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Villa vacation rentals in Montespertoli

Find and book unique villas on Airbnb

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Popular amenities for Montespertoli villa rentals

Private villa rentals

Superhost
Villa in Poppi
4.8 out of 5 average rating, 5 reviews

Villa for 22 people w/private pool

Marie-ClaireRating, 5 stars7 months ago
This little hamlet was ideal for a group of several families wanting a Tuscan holiday. Christina was a very responsive host, always available for help and suggestions. One down side was the distance from many of the Tuscan attractions such as Florence and Sienna. The hamlet is reasonably remote so is ideal for those who want a secluded holiday rather than those who want to see the sights of Tuscany.
Superhost
Villa in Fornaci
5 out of 5 average rating, 15 reviews

Villa with pool,tennis court,village walk distance

EmelineRating, 5 stars8 months ago
Superb spacious and well-located villa with a great view! Awesome pool and tennis class Big tables for eating out There are enough sunbeds for everyone We had a lovely time at this beautiful villa It is just missing a large oven (there is a mini oven that troubleshoot well) and be careful the washing machine is in a residence next door and for a fee (€4 laundry detergent)
Superhost
Villa in Florence
4.88 out of 5 average rating, 16 reviews

Villa La Cingallegra

MiltonRating, 5 stars6 months ago
Fantastic all around experience. Thank you Elio and team 🙏🙏
Superhost
Villa in Marlia
4.87 out of 5 average rating, 23 reviews

Charming Villa -private swimming pool -16 people.

LauraRating, 5 stars8 months ago
Beautiful house in a stunning location. Pool was great. Perfect for a large family. Owners were very helpful and available when needed. Rooms were hot overnight but this is expected in peak summer in Italy.
Guest favorite
Villa in Pian di SCO
5 out of 5 average rating, 26 reviews

Villa il Palagio in the Tuscan countryside

LizRating, 5 stars7 months ago
Stunning home in the middle of a lovely vineyard (Probably one of the best homes on AirBnB). It's even more beautiful in person - full of art, thoughtful design/luxury finishes, and Tuscan charm. Highly reccomend!!
Superhost
Villa in Montepulciano
5 out of 5 average rating, 3 reviews

Terra Antica Suites & Villas - Villa Vino - Private Jacuzzi

HeatherRating, 5 stars4 months ago
Our stay at Terra Antica was a dream. The location is perfect and the property and villa are exceptional. We were close enough to town to get to restaurants and shopping and then come back for some quiet relaxing time. There are numerous wineries to visit in the area. Day trips to other local towns are easy to do as well. The private jacuzzi was an extra bonus & we used it several times during our stay. We will be back again!
Superhost
Villa in Provincia di Arezzo
4.91 out of 5 average rating, 43 reviews

Villa near Florence: Pool, AC, Vast natural garden

JackRating, 5 stars8 months ago
Stunning villa in a beautiful setting. Francesco gave excellent directions & the peace & tranquility out in the Tuscan countryside was wonderful. Francesco was exceptionally responsive & gave great local advice. We loved the little towns nearby and can’t wait to return soon. Highly recommended. Jack.
Guest favorite
Villa in Gaiole in Chianti
5 out of 5 average rating, 9 reviews

Casa Faraona, villa with private pool

VaughanRating, 5 stars6 months ago
A beautiful property in a stunning location with great views. The property was easy to find using Waze. Once inside everything was clean and all rooms were luxurious and clean.

Luxury villa rentals

Guest favorite
Villa in Palaia
5 out of 5 average rating, 9 reviews

Villa La Gemma

DeryaRating, 5 stars7 months ago
The stay was wonderful! The villa was amazing, the views, the furniture, the rooms and the pool. We were so happy to be there. The rooms were new and clean. Every detail was taken care of. Christina was incredibly helpful and always available. Without her, we'd be lost. Unfortunately, we often had private problems and every time she helped us and brought us solutions. For me and my friends, this stay was unforgettable!
Top guest favorite
Villa in Rignano sull'Arno
5 out of 5 average rating, 9 reviews

villa "La Fonticina"

Maria ElenaRating, 5 stars1 week ago
This house is a jewel and I feel so lucky Cesare shared it with us. Highly recommend to anyone looking for a comfortable and beautiful place!
Top guest favorite
Villa in San Miniato
4.88 out of 5 average rating, 40 reviews

Historic home with exclusive pool

AylaRating, 5 stars9 months ago
We (7 girlfriends) enjoyed the stay in the villa very much! The house, especially the front yard and pool, are wonderful. Maria is great! She has sent us a lot of tips about the area (also the necessary things, such as shopping). In addition, we were surprised with a very fine cake and if you needed anything, there was a very quick response. The villa is well equipped and the surroundings beautiful. Parking has enough. Only the potholes and the access to the villa are a bit challenging - but doable!
Superhost
Villa in Lucca
4.75 out of 5 average rating, 64 reviews

VILLA BIANCA AC BIG POOL WIFI

JessicaRating, 5 stars2 months ago
The villa is gorgeous scenic experience with views of the Tuscan hills. We came in Winter so we couldn’t use the lovely pool but enjoyed a wine tasting just up the street at Tenuta Maria Teresa. The rooms were comfortable, spacious, and we loved congregating in the living room to play games. We cooked meals in the kitchen and had what we needed. It was very private and tranquil location 12 minutes from Lucca. The hosts were friendly, communicative, and worked with us easily on check in and out times even letting us arrive early. It is typical in Italy to pay for heat consumption, came out to 226 euro for three days even when turning it low when gone for the day so just something to keep in mind as it is a large villa. Overall, a lovely experience and highly recommend the location. We’d come back.
Superhost
Villa in Fiesole
4.86 out of 5 average rating, 22 reviews

