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Villa holiday rentals in Montebeni

Find and book unique villas on Airbnb

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Popular amenities for Montebeni villa rentals

Private villa rentals

Guest favourite
Villa in Gambassi Terme
4.98 out of 5 average rating, 51 reviews

Villa Via Francigena

AnnaRating, 5 stars1 day 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 favourite
Villa in Greve in Chianti
4.9 out of 5 average rating, 21 reviews

Il Castellaccio Villa

TomRating, 5 stars8 months ago
Leonardo was a great host, very friendly, responsive and helpful. We really enjoyed our stay, it’s a beautiful villa and garden kept very clean. You need to drive 15-20 minutes to anything local so you need a car but the scenery is wonderful and we would highly recommend.
Superhost
Villa in Bottai
4.91 out of 5 average rating, 22 reviews

Villa up the Certosa hill of FLR

PattyRating, 5 stars8 months ago
The Villa was a perfect 10. We were there for 6 weeks. We communicated with Alessandro before we arrived. He answered our many questions quickly. When we arrived at the villa, his brother, Enrico, was in charge of the villa. He met every one of our needs immediately! If we needed clean towels, a lighter for the grill, TV instructions (We always need them when we are in another country.), and many other little things, he would take care of our needs. A third brother, Marco, has a 9 passenger van. We hired him for 3 of the 6 weeks to take us all over Tuscany. Family and friends came at different times, and Marco was amazing. He was always on time and took us anywhere we wanted to go. The villa is very large so even with 8 people visiting, we weren’t in each other’s way. The kitchen had everything we needed, and the dining room was large and beautiful! The pool was just what we needed after a hot day of sightseeing. I highly recommend this villa ! It was our home away from home!
Superhost
Villa in Tavarnelle Val di Pesa
4.73 out of 5 average rating, 15 reviews

Villa Badia near Chianti Classico Wine Production

SelinaRating, 5 stars45 months ago
The Villa is huge and awesome. Everything was perfect and the host was very kind! We woul recommend it to 100%!:)
Top Guest favourite
Villa in Rignano sull'Arno
5 out of 5 average rating, 11 reviews

villa "La Fonticina"

Salvador EsquedaRating, 5 stars1 week ago
Our stay at this beautiful Tuscany villa was truly unforgettable. The home perfectly blends charming, traditional Tuscan character with all the modern amenities we could possibly need. From the moment we arrived, we were enchanted by the authentic details — rustic beams, stone walls, and stunning countryside views — all while enjoying updated comforts like a fully equipped kitchen, high-speed internet, and luxurious bathrooms. It was the perfect balance of old-world charm and contemporary convenience. We couldn’t have asked for a better place to experience the magic of Tuscany. Highly recommend!
Guest favourite
Villa in San Casciano Val di Pesa
4.94 out of 5 average rating, 31 reviews

VILLA PIAN DE' NOCI in Chianti, Italy

PaigeRating, 5 stars6 months ago
A beautiful location. Perfect for groups.
Guest favourite
Villa in Rignano sull'Arno
4.89 out of 5 average rating, 55 reviews

VILLA with Pool - 3 Bedrooms (each with bathroom)

RaffaeleRating, 5 stars1 month ago
Beautiful weekend at the property. Spacious and comfortable rooms, an excellent solution for a period of relaxation and as a base for visiting Florence and its surroundings.
Superhost
Villa in Terranuova Bracciolini
4.8 out of 5 average rating, 5 reviews

Casa al Fiume - Villa with exclusive pool

MarcRating, 5 stars104 months ago
We thoroughly enjoyed our stay and highly recommend. Barbara was gracious and great to work with. The house was charming and just as great as it looks on the listing. The property and grounds are amazing. The town nearby was fun to visit with everything you need and lots to see. You are also in easy driving range of the other main Tuscany towns. Overall an excellent experience. Thank you Barbara!

