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Villa holiday rentals in Maremmana

Find and book unique villas on Airbnb

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Popular amenities for villa rentals in Maremmana

Private villa rentals

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 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 Gaiole in Chianti
5 out of 5 average rating, 6 reviews

Casanova of Bricciano

PeterRating, 5 stars3 weeks ago
What a fabulous setting and location. Perfect to explore the Chianti region and beyond. It’s roomy, everything you need is there, beautiful pool and a view to cherish. Dining on the terrace is a wonderful experience and with a vinyard with lovely wines available right next door what more do you need from a Tuscan holiday. All hosted perfectly by Fabio and Andrea. Very highly recommended.
Top guest favourite
Villa in Loro Ciuffenna
4.98 out of 5 average rating, 52 reviews

The Lazy Oak

KathleenRating, 5 stars1 day ago
We (2 couples) had a wonderful time at the Lazy Oak Villa. The booklet in the house had great recommendations for dinner in Loro Ciuffenna. We did wine tastings at 2 family vineyards located very close to the villa- Morandi Organic Winery with Denis and Società Agricola Caspriano with Simona. Highly recommend both. One of our couples was celebrating an anniversary and Mario arranged for a chef to come to the villa and prepare a traditional Tuscan meal. It was beyond words! The pool was pristine and such a great bonus with the summer heat.
Guest favourite
Villa in San Casciano dei Bagni
4.98 out of 5 average rating, 64 reviews

Luxury Tuscan countryside villa with pool/WiFi/AC

Devon And DavisRating, 5 stars1 week ago
I cannot say enough about our trip to Martino’s villa. What a lovely villa in the cute town of San Casciano dei Bagni. We had a great family vacation, enjoying some of the smaller towns and a visit to Montepulciano . We enjoyed Eleanor’s cooking for us two nights- what an amazing chef! Martino was very responsive and helpful when we needed something. I hope we can return one day!
Guest favourite
Villa in Buonconvento
5 out of 5 average rating, 12 reviews

Beautiful tuscan country house

AlexRating, 5 stars5 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.
Top guest favourite
Villa in Sinalunga
5 out of 5 average rating, 45 reviews

The twigs

JeffreyRating, 5 stars2 weeks ago
Pictures don’t do it justice, prettier in person. Very relaxing get away after spending a few days in Florence.
Top guest favourite
Villa in Certaldo
4.89 out of 5 average rating, 148 reviews

Tuscan farmhouse with private pool and views

MelissaRating, 5 stars1 week ago
Incredible! We had such an amazing time staying here. Charly & Ann have done it up so beautifully. The views are incredible and it’s so peaceful. They went above and beyond answering any questions and recommended an amazing winery to visit! Would highly recommend a visit to this beautiful home. Thank you Charly & Ann

Luxury villa rentals

Superhost
Villa in Canalicchio
4.88 out of 5 average rating, 26 reviews

Beautiful Villa with Private Pool & Panoramic View

RazaRating, 5 stars4 months ago
Immaculate views, especially if you're looking for isolation. Gorgeous pool, plenty of room, amazing balcony, wood burning fireplaces - what more could you ask for? I spent 3 weeks here and enjoyed every minute. Was an excellent retreat space, and would love to come back again
Top guest favourite
Villa in Montepulciano
5 out of 5 average rating, 48 reviews

Terra Antica Suite & Ville - Montepulciano

JohnRating, 5 stars1 month ago
Beautiful property. Staff were amazing, responsive and friendly. Location ideal for visiting other cities by car. Exactly as pictured. Breakfast which was added on a day to day basis was spectacular. Very relaxing sitting on patio and by the pool.
Top guest favourite
Villa in Lucca
4.98 out of 5 average rating, 80 reviews

Villa Marì

SamuelRating, 5 stars2 weeks ago
We had an absolutely wonderful stay at this beautiful villa in Lucca! The property is stunning, with breathtaking views of the surrounding countryside that made every morning feel like a dream. The villa itself is spacious, clean, and tastefully decorated, striking the perfect balance between rustic charm and modern comfort. Our hosts were incredibly welcoming and attentive—they went above and beyond to make sure we had everything we needed and offered great tips for local spots to explore. It was clear they truly cared about creating a memorable experience for their guests. Most of all, the peaceful atmosphere made it the perfect place to relax and unwind. Whether enjoying a glass of wine on the terrace or simply soaking in the scenery, it was exactly the getaway we were hoping for. We can’t wait to come back!
Guest favourite
Villa in Buti
4.96 out of 5 average rating, 46 reviews

