Swim-up Rooms & Private Pools in Montepulciano

The property was absolutely breathtaking, and the hosts were incredibly warm, welcoming, and accommodating. It was my first time in Italy, and I was admittedly nervous about traveling to a new country without knowing the language, but the hosts made everything seamless. Check-in and check-out were easy, and they spoke excellent English, which made communication a breeze. The room was thoughtfully equipped with a smart TV, allowing us to connect to all our streaming apps, which was a great bonus. The view from our windows was peaceful and serene, offering a perfect glimpse into the surrounding beauty. The pools were spotless and offered a surreal view of the mountains and the vineyard. The entire property was immaculately maintained, and we were especially impressed by the handcrafted furniture made by the property owners, which added a unique and personal touch. We also appreciated practical amenities like the onsite washing machine, ironing board, and iron. The location was ideal. Super close to town and just a short trip to the nearest grocery store. The hosts also gave us fantastic recommendations for nearby towns and must-see spots. All in all, it was an unforgettable experience. We can’t wait to return!

We stayed in the one bedroom cottage. The location was perfect with beautiful scenery and cosy accommodation. The pool was beautiful and had an amazing view across the vines. The host was very helpful and friendly, we had one of their wines for a pre-dinner drink, it was lovely, if we were not backpacking we would have bought more. The air con was a blessing as the temperatures were in the mid 30's. There is a restaurant within walking distance but it is all on the road, no pavements.

We booked this last minute and so happy it was available! We originally wanted to stay in Centro Montepulciano and so glad we did not. This villa is just a few minutes from Centro - so it was perfect and we avoided the crowded streets of Centro. Alex is a wonderful host! Our apartment was wonderful - clean, comfortable and well stocked. The views from the property are amazing and relaxing. Grab a bottle of wine from Alex's cellar and sit overlooking the pool and vineyards. We would love to visit again!

Our family loved our stay at Agriturismo Il Serraglio. The location was excellent - very peaceful surrounding and close enough to visit the surrounding amazing hill towns. Alex, our host, could not have been nicer. He was immediately available for all our needs and he gave us great tips in regard to sightseeing and restaurants in the neighborhood. During the mornings, we - consisiting of 2 four adults and 4 kids - enjoyed ourselves at the amazing swimming pool and in the afternoons we explored the surrounding area.

Excellent location, facilities, amazing host! Rooms & Property - Very nice and clean. Good bathrooms and room is also very big. Property is AMAZING! Two pools and they are heated. Location - Excellent!! Close to Siena, Montepulacio, Pienza, Montechiello, San Gimignano! Service - Alex has been a wonderful host. They grow their own Olives and have their own wines. He quickly got us wines and olive oils when we asked for it. Super responsive on whatsapp. Hands down, the place to stay in the Pienza / Val d’orcia region.

Such a beautiful and stunning location. The property was very comfortable and clean and equipped with sufficient cooking facilities. Rooms with amazing views! Having access to a washing machine was also a bonus. The hosts were very helpful and friendly. The views were stunning and the grounds and poolside area were amazing. Pienza was in walking distance, and took about 40min (quite steep in some sections but fantastic scenery!) Such a peaceful location and an amazing holiday. Thank you!

Best location ever for a quiet serene and beautiful view from the rooms and the pool. Close to Pienza which is amazing, but you need a car definitely. Steep hills all around

The location was beautiful, the hosts were great. We had a very relaxing time and the pool was lovely. Easy to get to the main town of pienza by car. Would stay here again.

Lovely outlook and view. Very comfortable room. Pool was beautiful and refreshing after mornings spent exploring towns. Nico and Caterina were great hosts.

I liked the location, it is very remote and beautiful, surrounded by nature. They have a nice Swimming pool but the weather was a bit cold when we were there to enjoy it. The apartment is a traditional double-storey farm house in the Italian countryside, I loved the experience. The owners are really kind and try their best to help.

An absolutely wonderful place! The house is set right in the heart of the Tuscan countryside, surrounded by vineyards, fields, and complete tranquility. Everything was spotless, well-equipped, and very comfortable. Upstairs you’ll find two double bedrooms separated by a kitchen – perfect for two couples who still want privacy. Downstairs there’s a family room, a spacious living and dining area, and direct access to a lovely terrace overlooking the stunning views – especially magical at sunset. The location is excellent, just a few minutes from Montepulciano, making it a great base for exploring the region. The pool was clean, well-kept, and perfect for relaxing after a day out. Elisabetta, the host, was incredibly kind and welcoming. At check-out, we even got a special treat – a private tour and tasting at the family’s winery Fanetti, with fantastic wines and excellent olive oil they produce themselves.

The house is great and clean, everything works perfectly. Beautiful view of the countryside. Pool is big and clean.

This was the most amazing villa with a lovely pool and beautiful outlook. It was just so relaxing.

This was a wonderful place for a holiday, in a charming house surrounded by nature, the pool was great

Owners very friendly. Lovely position. House very clean. Lovely swimming pool. / very clean. Kitchen with everything necessary for cooking and cleaning and welcome wine. Easy access to town and surrounding areas. Beautiful gardens.

