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Family-friendly vacation rentals in Santa Maria a Monte

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Santa Maria a Monte family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
Cottage in San Casciano In Val di Pesa
4.95 out of 5 average rating, 138 reviews

Il Fienile, Cottage in the country with Jacuzzi

JaimeeRating, 5 stars2 weeks ago
We loved our visit to Massimo's home. We stayed in this home during our Tuscany tour. Beatrice allowed us to leave our luggage before check in which was very convenient as we didn't want to leave them in the car during our visit to Siena. While it was a bit far from places like Pienza and Cortona (about 1 1/2 hours), it was incredibly convenient to our car drop off in Florence and our visits to Siena and San Gimignano. I HIGHLY recommend using the link they send to arrive. I once simply typed in the address and Google Maps took me to three locations in San Casciano (one up a very steep mountain!) before I remembered that I had a different link. I can't say enough about relaxing in a hot top over looking the vineyards as the sun sets. You should definitely pay the extra cost!
Superhost
Home in Montespertoli
4.83 out of 5 average rating, 114 reviews

I Limoni Apartment in Tuscany

BeatriceRating, 5 stars3 months ago
My friends and I celebrated New Year's Eve in this farmhouse surrounded by Tuscan nature. The house and garden are beautiful! The hosts were impeccable and responsive to our every request. I would recommend it for a quiet stay with friends. We found some bugs but the hosts were very kind and made us have an insecticide spray.
Guest favorite
Home in Monsummano Terme
4.98 out of 5 average rating, 106 reviews

Holiday House "The Seasons of Bacchus"

KanchayaRating, 5 stars5 months ago
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 tripšŸ‘šŸ¼
Guest favorite
Home in Benabbio
4.93 out of 5 average rating, 119 reviews

Tuscany Forest Chalet

JonathanRating, 5 stars5 months ago
I booked this house with two friends for Halloween and the comics. Although maybe the cottage is more suitable for romantic couples, we had a great time, beautiful and tidy house, spectacular place, kind and nice. Highly recommended, then there's the barbecue, which is no small thing :)
Superhost
Farm stay in Lucca
4.93 out of 5 average rating, 124 reviews

"La Casa di Gigi" (GG House)

TheAtahuaRating, 5 stars6 months ago
Our stay at Giacomo's was very nice. We were a group of 6 and had good space in and around the house. The kitchen had everything relevant, the beds are comfortable and the garden is mega large and beautiful. Giacomo and his parents are very nice people, we even received a cake which was very very tasty. Giacomo also gave us tips for the area and accommodated our needs. We thank Giacomo and his parents for the lovely stay!
Guest favorite
Condo in Centro Storico
4.89 out of 5 average rating, 111 reviews

Fortress Area, Attic with Terrace, Jacuzzi, A/C

DenizRating, 5 stars1 week ago
We had a lovely stay at this apartment. The location is very central, about a 15-minute walk to the train station and just 10–15 minutes to major attractions like the Uffizi Gallery. The apartment was clean and had all the basic essentials we needed for a comfortable stay. The little garden was a sweet bonus, perfect for a quiet moment after a day of exploring. The hosts were also very kind and flexible, allowing us to leave our luggage after check-out, which we really appreciated. Highly recommended for a convenient and cozy stay in Florence.
Guest favorite
Apartment in Le Piastre
4.93 out of 5 average rating, 28 reviews

Il Fienile, pool, hot tub, sauna, quiet located

TatianaRating, 5 stars6 months ago
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 told us that we had arrived, but we had to continue the road for about 300 m. And Borgo Isora will be on your left. The road is winding to get there, you have to be careful. Very nice place to go.
Guest favorite
Apartment in Florence
4.89 out of 5 average rating, 330 reviews

Apartment with garden and parking

MichelleRating, 5 stars6 days ago
Beautiful stay, little bit outside the city center which is what I prefer, but it's absolutely walkable with the tram a 5 minute walk away. It's quiet, peaceful, and smells of the blooming wisteria. The garden is a pleasure to be in. The hosts were responsive and made it very easy to check in and to know where and how to get around. I would stay here again if I'm ever in Florence.

Family- and pet-friendly home rentals

Guest favorite
Guest suite in Centro Storico
4.95 out of 5 average rating, 167 reviews

Within walking distance of the center and away from the chaos

ValentinRating, 5 stars1 month ago
Matrace is of memory foam. I slept very well but just something you should know if you donā€˜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 ā€žeasyparkā€œ for nearby affordable parking on a ā€žpay as you goā€œ basis. Shop im the nearby esselunga supermarket.
Superhost
Apartment in San Pietro in Campo
4.89 out of 5 average rating, 79 reviews

Casale i Girasoli: apt+ park & pool

RichardRating, 5 stars7 months ago
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.
Superhost
Home in Staggia
4.87 out of 5 average rating, 39 reviews

Holiday in the Chianti Senese

JosefinRating, 5 stars8 months ago
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.
Guest favorite
Apartment in Lastra a Signa
5 out of 5 average rating, 54 reviews

