
Family-friendly vacation rentals in Santa Maria a Monte
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Top-rated family-friendly rentals in Santa Maria a Monte
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Popular amenities for Santa Maria a Monte family-friendly rentals
Family-friendly home rentals with a hot tub

Deal 2019 Tuscany Villa le Capanne with pool
Gina’s place is absolutely phenomenal. Stunning, out of this world location and a very comfortable villa. Gina was an amazing host who welcomed us personally and showed us around. We had a good basket and freshly cooked food as a welcome gift!! I cannot recommend Le Capanne highly enough. It was awesome.

Holiday House "The Seasons of Bacchus"
The house is so nice, clean and cozy. Daniele gives us many helpful tips and place to go, very nice and proactive host.We enjoy our stay very much thanks to Daniele. The place is peaceful and easy to go anywhere, Pisa, Lucca, Florence and Cinque terra. Such a lovely house , highly recommend for family trip👍🏼

M&G Apartment your home away from home
Amazing place. We felt right at home and loved the home right away. Super beautiful and fits my family of 5. Large and spacious home with lots of light . Clean bathroom and large bedrooms. Love everything about the location and the home. Thank you for hosting us.

The Vichiaccio Villa with Jacuzzi in Chianti
Incredible stay at Beatrice’s place. From booking to exit she had helped my group and I plan our stay in Tuscany finding wineries and vineyards to explore. She was so kind and pleasant to work with I would suggest her place to anyone! The kitchen was cozy and perfect for our group to spend time in while at the bnb. Every room was exactly as described. Perfect stay!

Casa Rustica, Cembroni 55022 Jacuzzi + 2 bathrooms
Like last year, I stayed here with my friends for the lucca comics, a super choice due to the peacefulness of the area and the spaciousness of the house

Villa di Geggiano – Guesthouse
Vila Di Geggiano was everything we were expecting it to be and more. We simply loved the place, quiet and very comfortable, set in the middle of a beautiful Toscana. The guest apartment is located by the side of the Main House, a historical summer palace with a deep history behind it. Andrea, our host, gave us a personal tour of the main house, filled with great stories about his ancestors. The house has been in Andrea´s family since the 1500s! If you are looking to spend some quiet days enjoying the great food and wine of Toscana in a relaxed, unique and comfortable space, Vila di Geggiano is a great destination for you.

Il Fienile, pool, hot tub, sauna, quiet located
Everyone was very nice, the neighbors were very nice, A nice place to rest, a big thank you personally to Maria. For the address, the GPS tells us that we had arrived, but it was still necessary to continue the road about 300 m. And the Borgo Isora will be on your left. the road is winding to get there, you have to be careful. very nice place to go.

Romantic stay at a bio-agritourism in Florence
From the location, to the space itself, everything was perfect and an amazing place to stay the weekend. Our favorite part was the fireplace in the bedroom! we would love to come back!
Family- and pet-friendly home rentals

Within walking distance of the center and away from the chaos
Matrace is of memory foam. I slept very well but just something you should know if you don‘t like this type of matrace. Extra blankets were there and overall super comfortable bed. Wifi speed was fine, not as fast as I would have liked. Host was really nice. We would definitely come back here! Use the app „easypark“ for nearby affordable parking on a „pay as you go“ basis. Shop im the nearby esselunga supermarket.

Casale i Girasoli: apt+ park & pool
Leonard and his wife were very kind and welcoming, beginning to end. They were very responsive to our contacts with them and proactive in ensuring we were comfortable and had all we needed. They kindly invited us to join them and the wider family at a homemade pizza party in the garden one evening and later even brought us unexpected sweet treats. The property and it's garden estate were beautiful. We had gorgeous views from 3 sides of our apartment , mountains one way, across the valley another, and over the large garden on the 3rd side. All of the outlooks beautiful. It would be perfectly possible to use taxis and trains to get around the general area though having our own car there was very convenient for shopping and travelling as some attractions and facilities are several miles away. I feel our trip would have been less rich without a car. I'd describe the apartment as comfortable if rustic, but we had all we needed whether cooker, fridge, micro, washing machine etc.

Holiday in the Chianti Senese
We were six adults, two children (3-year-olds) and one infant staying at the house for a week. It’s located in a secluded spot with a large garden and beautiful views of the Tuscan landscape. We used all of the five bedrooms upstairs and they were dark and cool. The kitchen and living room downstairs also stayed cool. Right outside the kitchen there’s a really nice spot that’s in the shade for the most part of the day, where we had most of our meals. This is a great place to relax and enjoy a dip in the pool. However, you definitely need a car to get around. The gardener came around several times a day to maintain the pool etc. We appreciated this, but might be good to know if you’re looking for complete privacy. We also had some issues with the bathrooms; one toilet and a shower didn’t work properly but were fixed within a day and this didn’t affect our experience. The washing machine didn’t work despite repeated attempts by the host to fix it. The barbecue is in the trash room.

Rooftop Versilia
I was a guest at Elena's with my wife, pregnant in the ninth month and my 2-year-old son. The apartment is on the first floor of a beautiful renovated villa and can be reached with a spiral staircase. The room is very bright with thoughtful details. It has everything you need for a really relaxing stay: air conditioning in the living room and bedroom, a washing machine, a dishwasher, a very comfortable bidet and shower, a spacious balcony. The terrace is located on the roof of the villa and can be reached with outdoor access to the apartment by spiral staircase (the same one that leads to the apartment): huge, with views of the trees and the Alps, furnished with sunbeds and a table where you can dine. We stayed in August in very hot weeks so we used it after dark. Elena was an impeccable host, generous in her advice, and tireless in providing us with support. She showed us empathy out of the ordinary, making us feel great.