Villa Lualdi

SallyRating, 5 stars7 months ago
Had a lovely week at the villa. Amazing place and beautiful views! Florence a short drive away, but we also enjoyed walking about 35 minutes to Fiesole for restaurants and views.
Guest favorite
Villa in Murlo
5 out of 5 average rating, 13 reviews

Pompana Rustic Charm Casale

OronRating, 5 stars2 weeks ago
One of the best places we have been at! so quite and relaxing. the house is so beautiful 😍 🤩
Superhost
Villa in Torrita di Siena
5 out of 5 average rating, 4 reviews

Villa Scianellone

NickRating, 5 stars35 months ago
We had an excellent time staying at this family home with an amazing view of Torrita di Siena. Great access to many popular hill towns (Cortona, Montepulciano, Pienza, Montalcino, etc). The house and property are beautiful, very private and populated with song birds and olive trees. The hosts are charming and very welcoming. They provided us with all the recommendations we needed and were readily available whenever we wanted to communicate with them. The house is well appointed and has multiple ways to cook from gas range to pizza oven and wood fired grill. I really liked using the giant pinecones as fire starter. We would definitely return and hope to. Such a precious slice of paradise.
Superhost
Villa in Valdottavo
4.86 out of 5 average rating, 28 reviews

[POOL] - Beautiful Villa in Tuscany Countryside

CasparRating, 5 stars9 months ago
Very nice place with everything you need for a successful vacation. The kitchen and especially outdoor kitchen were well equipped to easily cook nice dinners for a bigger group. The pool was very nice. The house was clean and the bathrooms looked completely renovated. The best part was the hospitality of the owners. Very welcoming people that know the answer to all your questions about the area. Would recommend!

Villa rentals with a pool

Top guest favorite
Villa in Montecucco
4.9 out of 5 average rating, 39 reviews

Villa Angiolina

ErinRating, 5 stars6 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!!!!
Guest favorite
Villa in Rosignano Marittimo
4.92 out of 5 average rating, 25 reviews

Villa Castiglioncello - access to the private sea

JürgRating, 5 stars7 months ago
House, location: right by the sea, fantastic views, spectacular sunsets, large house with special architecture offers plenty of space and privacy, ideal for a large family. Various garden terrace areas. Everything very well maintained and well equipped. Camilla is a very warm and competent host. We will be happy to come back!
Guest favorite
Villa in Montepulciano
4.91 out of 5 average rating, 122 reviews

Villa in Montepulciano with a Pool

LindaRating, 5 stars1 week ago
We had a wonderful time in Tuscany! We were able to make use of the pool on the first day with our two boys, 7 and 4. We visited Pienza, Montepulciano and Montelccino. We also purchased two of the wines from the estate. Alex made everything very easy and was a great host!
Superhost
Villa in Petrognano
4.86 out of 5 average rating, 7 reviews

Villa Iris with Swimming Pool

KateRating, 5 stars7 months ago
I have so much positive to say about this place! Despite what some reviews mention about the drive, it's absolutely worth it. There's a small restaurant just 2-3 minutes away, easy access to the city, and you're only about an hour from Pisa and some beaches. The house was perfect—everything well thought out and worth every penny. The pool was amazing, and the host was very responsive. If you're visiting in autumn or spring, bring warm clothes for the chilly evenings. We were sad to leave, and I can't wait to come back to this dreamy property!
Guest favorite
Villa in Camaiore
4.85 out of 5 average rating, 27 reviews

Villa "I Nespoli" with above-ground pool

MarcoRating, 5 stars8 months ago
We had a wonderful week at Vincenzo's house. We were 2 families with children (5 total). The spaces in the house were perfect to accommodate everyone. The location, a 15-minute drive from the beaches of Lido di Camaiore and 35 minutes from beautiful Lucca, turned out to be perfect. Away from the chaos, surrounded by greenery and tranquility. Vincenzo is also a super host! Friendly and helpful. Absolutely recommended.
Superhost
Villa in Camaiore
4.85 out of 5 average rating, 27 reviews

Piccola Casa with pool

FaranakRating, 5 stars8 months ago
Amazing place to chill out and enjoy the nature. The pool was amazing and the house was very clean. We had an excellent time there, Thank you Anto❤️
Guest favorite
Villa in Colle di Val d'Elsa
4.95 out of 5 average rating, 21 reviews

Villa L 'elsa

MarcelaRating, 5 stars1 week ago
The house is amazing and the exterior is beautiful
Top guest favorite
Villa in Montaione
4.95 out of 5 average rating, 22 reviews

Private Villa with semi-Olympic pool and Tennis

SuzanneRating, 5 stars6 months ago
Francesca’s home was beautiful and in a breathtaking, peaceful location. There is a short, beautiful walk with Mountain View’s and olive groves to an incredible pool and pool house. She was incredibly helpful in helping us not only access the home, but also in providing us local recommendations. The meal that Ettore prepared for us was one of the highlights of our trip.

Destinations to explore