Villa vacation rentals in Reggello

Find and book unique villas on Airbnb

Top-rated villa rentals in Reggello

Guests agree: these villas are highly rated for location, cleanliness, and more.

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Superhost

Villa in Siena

4.8 out of 5 average rating, 266 reviews

XIII Century Tower with Private Panoramic Pool

Ancient country tower property with 5 airconditioned bedrooms for up to 10 guests at the heart of the peaceful Montechiaro organic wine estate. From your private pool, soak in the Tuscan sun and enjoy unforgettable views of the Chianti rolling hills and the medieval towers of Siena. The property also boasts access to the endless olive grove, a large patio area for outside dining in the shade, ping pong table for fun family matches, WIFI & free parking. Silence and time are the real luxury here.

Top guest favorite

Villa in San Leolino

5 out of 5 average rating, 105 reviews

Poggio del Fattore-Villa with pool, hilltop, Chianti

Poggio del Fattore is situated at the eastern edge of the Chianti region in Valdambra, a green valley that joins the lands of Florence, Siena and Arezzo. The farmstead is on the top of an hill and lies at the end of a long private road through a large olive growing estate; therefore you absolutely need a car. The breathtaking landscapes and the location of the villa offer the privacy needed for a peaceful and relaxing holiday and a perfect departure point from which to explore central Tuscany.

Superhost

Villa in Monsummano Terme

4.82 out of 5 average rating, 51 reviews

Florence & Tuscany. Pool, jacuzzi, parking & relax

Charming 15th century Tuscan Villa, 5bdr, restored respecting local traditions, fenced and furnished with international taste. A 360° view and exclusive comfort. Strategic position -in the heart of Tuscany- 10 minutes from Thermal Spa "Grotta Giusti" and from the motorway, to easily reach Florence, Lucca, Pisa, Siena, beaches & Cinque Terre. Surprising, 30 steps away: you can discover a restaurant of excellence, for unforgettable dinners. We are absolutely certain: it will not disappoint you!

Top guest favorite

Villa in Cortona

5 out of 5 average rating, 71 reviews

Stunning Tuscan Villa & Panoramic Infinity Pool

Stunning Tuscan hilltop Villa, with infinity edge swimming pool, has sweeping 180° panoramic views to Cortona, Lake Trasimeno and the entire Val Di Chiana. The perfect family retreat within ancient sun-drenched olive groves. 5 Double bedrooms; 4 bathrooms; new fully integrated kitchen & dining living space; living room with fireplace; TV snug; stone BBQ & outdoor kitchen within dining terraces and gardens; covered breakfast porch; parking; private infinity pool with sunset views.

Superhost

Villa in Castelnuovo Berardenga

4.72 out of 5 average rating, 32 reviews

Private Villa: Panoramic Pools and Wellness

la Villa è immersa tra le vigne e gli olivi: Siamo nel cuore del chianti storico ma in posizione strategica per raggiungere Siena , Firenze e San Gimignano. Ideale per riunioni familiari, piccole cerimonie, pizza party nel forno a legna o rilassarsi nella spaziosa piscina con splendida vista.Sempre ad uso esclusivo degli ospiti una suggestiva Spa all'interno di una loggia panoramica, direttamente collegata con la casa, con bagno turco, sauna, Jacuzzi e sala massaggi.

Top guest favorite

Villa in San Casciano

4.97 out of 5 average rating, 107 reviews

Luxury Villa in the very heart of Chianti

The views, the views, oh my word the VIEWS! Originating in the early 12th century this spectacular home once served as the bakery for the entire village. Now fully renovated, the entrance and ground level have been opened with glass arches allowing natural light to illuminate the exposed walls, 4 large bedrooms, 3 with ensuite baths ( including a jacuzzi ). Only Minutes away from the famous Wineries of Chianti, this is THE Spot for a glass amongst friends.

Superhost

Villa in Radicondoli

4.94 out of 5 average rating, 18 reviews

A Romantic Villa in the heart of Tuscany

The old country villa is the ideal location for an unforgettable vacation, suitable for families and small groups: where you can rest and enjoy the fresh and spacious interiors, the shade of the loggia and the scent of the aromatic herbs in the wide garden. Where you may work, read, write and relax in a peaceful atmosphere, visit the nearby artistic cities, take quiet walks or a gourmet tour through the many trattorias of the area.