Only long term apt in a 17 century FARM
Magical stay at Paola's. Difficult to describe in a few words all the kindness she showed with us, we immediately felt at home. Paola picked us up by car from the station and greeted us with a nice bottle of wine and pizza - delicious -, difficult to have a better arrival especially after a long trip. She was very proactive throughout our stay and even took us half a day into the Chianti so we could visit a vineyard because we didn't have a car - we still can't go back from her generosity! She takes care of all her guests and her property is beautiful, we enjoyed the pool and the apartment is wonderfully well decorated and equipped. We would highly recommend staying with Paola, the best airbnb host we've had. Thanks again for everything Paola, you were wonderful, and we are already dreaming of coming back! Arrivederci!:)

APARTMENTS 3 people + 4 people
Claudia is a great host, always very helpful and super nice. We felt very comfortable. The apartments have everything you need, the pool is great - very clean and with a wonderful view. The location is also great - in about 15 minutes you are in the Volterra and it only takes half an hour to get to San Gimignano. We will be happy to come back and thank you for the delicious oil and the beautiful vacation!

loft in the heart of Tuscan Chianti
We loved our stay at Giulia’s - it was like home from home and had everything we needed. It has beautiful surroundings and is great for cycling! Giulia was very helpful with recommendations and friendly too.

House in Tuscany with pool
We spent a wonderful week in Cristina's house in Fabbiano and really enjoyed our break from everyday life there. The house is beautifully integrated into the small, quiet, very romantic place. You enjoy a wonderful view of the valley and the mountains from the garden and can also take a beautiful hike from the house. Cristina's welcome was very warm and made us feel really welcome in her house. We could always ask them if we needed advice. The garden is fantastic. Unfortunately, it was already too cold for the pool. For this, we enjoyed the fireplace. Despite the mixed weather, we did a lot because the house is centrally located between the sea, the mountains and some very beautiful cities (e.g. Viareggio, Lucca, Pisa, Bargo). Since the garden is completely fenced, our dog was also able to move freely the whole time. For small families who love tranquility and seclusion, the house is ideal
Family-friendly home rentals with a pool

Enchanting Rose Garden Pool Villa
We booked Villa Montechiarone as part of our wedding at Montechiaro Organic Winery to house a group of 7 guests. The property sits around 500m from the winery itself, with views out over the Tuscan countryside, it's a breathtaking location and the villa itself is an incredible space. There are 2 huge indoor living areas, a well equipped kitchen, 4 spacious bedrooms and an outdoor covered terrace, as well as the garden and pool area. There is real character in the property in the way it is decorated as well as the imposing facade of the building itself. The pool area is spacious and well placed to take in the most of the view, and there is a car port with parking for at least 4 cars covered, with plenty more room if required beyond. Overall perfect for housing our guests who had a great experience and were very thankful for the help whilst checking out also!

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.

Exclusive Villa Boppi with swimming pool - TuscanyInStyle
it was wonderful, we were very happy and very satisfied, thank you for the great place

12/14 people, WiFi, SW pool, catering
The place is magnificent and very well kept, clean and super cozy. It's a little out of the way but we chose it just for the secluded location and surrounded by nature; in any case with a halfhour by car you can get to several wonderful places. Nicola was very kind and helpful. I highly recommend a stay here, it's refreshing!!

Casa di Lyndall - Entire house with exclusive pool
This home is the epitome of a classic villa in the chianti region. Lecchi is very a small village that is walkable to a market, bar & cafe, and one of the best dinner spots we visited in our entire trip to Italy - the Malborghetto restaurant is a must! We rented a car for this week of our trip, and would highly recommend doing so. There are many nearby villages with great trattorias and shopping options - and gorgeous views everywhere you turn. Casa di Lyndall is a roomy, well appointed home with all the amenities you could need. Very clean, and very comfortable, and the view out the front windows is beyond compare. Lyndall was very responsive and provided us with excellent recommendations of things to do during our stay. Clementina greeted us when we arrived and was so sweet and helpful. There is nothing we would change about our stay!

La Felce Country House
Cristina is the ultimate host! Everything was immaculate and set up for us. We traveled with two young kids, and she was proactively prepared with a crib & high chair. She also had amazing recommendations and answered any questions for us. Led us to a spectacular sunset winery in the hills. The premise has stunning views and hanging poolside in the mountains, was just what the doctor ordered. Highly recommended and makes you feel like family!

Casa Orfeo in estate with pool and beautiful view
The perfect place to stay in Tuscany, beautiful home and gardens. We loved the views and the amazing swimming pool. The house had loads of character and was very homely and comfortable. Loved the location, not too far from Lucca and only 30 mins from Pisa airport. Andrea was a very friendly and helpful host too. Wonderful stay - thank you!

Casa Colle
We had a very relaxing few days staying with Lucy and her family, and their dog Amber. They were really friendly and welcoming, and always ready to answer any queries we had. The pool area was lovely, and extremely peaceful. The accommodation was spacious, very clean and comfortable. The village is small with a butchers and bakers, a couple of restaurants and a bar. We did a lovely circular walk from the property through the woods to the nearby hill top village, Castel Vecchio. There’s nothing in the village but it’s very pretty and the views are great. You need a car to get to the supermarket and Lucca is a very easy 20 minute drive away. We had a super time and thank you Lucy for your generous hospitality.
Quick stats about vacation rentals that are family-friendly in Santa Maria a Monte
Total rentals
30 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
600 reviews
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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