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

Art-Design Fienile in the heart of Tuscany
Incredible trip. Paola and Michele were so friendly and welcoming. Always there to give advice and make sure you had everything you needed. The little converted hay barn was just beautiful and lovely. Location wise it just couldn’t be beaten. The garden was amazing and we ate outside morning and night, easy access to amazing Tuscany countryside and also a short trip on the train to Florence from Montevarchi. Loved every minute we were there and we were sorry to leave. Would highly recommend.

Torretta Apartment
I can not say enough about Alessandra and her amazing land! It was the most magical place we have ever been to. We are taking a 3 month trip, hitting up 21 cities in Europe and this is BY far the best! She was so kind and took us shopping and back to our train! She was always there when we needed her.thank you Alessandra we will see you next year!

CASA AL BOSCO 1
Everything was great! Responsive, helpful pre-travel communication, warm welcome, beautiful and stylish flat, plentiful and free of charge provision of food and drinks, comfortable bed, and much more. Dear Carlotta and Federico: you do an amazing job! Thank you so, so much for everything!

Villa in Montepulciano with a Pool
We just checked out of this wonderful villa today, and it has truly been one of the most special places we’ve ever stayed. We arrived with my husband’s parents, my husband, and our toddler, and from the moment we got there, everything exceeded our expectations. Alex greeted us warmly, gave us a tour of the villa and the property, and provided detailed printed information about nearby restaurants, supermarkets, cafés, bakeries, and wine tours. The property also produces its own wine, which was available for purchase and could be conveniently delivered to our villa during our stay. Alex shared his contact number and made himself available in case we needed anything—which we really appreciated. One of the highlights of the property was the stunning infinity pool overlooking the vineyard and offering breathtaking views. It was the perfect setting to disconnect and truly live in the moment. The air conditioning and hot water worked perfectly. Thank you Alex!

Charming estate with views
Incredible stay and Bernardino and his family were incredibly welcoming and pleasant. They helped us check in later and were there to help us with any questions we had. Absolutely would recommend to anyone looking for a peaceful Tuscan retreat.

B&B "Alle cime"
Pictures don’t do the property and spectacular view justice. We had an amazing family holiday, our host couldn’t have been more accommodating, even leaving us kind gifts. Location was perfect (close enough to town and the airport but feeling secluded), having a bathroom each was great, and again that view was stunning. It all made for a perfect family trip :)

A JUMP IN THE ANCIENT ASSISI PERFETTA LETIZIA HOME
The apartment is very interesting as decoration, at the end of the old town with beautiful and peasful panorama. Everything is clean and tidy. Walking distance from the center, good restaurants in the vicinity. Host was very responsive and helpful with local advice.

Romantic stay at a bio-agritourism in Florence
Amazing place and the place offered by Francesca is totally great. She was so kind and helpful. Totally recommended!
Family- and pet-friendly home rentals

Vineyards Paradise
Our stay at Piero’s home was the highlight of our family’s three week Italy trip! It is one of the most beautiful homes we have stayed at and the spectacular vineyards, gardens, and pool really added something special. We plan to definitely return/stay again! Thank you Piero for sharing your special home!

Stone farmhouse in the Val d'Orcia
Stefania was super nice to wait for us despite we were later for 3 hours. Her house was very beautiful and lots of space for 10 of us. Everyone can have their own space on the balcony or terrace. Can have BBQ too. House was very well equipped with everything that we expected. Had a wonderful time. Thank you.

Apartment in the historic center of a castle town (2)
Even if only for one night we had a good time, Andrea was very responsive in recommending places to visit to eat and was very precise in the description of the house

Il Roseto: your Villa in Tuscan Countryside
Odina was the perfect spot to relax. Beautiful and comfortable accommodation, wonderful dinners and great communication. Would definitely recommend Odina to people wanting to get away from the city and relax in the countryside.

La Casa delle Querce - "Belvedere" (The House of Oaks - "Belvedere")
Great house, stayed here for four days. We don't have a car, so we can only choose a place with convenient transportation.It's closer to the train station and has a beautiful view. It's the best place for us! The host was very friendly and picked us up and dropped us off at the train station. Friends without a car can book a day tour, or rent an e-bike/electric car to get around. The room on the second floor has a great view. You can see the beautiful Tuscan countryside when you open the window. The natural scenery is accompanied by birdsong. The whole person is quieted, it's really cozy. There is a kitchen, you can buy cooking supplies at the nearby supermarket and cook your own meals (30 minutes walk). The room is clean and tidy, the bed is moderately soft, everything is very satisfactory.The only regret is that the pool doesn't open until May. I hope I can come back next time!

"Al Belvedere" Charme & View Tourist Lease
Manuela is a wonderful, polite and friendly host, and her holiday home is one of the most beautiful and romantic places we've ever stayed. Every space in the house is full of charm, and the terrace overlooking the paradise views is a place of calm and peace. We were lucky enough to wake up to birdsong and the singing of nuns in a local church. The whole town of Spello is beautiful, and the people are so friendly. Thank you so much to Manuela for being the best host we've ever had! I can't recommend this place enough.

Gaiole in Chianti Poggio Casabianca
Valeria and Simone have a super nice and clean apartment! We felt very comfortable right from the beginning. The apartment offers a great starting point for numerous hikes and excursions. During our stay, we always got good tips and advice from the two. Our dog also felt very comfortable and since the property is completely fenced, he was able to move freely. We would come back back. It was an incredibly beautiful time!

