
Villa vacation rentals in Monteriggioni
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Top-rated villa rentals in Monteriggioni
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Popular amenities for Monteriggioni villa rentals
Private villa rentals

Charming property, wi-fi, weddings ,cooking class
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.

Tuscany 2 Villas sleeps 12 private heated pool
In reality villas present themselves a lot prettier than in photos on website. The area and surroundings are beautiful, calm and quite. Place is perfect as exit basis for exploring and sightseeing Tuscany. Rooms and beds are adequately big and clean. Kitchen and utensils are in sufficient quantity. Pool is clean, water warm. There’s no need for a battle for lawn chairs. Jacopo is very helpfull, communicative, serves his help everyday. The place is worthy of recommendation. We spent our holiday time comfortably in quaint area. All the best!

Villa La Cingallegra
Fantastic all around experience. Thank you Elio and team 🙏🙏

Exclusive Villa with Private Pool and Air Cond.
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.

Charming Villa -private swimming pool -16 people.
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.

Terra Antica Suites & Villas - Villa Vino - Private Jacuzzi
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!

Villa "La Civetta" with swimming pool, sauna and jacuzzi
Lovely modern home in a beautiful, quiet town in southern Tuscany. We had a wonderful 8 days there with our 6 year old son.

Villa near Florence: Pool, AC, Vast natural garden
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.
Luxury villa rentals

Villa for 22 people w/private pool
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.

Tuscan Villa
Five friends made to feel very welcome to this beautiful spacious villa with a lovely pool set amongst olive groves. The scenery that surrounded us was beautiful. Invited to Mark's villa who shared his knowledge and history of the olive groves which was very interesting and the hospitality received was first class (vino and yummy bruschetta's). This was the perfect place to stay and would highly recommend.

The House of the Sole del Sodo
We chose Il Sole del Sodo because it had 6 en-suite rooms, a pool, was close to a town and a train station and had a well- regarded host who could provide extras like breakfast, dinners, cooking classes and olive oil tastings e.g. Claudia! While rustic, the villa’s charm and peaceful spaces draw you right in and Claudia’s hospitality is unsurpassed. The villa fronts to the road to Cortona and backs to a field of sunflowers. Our family and friends dined on the private patio and found a back way to walk up to Cortona for exercise. A unique and wonderful experience!

Villa with pool in chianti Rufina area 13 sleeps
The house was amazing, perfect fit for our group of 10 people. The main house as well as the additional apartment were very clean, well equipped with everything you need and the highlight was the pool and jacuzzi. Great place to calm down and have private space with some friends or a big family. The check-in was easy and the lady was very friendly, had some suggestions for our stay and is professional. The property was clean, cute tuscany decorations of the rooms and all in all it felt like home.

villa "La Fonticina"
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!

VILLA BIANCA AC BIG POOL WIFI
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.

Villa Scianellone
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.

[POOL] - Beautiful Villa in Tuscany Countryside
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

Villa La Gemma
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!

Villa Angiolina
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 Castiglioncello - access to the private sea
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!

Villa in Montepulciano with a Pool
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!

Villa Iris with Swimming Pool
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!

Villa La Poggerina, private pool and amazing view
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 l'elsa beautiful country home with view - vi
The house is amazing and the exterior is beautiful

Private Villa with semi-Olympic pool and Tennis
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.
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mugello Circuit
- Basilica of Santa Maria Novella
- Fortezza da Basso
- Uffizi Gallery
- Spiaggia Libera
- CavallinoMatto
- Spiaggia Verruca
- Piazzale Michelangelo
- Parco delle Cascine
- Piazza della Repubblica
- Stadio Artemio Franchi
- Marina di Grosseto beach
- Mercato Centrale
- The Boboli Gardens
- Pitti Palace
- Kite Beach Fiumara
- Teatro Tuscanyhall
- Teatro Verdi
- Palazzo Vecchio