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

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 with pool,tennis court,village walk distance
Superbe villa spacieuse et bien placée avec une très belle vue ! Piscine et cours de tennis génial Grandes tables pour manger dehors Il y a assez de transats pour tout le monde On a passé un très bon moment dans cette très belle villa Il manque juste un grand four (il y a un mini four qui dépanne bien) et attention la machine à laver est dans une résidence à côté et payante (4€ la lessive)

Villa La Cingallegra
Мы провели отличные каникулы с семьёй. Поблизости есть несколько ресторанов. До центра ехать примерно 25 минут на машине.

Villa il Palagio nelle campagne toscane
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!!

Terra Antica Suite & Ville - 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" con piscina, sauna e jacuzzi
Abbiamo alloggiato qui per gli ultimi giorni dell'anno. Siamo stati accolti dall'host, che si è mostrata sin da subito cordiale e disponibile. La casa è splendida, organizzata su tre piani (l'ultimo raggiungibile con una scala a chiocchiola un po' stretta), molto spaziosa e accogliente. Dotata di 4 bagni, uno con vasca idromassaggio ed una piccola sauna, di un salotto, una zona lavanderia, uno studio con pianoforte ed una grande cucina che si affaccia sul bellissimo giardino con piscina. È stato lo spazio ideale per trascorrere qualche giorno in serenità tra amici e visitare i borghi toscani nelle vicinanze. Ha decisamente superato le nostre aspettative!

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.

Casa Faraona, villa con piscina privata
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

Villa La Gemma
Der Aufenthalt war wunderschön! Die Villa war unglaublich, der Ausblick, die Möbel, die Zimmer und der Pool. Wir waren so glücklich, dort zu sein. Die Zimmer waren neu und sauber. Auf jedes Detail wurde geachtet. Christina war unglaublich hilfreiche und immer erreichbar. Ohne sie wären wir aufgeschmissen. Wir hatten leider öfter private Probleme und jedes Mal hat sie uns geholfen und uns Lösungen gebracht. Wir mich und meine Freunde war dieser Aufenthalt unvergesslich!

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.

La Casa del 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 spettacolare panorama ed infinity pool
De villa is prachtig gelegen op een heuvel met een adembenemend uitzicht. Hij is heel mooi en luxueus ingericht De 6 slaapkamers zijn erg ruim en elk voorzien van een douche. Enkel de uitrusting van de keuken mocht wat beter. Zo werkte de vaatwasser niet naar behoren en was de BBQ oud en versleten. Maar dat zijn dan ook de enige minpunten. Ook het terras is heel ruim en volledig overkapt wat de nodige bescherming biedt op warme dagen. Er waren 2 lounge sets en 2 grote tafels aanwezig. Het zwembad werd regelmatig gereinigd. Dat gebeurde 's morgens vroeg zodat we daar geen last van hadden. Er waren voldoende ligbedden en parasols alsook handdoeken aanwezig.

villa "La Fonticina"
If you are looking for authenric Tuscany experience this is it from the beautiful villa and the view to furnitue and other little details. It is secluded, paeceful and ful of character. You will love your stay here and Cesare is a great host.

Villa Blue Melon - private beach
Abbiamo trascorso un soggiorno memorabile, la casa di Andrea è arredata con grande gusto, ogni dettaglio è curato. Menzione d'onore soprattutto al giardino, pieno di fiori e piante meravigliose, con barbecue, amaca e sdraio dove rilassarsi.

Villa Lidia, la Dolce Vita at its Best!
From the beginning, Marlene was an excellent host and Stijn, a most excellent property mgr. The house is even more beautiful in person. This is a magical place for tranquility and relaxation. The house is pristine and has all the amenities , we immediately felt right at home. We asked and they recommended farm to table cooking classes, and nearby towns to visit. All excellent experiences. Wonderful memories were made cooking and grilling, picking herbs from the garden. We enjoyed this truly spectacular home. The views from the hilltop where the house is located are breathtaking. There is a beautiful infinity pool and a great barbecue area. Watching sunsets and star gazing . We had just celebrated our daughter’s wedding and traveled from Rome and the serenity and Zen of the house and surroundings were just what we needed. Stijn took great care of us. We will return to this slice of heaven on earth. Thank you Marlene for sharing your beautiful home with us. It exceeded our expectation