Superhost

Villa in Montescudaio

4.8 out of 5 average rating, 10 reviews

PRIVATE VILLA BERTI TUSCANY FOREVER Montescudaio

Villa Berti TUSCANY FOREVER. This is standalone, new villa with private swimming pool and 3 bedrooms and 2 bathrooms. WE KNOW WHERE HAPPY KIDS ARE ! TUSCANY FOREVER featuring unique family friendly properties. Berti is located 2km from the center of Montescudaio town with magnificent views. Etruscan coast , the sea is about 10km away. If you’re facing an issue that requires a personal touch, please contact us.

Top guest favorite

Villa in Orentano

4.96 out of 5 average rating, 100 reviews

Charming Villa in Stone in Tuscany, Borgo ai Lecci

The location, easily accessible, is perfect for visiting the main attractions in Tuscany: the cities of art, the old villages, beautiful landscapes and many other points of interest in this amazing region. Or relax and feel like you are at home. This charming well-maintained Villa in Stone is part of a complex of three buildings used for higher-level holiday homes.

Guest favorite

Villa in Figline e Incisa Valdarno

5 out of 5 average rating, 26 reviews

Villa Siveri - private swimming pool - air con

Affascinante e lussuosa villa con piscina privata. Grandissima villa con cucina, sala da pranzo, sala con caminetto, 2 camere matrimoniali, 1 camera singola , 1 camera con letto alla francese, 1 divano letto matrimoniale nel soggiorno al primo piano (tra le due camere), 2 bagni di cui uno con vasca idromassaggio e uno con doccia.

Superhost

Villa in Montopoli

4.81 out of 5 average rating, 53 reviews

Villa Belvedere beautiful view surrounded by greenery

My place is close to art and culture, great views, family-friendly activities, restaurants and the beach. You'll love my place because of its atmosphere, outdoor spaces, and light. My accommodation is suitable for couples, solo adventurers, business travellers, families (with children) and furry friends (pets).

Superhost

Villa in Asciano

5 out of 5 average rating, 4 reviews

Villa Le Liscaie [Sienese Crete]

Private Villa in the Crete Senesi - Stunning swimming pool surrounded by olive grow - 4 bedrooms: one master bedroom, one room with two single beds, one with a single bed and another room with a comfortable double sofa bed - large outdoor space and private forest - 5 minutes from the highway

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What guests are saying

Charming property, wi-fi, weddings ,cooking class

4.96 out of 5 average rating, 23 reviews10 months ago

Our wedding at Villa Cini was truly magical. The venue’s blend of natural beauty and elegance provided the perfect backdrop for our stay during the week and our special day. The gardens and stunning views created a fairy tale atmosphere and allowed to us have both an Indian wedding and an Italian Civil one. The arches ballroom, offered a romantic and inviting ambiance. We are incredibly grateful to have a chosen a place which has passed down for generations and has such a heartfelt attention to detail. If you're looking for a dream wedding venue and a beautiful place to stay then look no further than Villa Cini.

Villa in Bucine

What guests are saying

Luxury 7 Bedrooms Villa with Pool, Spa and Limitle

5 out of 5 average rating, 11 reviews3 weeks ago

We stayed at Asti Villa for a special family event for 7 nights. The home was perfection. We had 13 staying and each person loved every part of the home. We had space to sit and talk but also if we need down time there was relaxing areas for quiet time. The spa room was amazing. The owner and property manager were super responsive helping when we needed assistance. The home was equipped so that we wanted for nothing, just bought in food and enjoyed the surrounding. The views from the villa across Tuscany are spectacular. We all want to return. Thank you for a wonderful stay.

Villa in Capannori

What guests are saying

Elegant Chianti Villa w/ Stunning Views + Starlink

4.89 out of 5 average rating, 9 reviews6 months ago

What a great place. Very quiet and beautiful views. We had a great time. We loved the serenity of the place. You do not hear anything but your own breathing😊. I can definitely recommend this house. You reach the house of road but that has its charme too!

Villa in Castelnuovo Berardenga

What guests are saying

Villa Angiolina

4.9 out of 5 average rating, 39 reviews6 months ago

Villa Angiolina is truly beautiful!!! The view is incredible and everything was spotless and beautifully decorated. Our host was lovely and gracious and responded very quickly to all communications. She even arranged for an amazing pizza party with a private chef that was just one or the memorable moments from our time at the Villa. If this Villa is available…just book it!!! You will be glad that you did!!!!

Villa in Montecucco

What guests are saying

Exclusive Villa with Private Pool and Air Cond.