Luxury villa rentals

Top Guest favourite
Villa in Modine
5 out of 5 average rating, 29 reviews

Agriturismo il Friscello, your natural pool

MarioRating, 5 starstoday
Lovely place, comfortable and well-equipped home, delightful host
Guest favourite
Villa in Centro Storico
4.8 out of 5 average rating, 20 reviews

Stalla - Villa with garden in the historic center

NegarRating, 5 stars4 months ago
We felt right at home at this place. Beautifully designed and furnished with a nice backyard. A Tuscan villa located in a quiet neighborhood right at the gate of the historic town. Responsive and nice hosts. They even offered to make restaurant reservations for us. Would love to go back one day.
Superhost
Villa in Carmignano
4.91 out of 5 average rating, 22 reviews

Gufaia-Holiday house near Florence- private pool

HazelRating, 5 stars7 months ago
Gorgeous rustic villa in the Tuscan Hills. Very useful that accommodation is across two houses and that each bedroom has its own bathroom. Pool was lovely. Kitchen had everything we needed. The only thing I would add is a sofa to slouch on for rainy nights or after walking the beautiful cities of Florence, Lucca and Pisa. Great laundry for long stay guests. Brenda was very responsive and accommodating.
Top Guest favourite
Villa in Barberino Tavarnelle
5 out of 5 average rating, 34 reviews

Valluccia 51

MichalRating, 5 stars2 weeks ago
We had a wonderful stay at this beautiful villa! Tommaso is a fantastic host – very welcoming, helpful, and attentive. He gave us great recommendations for local restaurants and was always available for anything we needed. The villa itself is stunning and perfectly located for exploring the Tuscany region. Highly recommended!
Top Guest favourite
Villa in Tavarnelle Val di Pesa
4.94 out of 5 average rating, 140 reviews

GUIDI POWER

KarenRating, 5 stars3 days ago
Wish we could live here! Everything was absolutely beautiful and Guili was the perfect hostess. She met us upon checkin and explained everything about her gorgeous home and where everything was. She even had homemade macaroons and wine for us as it was our anniversary and she made reservations at a delicious restaurant as well. Guiliana was so friendly and responsive, and the place was decorated so beautifully and the view was amazing. It really was a perfect place to stay while exploring the Tuscan countryside. We absolutely would stay here again. Highly recommend!
Top Guest favourite
Villa in Impruneta
5 out of 5 average rating, 77 reviews

Casa de' Miei - Garden Villa in Chianti, Tuscany

DejahRating, 5 stars3 weeks ago
Our stay near Impruneta was nothing short of magical. We were four adults and two teenagers, and the house was perfect for all of us — beautifully decorated, full of character, and surrounded by incredible landscaping. Natural light poured into every room, creating a warm, peaceful atmosphere that made it easy to relax and feel at home. The location was ideal for exploring Tuscany. We took an easy day trip into Florence and ventured through the surrounding countryside, always happy to return to the tranquility of the house. There’s a calm and quiet here that’s hard to put into words. You can feel the care and intention in every corner of the home. It’s more than just a place to stay — it’s a reflection of the host’s grace and warmth, and we left feeling deeply refreshed and grateful.
Superhost
Villa in Florence
5 out of 5 average rating, 4 reviews

Florence best VIEW villa FIACK

ErinRating, 5 stars1 week ago
Our time at this beautiful villa in Florence was nothing short of perfect. The space was spacious, elegant, and impeccably clean—perfect for our group. From the moment we arrived, the host made us feel incredibly welcome and went above and beyond to ensure we had everything we needed. One of the highlights was the fantastic local restaurant just five minutes away, recommended by our host—it ended up being one of the best meals we had during our entire trip! The villa was the ideal home base for exploring Florence, and coming back to such a serene and luxurious place each evening was a dream. We truly didn’t want to leave and are already hoping to return for another stay in the future. Highly, highly recommend!
Superhost
Villa in Rignano sull'Arno
5 out of 5 average rating, 4 reviews

La Colonica - Panoramic view, swimming pool and relaxation

Jan-DirkRating, 5 stars8 months ago
Our stay at Il Casellino was definitely wonderful. The communication with Lara was very smooth. Our hosts, Remus and Maria, are absolutely outstanding. They do everything to make your holiday perfect. The place is very quiet and the views are breathtaking. It can be pretty hot in Toscany and therefore the big swimmingpool gives the necessary coolness. in short: a perfect place to relax!