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.
Villa rentals with a pool

Charming villa on two levels - Casa Lola
Mel is a fantastic host and the place is exactly like in your most vivid Tuscany dreams.:) It's not our first time here and we absolutely loved everything about the place. We booked all three homes available at Mel's place and had an unforgettable week with the entire family - highly highly recommended! Thank you, Mel for being absolutely fabulous!✨

Villa Angiolina
We traveled with a family of 8 and this rental was more than we could have dreamed of. There was plenty of space with bedrooms and bathrooms for everyone. The grounds were luxurious, and we ordered the grocery service, so the kitchen accommodations were wonderful for breakfast and coffee. We enjoyed the welcome cocktail and evening pizza service as well. The host was extremely responsive to every request and helped us significantly with taxi service as well. We all had a wonderful, relaxing time! Thank you so much.

Villa a Montepulciano con Piscina
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!

Poggio degli Ulivi, charme nel Chianti con piscina
Der Aufenthalt war wunderschön. Die Aussicht ist fantastisch, der Pool sehr sauber, umgeben von einem wunderschönen, riesengroßen Garten. Das Frühstück auf der Terrasse ist fantastisch, da die Küche gleich zur Terrasse übergeht.Das Haus ist wunderschön eingerichtet und sehr sauber. die Klimaanlage funktioniert einwandfrei, der nächste Supermarkt ist mit dem Wagen in knapp 15 Minuten zu erreichen, ebenso gibt es verschiedene Restaurants, die in unter 20 Minuten mit dem Wagen zu erreichen sind. Wie zum Beispiel, dass Die Sor Paolo oder das Barrachina.

Casa al Fiume - Villa with exclusive pool
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!

Villa Elisa
Superbe maison dans les vignes entourée de somptueux coteaux dans un incroyable cadre de carte postale. Parfait pour se retrouver en famille ou entre amis. L'emplacement est idéal pour rayonner entre Sienne, Florence et le Chianti ou se reposer en profitant de la piscine. Elisa, toujours à l'écoute, est très reactive et répondra quasiment sans délai.

Villa Casa al Povero
I don’t even know where to begin describing this place. It was the most amazing place I have ever stayed. If you are looking for a peaceful and private villa with incredible views, then stop looking. This is it !! All of the reviews we read before we arrived talked about how amazing the views are and that you must take up the offer if Paola and Alessandro offer to cook a meal for you. Both recommendations are spot on. The sliced beef was one of the best meals I have ever had, and I often found myself wandering around outside the villa looking at the 360 degree views in all directions. We all felt so sad to leave this magic place. Paola and Alessandro were perfect hosts. Always friendly and with a smile on their faces. It’s a long way from Australia but I really hope we get an opportunity one day to return to this majestic place.

Villa l'elsa beautiful country home with view - vi
A great place for a large group! Loved the outdoor space and view. A truly beautiful home. An overall great stay. Tentative manager. Pros: - Spacious house - Many rooms - Outdoor space - Games/kids supplies - Charging Adapters - Washer & Dryer - Many bathrooms Cons: - Not a self check-in. It was stressful coordinating with the manager while trying to travel and coordinate with our large group. - Hot tub wasn’t clear on how to heat and we would have loved to have it full and warm for arrival after a long travel day for us and the kids. - Downstairs bed was very firm. - We didn’t have enough dishwasher pods, toilet paper or paper towels for our group so we had to buy some. I feel that should be included.
Quick stats about villa rentals in Monticiano
Total rentals
10 properties
Nightly prices starting at
$237 CAD before taxes and fees
Total number of reviews
50 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Gulf of Baratti
- Basilica of Santa Maria Novella
- Fortezza da Basso
- Uffizi Gallery
- CavallinoMatto
- Piazzale Michelangelo
- Parco delle Cascine
- Spiaggia Zuccale
- Mercato Centrale
- Marina di Grosseto beach
- Piazza della Repubblica
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Kite Beach Fiumara
- The Boboli Gardens
- Spiaggia di Capo Bianco
- Cavallino Matto
- Santa Maria della Scala
- Avignonesi Winery Fattoria Le Capezzine