4.82 out of 5 average rating, 17 reviews10 months ago

Our stay at Villa Chiara was nothing short of delightful. Nestled in the hills it offered a picturesque view of the Tuscan countryside. The villa itself was spacious and well maintained. It felt like home away from home. The pool and back patio are surrounded by lovely flowers, herbs and olive trees. Offering a spectacular view of the evening sunsets. The location was perfect to take short day trips to Siena, Florence and Montepulciano. Highly recommend for a serene, peaceful and relaxing getaway.

Villa in Pergine Valdarno

What guests are saying

entire private accommodation

5 out of 5 average rating, 15 reviews7 months ago

Villa Bellavista is a true gem in the heart of Chianti Classico. Its location, overlooking the beautiful "Conca d'oro" valley, offers stunning views and unforgettable sunsets. Surrounded by olive trees and vineyards, the villa provides complete privacy and peace. The spacious interior, with a large kitchen, comfortable bedrooms, and a fully equipped bathroom, ensures a relaxing stay. The host was very helpful and always available. He provided a secure space to store our bikes, which was very convenient. The outdoor area, with a pool and relaxation space, is perfect for enjoying the Tuscan sun. The property is well-secured, making it ideal for guests with pets. The walk to Panzano in Chianti takes just a few minutes. Overall, this place is a perfect getaway with breathtaking scenery and a welcoming atmosphere. Highly recommended!

Villa in Panzano

What guests are saying

Villa Lux Poggelleri with a unique view of the Casentino

5 out of 5 average rating, 13 reviews6 months ago

Wonderful villa on a fantastic place with a tremendous view on the valley op Poppi. Clean rooms , excellent beds . Very large garden with 360 degrees view all over the region. Fantastic swimming pool . Very friendly and cooperative hosts . Rating : 10 ⭐️⭐️⭐️⭐️⭐️

Villa in Poppi

What guests are saying

STUNNING 5BR VILLA WITH POOL IN CHIANTI TUSCANY

4.78 out of 5 average rating, 23 reviews6 months ago

A perfect Tuscany stay☀️☀️ Upon arrival, Giovanni was waiting for us with a big smile. He showed us around and gave us the info we needed to use the facilities. He was very helpful, and assisted us with driving us to the grocery store and back to the house the night we arrived. The house was super cosy, and had everything we needed for the stay. Well furnished, lot of kitchen utensils, and In the other house - there were a washing machine and a tumble dryer. The housemaid brought us fresh clean towels after 2 nights. Everything was really nice. Enjoyed our stay to the maximum. It’s a 15 minute walk down to Grece centrum, so no problem to buy groceries and walk back up if you are a group. The pool was nice, and the bedrooms were cosy. We would definitely go back to this place again. Thanks for the wonderful stay!!!

Villa in Greve in Chianti

What guests are saying

Villa La Poggerina, private pool and amazing view

4.97 out of 5 average rating, 37 reviews7 months ago

A rare circumstance where both property and hosts exceeded our expectations. The house is spacious with lovely views and a patio and pool for exclusive use by guests. It is well stocked and appointed, including a pool table and multi-game arcade machine. Much appears recently renovated. For those wanting to cook traditional wood-fired pizzas, there are two outdoor ovens, plenty of wood, and a host at the ready to provide assistance as needed. Emanuele and his wife are excellent hosts - gracious and welcoming yet non-intrusive. They had a fantastic charcuterie board and wine ready on our arrival and helped us with guidance and reservations multiple times throughout the week. They live in the house next door, but you wouldn't know it. All in all, one of our best AirBnB experiences in nearly a decade of stays - very highly recommended!

Villa in La Poggerina

What guests are saying

Luxury villa in Tuscany Panzano in Chianti

4.92 out of 5 average rating, 25 reviews3 weeks ago

This Airbnb was a dream—beautiful, serene, and surrounded by stunning countryside views. The house itself was charming and comfortable, offering total relaxation while still being just a short drive from town for incredible food and wine. A perfect balance of tranquility and adventure!

Villa in Greve in Chianti

What guests are saying

Villa Il Leccio

5 out of 5 average rating, 15 reviews7 months ago

We had a lovely stay at Leonardos villa in the hills of the Tuscany. The place has different villas that are within walking distance of each other but with enough distance so that privacy is kept. The villa is very rustic and old, which creates the Italian charm, but of course ants also find their way into the house which you need to be aware of. We were not disturbed by that and loved the country- style feeling of the place!

Villa in Capannori