If we could give more than five stars, we absolutely would. Staying at Meublè Il Riccio was one of the most heartfelt and memorable experiences of our trip. From the moment we arrived—well past midnight due to unexpected car trouble—we were greeted with warmth and understanding by the owners, Gio and Ivana, who stayed up until 1 a.m. just to welcome us. That alone speaks volumes about the kind of people they are. Gio and Ivana are the most down-to-earth, genuine, and gracious hosts you could ever hope to meet. They never make you feel like a burden or judged in any way—just two kind souls who truly care about the people who walk through their door. They went above and beyond to make us feel comfortable, cared for, and at home. The accommodations themselves are top-notch: beautifully maintained rooms with windows that open up to stunning views of the mountains and valley. The rooftop terrace offers a panoramic view that will take your breath away, perfect for a quiet morning coffee or an evening glass of wine as the sun sets over Montepulciano. And the location? Absolutely unbeatable—just steps from the main square, yet peaceful and serene, giving you the best of both convenience and charm. We left Meublè Il Riccio with full hearts and sincere hope that our travels will bring us back to see Gio and Ivana again someday soon. Thank you for everything—you made our trip unforgettable

I almost hate to share just how wonderful this hotel is .Excellent location just off the square. Upon arrival, we greeted warmly by the receptionist who offered suggestions for dinner and made reservations for us. When she showed us to our room, my jaw dropped. The balcony had a breathtaking view of the town as well as hillsides, olive groves, and other distance hill towns. I could have spent the next 3 days on the balcony and never regretted it. The room was huge, immaculate, with a good sized bathroom, and comfortable bed and pillows. Breakfast was served in a nice cozy spot with an ample selection of baked treats and the best pecorino cheese ever! The entire hotel was stunning with terraces, soaring ceilings, and a lovely little rooftop terrace, great for a bottle of wine near sunset. Almost forgot to mention how quiet it is. We had to leave early to return our car in Florence before catching a flight. The staff graciously came in early to make sure we had breakfast before departing.

It was the most palatial room we have ever stayed in. 15 foot high beamed ceiling, arched entry into sitting room with awesome view, large, modern bathroom. Great location right at the top of town. Gorgeous breakfast room with classic meat, cheese, pastries and good espresso. Yes, I was nervous about driving into Montepulciano and parking right in the Piazza Grande, but as it turns out that's what all the locals do, no big deal. Once we unloaded our suitcases Google directed us back to the parking lot just a few blocks away where there was reserved parking. However, next time we will simply pack an overnight bag and walk up from the parking lot. BTW since we were there at the end of the Bravio delle Botti, we were treated to the best display of flag throwing that I have ever seen.

Joe, his wonderful wife and his small staff treated us like family. After a mixup with Expedia where we didn’t get the city view room we thought we booked, they made good on the mixup by serving us breakfast every day and his wife cooked us a delicious apple tart that I ate for breakfast every day!! The property is beautifully maintained and conveniently located nearby pretty much everything. Free parking is about 200m away in a small lot near the Fortezza. Montepulciano is a medieval hill town, so wear your comfy walking shoes as pretty much everything you’ll want to get to is downhill from the hotel. Make a plan to take a morning walk to the Tempio di San Biagio just outside the town walls for some great pictures.

The hotel is in a perfect location for visiting the town. It has the most beautiful courtyard you can imagine, and the staff were really lovely. The room was very simple and clean, with a lovely view out over the rooftops. The hotel breakfast room has a very funny collection of hedgehog-themed objects, because "Riccio" means hedgehog in Italian. There is also a nice little rooftop patio you can visit. It was just so charming and perfect for our two days in Montepulciano. The hotel provided us with an excellent free parking spot (which was a long walk from the hotel, but so would have been any parking spot--it's not a town for driving). It was so great to be able to leave the car. We really loved it!

We loved it! It's a beautiful room in a beautiful building, centrally located in Bettolle with all the facilities you could need. The free-standing bath is a lovely touch. Marco was on hand for any questions we had. We would definitely stay here again!

Lovely room in building with lots of original elements. Good shower in bathroom with vaulted ceilings. Water and other drinks in fridge free of charge. Host very helpful in finding a restaurant which normally has to be booked 2 days in advance.

Spacious and beautifully furnished room, very big bathroom and an amazing bathtub Host is very communicative friendly and helpful There's a free public parking right under the apartment making it very easy to park

We loved our stay here in Bettolle. This accommodation had beautiful style. Marco was very helpful about wineries to go to and restaurant recommendations which were outstanding.

Beautiful Tuscan villa. Close to a local bar and restaurants.

This property was in a perfect location if you would like to visit Pienza. The restaurant on site - whilst not affiliated with the hotel sits right above the pool so found it a bit awkward leaving the pool and walking through people dining. Their drinks were also so expensive and not worth it - so avoid ordering off them if you are not wanting to spend a lot of money. Otherwise the hotel staff were pleasant and the breakfast was incredible!

Great, convenient location for when we stayed to attend a wedding. The room was clean, quiet and spacious, and we really appreciated having access to a pool on the property for a quick dip when it was super hot outside. And the breakfast was varied and delicious!

Pictures don't do this Hotel any justice. It was an amazing place, smack dab in the center of Pienza. The rooms were amazing, the view was amazing, the dinner was great, even just relaxing in the pool. I would stay again.

Excellent hotel - prime location with amazing views over Tuscany together with a lovely pool. Staff were always willing to help and the breakfast was really good. The room we had was very spacious as well.

Amazing hotel. Great views. Beautiful pool (needed in summer months). Great value for money. Highly recommend.