Jenny's Barn
I truly enjoyed my stay here! The place was clean, cozy, and exactly as shown in the photos. The best part was the host – so kind, warm, and welcoming! They made sure I had everything I needed and were always just a message away. 😊 Just something to note for future guests: the house is quite remote and up a hill, with no nearby neighbors. It can feel a little quiet. if you're not used to that kind of setting. But if you're looking for peace, privacy, and a break from the busy world, this is the perfect escape. Overall, a lovely stay with a wonderful host. Thank you so much for everything! 🌟
Family-friendly home rentals with a pool

Borgo Iesolana Suite Superior
5 Stars – A Tuscan Dream Come True! Our stay at Francesco’s private resort-style retreat in the hills of Tuscany was absolutely magical. The location is stunning—peaceful, picturesque, and the perfect escape into the beauty of the Italian countryside. The rustic room had so much charm and comfort, and the property itself was amazing, with not one but two beautiful pools to relax by. One of the highlights was the on-site restaurant. The free breakfast was far beyond the typical offering—not just muffins, but a full, authentic Italian breakfast that we looked forward to each morning. Dinner was just as impressive, showcasing delicious local flavors and warm hospitality. It was also a great jumping-off point for exploring the region—we took a lovely day trip to Siena with ease. This place is a hidden gem, and we’d return in a heartbeat. Highly recommended for anyone looking to experience the best of Tuscany!

Panoramic Country Suite Montalcino
We stayed at Aleksandra's in Montalcino in the heart of Brunello, a breathtakingly beautiful area, for a week. The large property is fantastic and with the tranquility and the view just the right thing to relax and unwind. An unforgettable experience for the whole family. This is how you imagine a Tuscan holiday. We highly recommend the place.

Bellagatta, an Enchanting spot in Val d'Orcia
We had an amazing four weeks staying at Bellagatta, using it as a base to explore Tuscany & surrounds, and it met all our expectations and more. Bellagatta is a positioned on a hilltop with stunning 360 degree panoramic views, more beautiful than the photos. The annexe that we stayed in was exceptionally clean and comfortable and well fitted out. Air con was useful on the first few days of our stay which were very hot. The property is well situated, 10 minute drive into Buonconvento (not quite an easy return walk up the hill!) which was convenient for restaurants & shopping. Gaetano was a most delightful host, very welcoming, & always taking interest in which towns we were travelling to and providing useful tips for our visits. His property manager, Susil, was also readily available and looked after us with anything we needed , even providing fresh eggs, vegetables & olive oil from the property. Highly recommended!

Cottage "Girasole" in Tuscany
We had a great time at Clarissa and Antonio's cottage which is in a beautiful and quiet location but close to the center of the village of Radicofani. You can walk there and there are small shops and good restaurants. The cottage is well-equipped, clean and very nice. We were greeted by Sara and Marcello who are very friendly and very nice. We really enjoyed the small welcoming touches. The cottage is in a very good location geographically for visiting the main villages of Tuscany and enjoying beautiful landscapes. We were able to enjoy the pool at the end of the stay which was very nice. We would happily stay at Clarissa and Antonio's again.

Casale S. Stefano
I had the pleasure of staying with my friends for 4 days at Casale Santo Stefano and the structure turned out to be perfectly in line with the description. Host Massimiliano and his mom were very helpful. I recommend Casale Santo Stefano to everyone

Luxury Tuscan countryside villa with pool/WiFi/AC
I cannot say enough about our trip to Martino’s villa. What a lovely villa in the cute town of San Casciano dei Bagni. We had a great family vacation, enjoying some of the smaller towns and a visit to Montepulciano . We enjoyed Eleanor’s cooking for us two nights- what an amazing chef! Martino was very responsive and helpful when we needed something. I hope we can return one day!

Beautiful tuscan country house
An incredible, beautiful house where you’ll feel right at home. The villa is spacious and welcoming, perfect for cooking and relaxing with friends. My only suggestions would be the need for fans in the bedrooms as without AC it gets quite warm during those hot evenings.

Luxury Apartment with Pool - the Black Mulberry
We had a lovely stay at Alessandro's property and felt welcome from the very beginning. The BnB has stunning views around the whole property and I can absolutely recommend to book this apartment. It is well equipped with everything you need.
Quick stats about vacation rentals that are family-friendly in Monte Santa Maria Tiberina
Total rentals
90 properties
Nightly prices starting at
G$12,546 GYD before taxes and fees
Total number of reviews
430 reviews
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
80 properties have a pool
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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- Lake Trasimeno
- Fiera Di Rimini
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Malatestiano Temple
- Misano World Circuit
- Frasassi Caves
- Miramare Beach
- Riminiterme
- Palacongressi Della Riviera Di Rimini
- Italia in Miniatura
- Oltremare
- Avignonesi Winery Fattoria Le Capezzine
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Nelson Mandela Forum
- Santa Maria della Scala
- Fiabilandia
- Teatro Tuscanyhall
- Basilica of St Francis
- Portoverde
- Furlo Gorge Nature Reserve
- Villa delle Rose
- Cantina Colle Ciocco
- Pubblico Palace
- Castiglion del Bosco Winery