed. We especially appreciated the thoughtful help arranging car service and the delicious home-cooked meals provided for our group. The house was spotless, well-equipped, and beautifully located in a quiet area, ideal for relaxing. We honestly didn’t want to leave. Highly recommend this stay for anyone visiting the area!
Superhost
Villa in Greve in Chianti
4.85 out of 5 average rating, 33 reviews

Romantic Villa with private pool and fabulous view

SkyeRating, 5 stars1 week ago
Our stay felt like something out of a movie. Janine has decorated the home with love and attention to detail. We loved the pool and decided to spend a day doing nothing but lazing by the pool eating home cooked food in the amazing kitchen. Memories were made here and we will 100%. Return for a longer stay as you will not beat the view from Janine’s villa anywhere in Tuscany.
Guest favourite
Villa in Pergine Valdarno
4.95 out of 5 average rating, 87 reviews

La Vignaccia (Farmhouse) - villa w/private pool

DominicRating, 5 stars1 month 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 favourite
Villa in Monsummano Terme
4.98 out of 5 average rating, 127 reviews

Le Maggioline Your Tuscany country house

LisaRating, 5 stars1 week ago
Olga's villa is absolutely stunning. Our family of 9 had the most wonderful visit. We enjoyed cooking in the beautiful and well appointed kitchen, eating outside on the terrace, swimming in the pool, and relaxing outside on the terrace, enjoying the peaceful beauty and breathtaking views of Tuscany. Olga's place is truly special. Olga was very communicative, helpful and kind. We highly recommend her villa to others.
Guest favourite
Villa in Tignano
4.95 out of 5 average rating, 172 reviews

Villa Isabella

SharonRating, 5 stars3 weeks ago
Christina’s home was beautiful. She was an amazing host, getting us last minute reservations at restaurants and doing a cooking class with us on our last night that was fun and delicious!
Top Guest favourite
Villa in Cortona
5 out of 5 average rating, 11 reviews

Villa Leopoldina, 6 pax, Private Pool

MaximeRating, 5 stars9 months ago
Gigi’s place is one of the most peaceful places we’ve stayed in in Italy. The location is gorgeous and perfectly located between different towns to explore (Cortona, Arezzo, Montepulciano to name a few). A car is necessary but you can get to the town center for groceries and local produce in 10 minutes. We enjoyed spending our days by the pool, cooking and barbecuing in the garden. The kitchen was the most equipped I’ve ever seen for an Airbnb and the house was spotless. Extra supplies were left for us as well if we needed which was a nice touch. Gigi was always available for recommendations and extremely friendly. If you’re looking for calm and quiet this is your place!!
Guest favourite
Villa in Lucignano
4.88 out of 5 average rating, 24 reviews

Unique Villa in Tuscany

KeithRating, 5 stars2 weeks ago
A stunning property, completely private and quiet. Large outdoor heated pool was well maintained with perfect outdoor eating and sitting areas. We ate out on the terrace every night. Luc recommended the closest Osteria which we all loved, and also recommended the spot to see those iconic views of Tuscany with the avenues of cypress trees. All 6 of us had joyful experience. Highly recommended.

Villa rentals with a pool

Guest favourite
Villa in Castiglion Fiorentino
4.98 out of 5 average rating, 66 reviews

Tuscany Villa Mammi

SebastianRating, 5 stars1 week ago
Absolutely brilliant place. Very charming, spacious and calm. Beautiful view, pool, and outdoor area. Simone is very kind and highly responsive. We stayed here 6 adults and had a wonderful time. Highly recommended for both friends and families.
Guest favourite
Villa in Buonconvento
4.95 out of 5 average rating, 57 reviews

Bellagatta, an Enchanting spot in Val d'Orcia

MartinRating, 5 stars8 months ago
We had an amazing four weeks staying at Bellagatta, using it as a base to explore Tuscany & surrounds, and it met all our expectations and more. Bellagatta is a positioned on a hilltop with stunning 360 degree panoramic views, more beautiful than the photos. The annexe that we stayed in was exceptionally clean and comfortable and well fitted out. Air con was useful on the first few days of our stay which were very hot. The property is well situated, 10 minute drive into Buonconvento (not quite an easy return walk up the hill!) which was convenient for restaurants & shopping. Gaetano was a most delightful host, very welcoming, & always taking interest in which towns we were travelling to and providing useful tips for our visits. His property manager, Susil, was also readily available and looked after us with anything we needed , even providing fresh eggs, vegetables & olive oil from the property. Highly recommended!
Guest favourite
Villa in Pozzuolo
4.91 out of 5 average rating, 43 reviews

Fabulous Farmhouse with Pool & 360 Panoramic View

Kaidy FendyRating, 5 stars3 weeks ago
Caroline's villa was absolutely stunning. We visited as a family of 8 adults and it was even more beautiful in person. It's completely private with amazing views all around. It's also in a great location to visit other picturesque villages nearby with a car. The pool was a great addition to combat the Tuscan heat. As this is in the countryside, be aware that there will be insects and wildlife. We came across a snake and a scorpion, but that's not an issue with the house, but rather the natural environment. The property manager Bianca greeted us upon arrival. She was super friendly and helpful with tips. And Caroline left us super detailed recommendations for restaurants, itineraries, and wineries. She was always available and friendly. We had an amazing time and would definitely visit again!
Guest favourite
Villa in Gambassi Terme
4.96 out of 5 average rating, 54 reviews

Villa Via Francigena

BettyRating, 5 stars1 week ago
Beautiful surroundings, peaceful, beautiful pool! Extremely well-appointed kitchen. Hosts responded immediately if we had any questions.
Superhost
Villa in Capannori
4.96 out of 5 average rating, 26 reviews

Luxury Tuscany Villa on the hill with private pool

SandraRating, 5 stars3 days ago
We were very satisfied with our vacation home from Stefania. Great, spacious, secluded garden with many olive trees. Pergola with seating area invites you to linger. The cleanliness of the place was also extremely good. The beds or mattresses were very comfortable and the bedrooms nicely furnished. Stefania provided us with many tips and recommendations. She also booked a table for us twice at the nearby Osteria di Valgiano. Great food at a reasonable price with a great view of Lucca. Stefania responded quickly and kindly to questions. We would have liked to stay longer and will definitely come back!
Top Guest favourite
Villa in Volterra
5 out of 5 average rating, 24 reviews

Romantic Villa with private pool - "Il Pollaio"

ErinRating, 5 stars4 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 favourite
Villa in Toscana
4.88 out of 5 average rating, 60 reviews

Chianti Villa at Mulino del Cerchiaio

MathildeRating, 5 stars8 months ago
Thank you!! We enjoyed our vacation with 9 friends! A little humid because of the weather, but the place is ideal in summer and comforting by the fire when the good weather is not present!
Top Guest favourite
Villa in Ortignano Raggiolo
4.94 out of 5 average rating, 71 reviews

Private Villa with swimming pool in Tuscany

CarrieRating, 5 stars1 month 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