Villa rentals with a pool

Villa in Loro Ciuffenna
5 out of 5 average rating, 12 reviews

Belvilla by OYO Villa a Loro Ciuffenna

AlbertRating, 5 stars11 months ago
Beautiful place. Supper clean. Friendly host greeted us with a lovely platter. I highly recommend BELVILLA.
Villa in Florence
4.88 out of 5 average rating, 16 reviews

Villa Ridente – Settignano

JohannesRating, 5 stars8 months ago
Great villa. AC worked great. I would stay here again.
Guest favourite
Villa in Greve in Chianti
4.95 out of 5 average rating, 37 reviews

Villa San Martino 6-8 people

CharlieRating, 5 stars7 months ago
Beautiful property, immersed in the Tuscan country side. Plenty of walks around the area and easy access to Panzano and Greve that both have great amenities. Elisabetta was a fantastic host. Property was clean and easy to use, and communication was first class. We had a fantastic time staying here. Thanks!
Top Guest favourite
Villa in San Gimignano
4.98 out of 5 average rating, 62 reviews

Truly Tuscan villa with private pool & new hot tub

GuyRating, 5 stars2 weeks ago
This was a wonderful villa. We spent three nights there and it was lovely. Giulia is a great host - very responsive, friendly & provided us with lot’s of useful information. We will be back !!! Thanks Giulia !
Guest favourite
Villa in Casalguidi
4.83 out of 5 average rating, 82 reviews

Cosy farmhouse appartment on 18th century estate

GeorgRating, 5 stars2 weeks ago
Paolo's house is very sweetly cut and decorated. We felt right at home and spent a very nice week there. Paolo gave us a very warm welcome and said goodbye and otherwise we had our peace and privacy even though we lived far together on the beautiful grounds. We would definitely book again. Kind regards, Rebecca and Georg
Guest favourite
Villa in Montevarchi
5 out of 5 average rating, 13 reviews

Tuscan villa with private pool and stunning views

BarbaraRating, 5 stars8 months ago
We had a wonderful week at Sergio's family's villa. Massimo met us with Sergio on our arrival and showed us around the villa. The villa is located in the beautiful Tuscan countryside about 3 miles (10 minutes drive) from Montevarchi which has a great selection of supermarkets including a huge Coop with the best cheese counter we have ever seen. Sergio's family gave us a great number of recommendations from restaurants to local sights etc. One restaurant we particularly liked was Le Mura del Cassero in Montevarchi. We had a couple of trips, one to Siena by car and another to Florence by train. Both very accessible. The pool at the villa is wonderful (Massimo checked it every morning before we even surfaced) and Sergio and Massimo were the kindest hosts. They gave us a huge fruit bowl, prosecco, beers, pastries, home produced olive oil and their own delicious wine...truly lovely generous people. We would definitely recommend this villa to others!
Villa in Pelago
4.86 out of 5 average rating, 28 reviews

Belvilla by Oyo Aia in Pelago

ChloëRating, 5 stars7 months ago
A cosy Airbnb with a fantastic view! 100% worth it! Thank you for our great stay.
Top Guest favourite
Villa in Certaldo
4.89 out of 5 average rating, 144 reviews

Tuscan farmhouse with private pool and views

DorothyRating, 5 stars6 months ago
Fantastic accommodation with lovely views of the countryside. Especially loved the fire place and large spacious kitchen. Charley and Ann were very gracious hosts and I would have no problem recommending this accommodation to anyone who wants to visit Tuscany. The accommodation was within 30 mins of most tourist towns and trains which made it excellent for day trips.

Destinations to explore