Villa sii felice

KristinRating, 5 stars1 week ago
We had an unforgettable stay at this villa for our bachelorette getaway! The host was incredibly responsive and made everything smooth from start to finish. The views were absolutely breathtaking — even better than in the pictures! The villa had everything we needed to set the perfect atmosphere: fully stocked kitchen with plates and glasses, plenty of towels, and thoughtful details throughout. We loved picking fresh lemons from the garden and finding peaceful spots around the property to read and relax. It’s incredibly private and serene — the perfect escape. While the drive-up can be a bit tricky at first, it quickly becomes second nature and is well worth it.This place exceeded all of our expectations. Highly, highly recommend — we'd come back in a heartbeat!
Superhost
Villa in Volterra
4.95 out of 5 average rating, 22 reviews

Podere La Casetta - 2 People - Private Pool

ShemaiahRating, 5 stars10 months ago
My husband and I stayed here to celebrate our anniversary. This was our first experience in Tuscany and it did not disappoint. The house is very private, there is only 1 house behind it however from most viewpoints you cannot see it and we never saw anyone. Volterra is a beautiful medieval place that will make you feel like you are in a movie. An hour from Pisa, drivable to many many wineries in the surrounding regions, this air bnb is a perfect place to stay and we hope to return again.
Top guest favourite
Villa in Monticchiello
4.98 out of 5 average rating, 154 reviews

Villa unesco heritage, Jacuzzi & garden. BB Daria

MelindaRating, 5 stars1 month ago
This was true Tuscany! We enjoyed the quaintness of the village with amazing restaurants and views! Tony transported us to and from the villa! Seamless planning. Deborah arranged transportation for us to visit other villages where we enjoyed the day, people and food! Wished we had more time!!
Guest favourite
Villa in Castiglione d'Orcia
4.95 out of 5 average rating, 102 reviews

Wp Relais Villa Vignalunga

MatthewRating, 5 stars1 week ago
Family of 5 here, 3 small kids. A wonderful stay! We toured surrounding villages in the morning and came back to the pool to beat the heat in the afternoon. The private cooking class with Valentina was the absolute highlight of the trip!
Top guest favourite
Villa in Montaione
4.96 out of 5 average rating, 25 reviews

Private Villa with semi-Olympic pool and Tennis

JosephineRating, 5 stars1 month 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

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 Baco
4.85 out of 5 average rating, 87 reviews

Tuscan Villa

PatriciaRating, 5 stars2 weeks ago
Great accommodation, beautiful, peaceful surroundings and very warm hosts! We lacked nothing. We were here with 7 people for our training camp and had a fantastic time in the villa. It is really even more beautiful 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 accommodating and helpful. We immediately received an answer to every question and also a lot of helpful tips to make our stay as pleasant as possible. Zara showed us the surroundings on a short morning hike. We would never have found these places without them. We will be back for sure.
Guest favourite
Villa in Peccioli
4.92 out of 5 average rating, 12 reviews

Luxury villa with Pool, games room & Bocce court

KathleenRating, 5 stars8 months ago
My family and I -- six adults and a 9 month old -- spent two delightful weeks at Il Granaio. Before our arrival, Greg (the host) put me in touch with Ally, the property manager, who provided much useful information in advance and ensured we could find our way to the hidden gem that is Il Granaio. Once we arrived, Ally was available as needed, responsive to my queries as we settled in. We enjoyed the Villa and property immensely, using it as a base camp as we did day trips all around Tuscany and a longer visit to the Ligurian coast. The house was comfortable, attractive, and well-outfitted, with fantastic views from the second floor; the surrounding countryside was peaceful and beautiful; the pool was a perfect place to cool off and relax after being out and about; and the billiard table provided enjoyment for all! And having our own washer and dryer was incredibly convenient, especially when traveling with a baby. Wonderful memories were made for our family at Il Granaio!
Top guest favourite
Villa in Lucca
4.97 out of 5 average rating, 78 reviews

Villa Barsocchini intera

LozyRating, 5 stars3 days ago
Thankyou Brian (and family) for what was an unforgettable magical experience. The villa far surpassed all our expectations. The villa is beyond beautiful and oozes rustic charm, perfect for a large group. Rooms were clean and with beautiful views (on the top floor) to wake up to, so much so that it felt like a dream. Bathrooms were lovely and higher spec than expected for such an old building. swimming pool serves it's purpose, but it's in a gorgeous garden amongst olive groves....stunning. Brian and family were the perfect balance of keeping in touch and ensuring we had everything we needed whilst ensuring that we felt we had the place to ourselves, a perfectly ran operation. We arranged a dinner one evening in the house cooked by Brian's mother which was an amazing experience to enjoy such a wonderful setting with friends. thank you Brian! we already hope to return in future.
Top guest favourite
Villa in Montecatini Terme
5 out of 5 average rating, 40 reviews

Villa Le Panteraie - located between Florence and Pisa

TomRating, 5 stars3 weeks 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.
Superhost
Villa in Pietrasanta
5 out of 5 average rating, 4 reviews

Il Mulino di Nonna Sà (Exclusive Villa)

RaffaeleRating, 5 stars1 month ago
Always available on everything. Perfectly tidy and clean house.
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!
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!

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