Only long term apt in a 17 century FARM

SarahRating, 5 stars6 months ago
Magical stay at Paola's. Hard to describe in a few words all the kindness she showed us, we immediately felt at home. Paola picked us up by car at the train station and welcomed us with a nice bottle of wine and pizza - delicious - hard to have a better arrival especially after a long journey. She was very proactive throughout our stay and even took us half a day to Chianti so we could visit a vineyard because we didn't have a car - we still can't believe her generosity! She is very attentive to all her guests and her property is beautiful, we enjoyed the pool and the apartment is wonderfully well decorated and equipped. We highly recommend staying at Paola's, the best Airbnb host we've ever had. Thanks again for everything Paola, you've been wonderful, and we're already dreaming of coming back! Arrivederci! :)
Guest favorite
Home in Pievescola
4.93 out of 5 average rating, 124 reviews

Antico Borgo Ripostena – n. 5 Garage

KeriRating, 5 stars6 months ago
Marina's place is one of the most beautiful places I've ever seen. The attention to details, the amenities and her communication made our stay very relaxing and enjoyable. Thanks Martina for a great stay in Tuscany.
Superhost
Apartment in Volterra
5 out of 5 average rating, 4 reviews

APARTMENTS 3 people + 4 people

KasiaRating, 5 stars33 months ago
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!
Superhost
Condo in Ponteginori
4.87 out of 5 average rating, 15 reviews

Romantic and cozy two-room apartment

GabriellaRating, 5 stars7 months ago
Beautiful place between Cecina and Volterra to stay in complete tranquility and relaxation in the Tuscan hills, panora and fantastic sunset. Convenient to visit medieval villages and not far from the famous Etruscan coast and for those who love cities you can reach Pisa and Siena. Fausto is a fantastic host, accurate and very helpful, but not intrusive, he gave us directions to places to visit, typical beaches and also very nice restaurants nearby. Our stay was pleasant and relaxing what we wanted was to stay away from the confusion and daily stress, if this is what you are looking for here you can find it... you will only hear the "noise" of cicadas.
Guest favorite
Home in Molina di Quosa
4.91 out of 5 average rating, 129 reviews

La casa del pozzo

CiroRating, 5 stars5 months ago
A really nice little flat in the outskirts of Pisa. Clean and handy for others movements on the area

Family-friendly home rentals with a pool

Superhost
Farm stay in Montaione
4.86 out of 5 average rating, 7 reviews

Margherita

SusanneRating, 5 stars8 months ago
We had a lovely time with Cristiana and Sergio. The apartment "La Margherita" was very clean and spacious. The children enjoyed the pool and there was plenty of room for everyone. We received helpful tips and Cristiana was always open to questions and responded very quickly. For chess lovers, there is a beautiful board in a great location. Highly recommended!
Guest favorite
Villa in Baco
4.86 out of 5 average rating, 83 reviews

Tuscan Villa

DeeRating, 5 stars7 months ago
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.
Top guest favorite
Farm stay in Castelfiorentino
4.93 out of 5 average rating, 146 reviews

Amazing view, pool and relax, 5 adults

JenniferRating, 5 stars3 weeks ago
I had tears of joy upon arrival. This home is exactly what you dream of in Tuscany. It is nestled on a hill with beautiful gardens, amazing sunrises and sunsets, a private outdoor table space and you can hear the birds singing all around you. The house had a private gated yard with parking that makes you feel safe. The home has so much Italian charm. It was a little cold during our stay in March, but there was lots of extra blankets to use at night and access to firewood. I would love to return in the summer to see the vineyards and use the pool. Everything was wonderful, including our very welcoming hosts.
Guest favorite
Home in Lucca
4.91 out of 5 average rating, 22 reviews

Casa Orfeo in estate with pool and beautiful view

EmmaRating, 5 stars8 months ago
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!
Guest favorite
Apartment in Capannori
4.91 out of 5 average rating, 34 reviews

Casa Colle

SallyRating, 5 stars7 months ago
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.
Top guest favorite
Villa in Certaldo
4.89 out of 5 average rating, 143 reviews

Tuscan farmhouse with private pool and views

DorothyRating, 5 stars6 months ago
Fantastic accommodation with lovely views of the countryside. Especially loved the fire place and large spacious kitchen. Charley and Ann were very gracious hosts and I would have no problem recommending this accommodation to anyone who wants to visit Tuscany. The accommodation was within 30 mins of most tourist towns and trains which made it excellent for day trips.
Guest favorite
Cottage in Carmignano
4.95 out of 5 average rating, 61 reviews

Tuscan cottage swimming pool near Florence Pisa.

lorenaRating, 5 stars7 months ago
Alberto and his son are super nice and very attentive. We loved the place (it's even better than the pictures). The pool is magnificent. We spent a week with our 15-month-old son and everything was very well suited to a baby. We recommend this listing and will definitely be back
Guest favorite
Home in Cerbaia
4.9 out of 5 average rating, 21 reviews

Villanuova Power 2

AndrewRating, 5 stars7 months ago
Great location - close if you are flying into/from the Florence airport - extremely close to to Villa Antinori - Dario Ceccini in Panzano - San Gimignano - Siena, etc. Pictures are representative of the apartment - grounds exceed the pictures. Grounds are very well maintained. The pool is exceptional. Great cats and dogs to welcome you throughout the day. Kitchen is very workable, knives are sharp, gas stove and kitchen utensils are stocked and ready for your carbonara or amatriciana. Plenty of staff is located on premises but are not at all intrusive. 11 out of 10. Will return.

Quick stats about vacation rentals that are family-friendly in Santa Maria a Monte

  • Total rentals

    30 properties

  • Nightly prices starting at

    $50 before taxes and fees

  • Total number of reviews

    560 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

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Pisa
  5. Santa Maria a Monte
  6. Family-friendly rentals