
Family-friendly vacation rentals in Montemerano
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Montemerano
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Montemerano family-friendly rentals
Family-friendly home rentals with a hot tub

Podere Ferranino #Cimabue Townhouse
Amazin relaxation! Great space, gorgeous view, and they even have an electric charging station!

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!

Vakantievilla Farmhouse Dolci Hills
This was the finest AirBNB home that we've ever stayed in. Every room was immaculate, the views were incredible (private and among vineyards, you can see for miles), every appliance and fixture seemed new. Everything was anticipated to make the stay perfect.....a refrigerator, bathroom and shower at the beautiful pool, pool towels in each bedroom, etc. As soon as you walk into this house, you are going to go "wow", and for good reason. Francesca came and cooked us a delicious local dinner and did some light grocery shopping for us.....all for an unreasonably LOW fee. We had another chef team come in on another night. We also visited a local winery where we had a fantastic, private wine tasting tour and lunch (Tenuta Vitalonga) and followed that up with touring Orvieto and having dinner at a very unique restaurant (Le Grotte del Funaro). Make sure you have a car or are using a bus/limo service for your transportation, nothing is walkable from this beautiful private house.

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 House in Montepulciano
We had the most lovely stay at Fernanda’s and definitely want to come back someday! It was the best of our 3 week trip. From the moment of booking she was super responsive and helpful. The place was large and felt like home—great for us and adult son. Of course the views were the best and wish we could have just sat in front of the window for 3 days. It’s in quiet and peaceful part of village which was also perfect after busy Rome and Florence.. Grazie Mille Fernanda for your kindness.

Private villa with swimming pool in Tuscany
What an amazing and beautiful home! We loved our stay here with our family and enjoyed a delicious meal prepared by Susanna and Tiziano for my sisters birthday dinner. Gorgeous location, great pool, really fun art all over the entire house that’s been restored but full of character. Plus it’s just 5 mins and your at the hot springs or restaurants. We can’t it to go back!

La Terrazza su Chiusi - panoramic apartment
Chiusi may not be a major hilltop town but it is very special because it lacks the tourists. We had plenty of restaurants to visit in the week we stayed, and lots of historic sights to see. You do need a car to visit surrounding towns but the peacefulness of Chiusi makes it delightful. Rafaels place is perfect with the balcony and sublime views. He was an exceptional host who did not impose on our privacy but always friendly and helpful. I would highly recommend this place and town.

Tuscan Countryside Retreat with Heated Pool
We had a wonderful stay. Our hosts were available and responsive, but gave us privacy. Perfect! If you want to visit Italy and be away from tourists, this is the perfect place. The house was exactly as described. Even though the outside temperature was in the low 30s, we chose not to use the a/c. The house stayed comfortably cool. The outdoor pool was perfect. Some of the local towns were spectacular, Pitigliano in particular. Worth staying, just to visit this one town! A day trip to Porto Ecole is also worth the effort. Perhaps our only disappointment was that some of the village restaurants were closed during all of our (4 night) stay, including the one that I had an online reservation at for our final evening.
Family- and pet-friendly home rentals

The view with a room - Piazza dei Monaldeschi
Our stay at Giulio & Emanuela’s place was truly magical. Giulio was very proactive and responsive with giving us directions and instructions on how to get there. They were always there for us if needed and extremely friendly, welcoming, and helpful. Could not rave about this gem more. The place and the surrounding neighborhood are something special, and I hope to be back again someday!

Casa delle Mura
We had a wonderful stay at this Airbnb! The space was spotlessly clean, cozy, and incredibly quiet—perfect for relaxing. The view from the third floor was beautiful and well worth the stairs. The host was very responsive and helpful throughout our stay, which made everything easy and stress-free. Only a few minutes drive to the lovely Le Cascate di Saturina (Hot Springs). Highly recommend for anyone looking for a peaceful and comfortable place to stay!

At the Sassone Holiday Home, Val d'Orcia, Tuscany
We loved our time at Luca's place. We visited Tuscany with our college aged kids. Luca's house was comfortable and welcoming. We went out for a few meals, but also enjoyed preparing foods in the wonderful kitchen. We ate dinners together and played board games on the spacious kitchen table. It was homey. We called it "cucina magica" because all of the foods we cooked came out so perfectly. This is a wonderful home in a lovely setting with hiking trails from the backyard. We spent several mornings at the nearby hot springs. What a treat! Luca was communicative and helpful with all of our questions.

Spigo - Indipendent Cottage Zampugna
Beautiful place, everything ready with refreshments, accommodation quiet and clean ... Air conditioning functional, but almost not needed, because it was a beautiful classic Tuscan accommodation, where we definitely were not the last

Romantic apartment for two in beautiful Sorano
This place was magical. I fell asleep every night listening to the waterfall in the ravine. Town was a fairytale spot. I never got tired of exploring the beautiful, twisting old streets. Property was just as promised. Rikke went so far above and beyond to make me feel welcome, even arranging a money saving ride to the train station for me. Great experience!

Lovely home in villa with garden and pool
A beautiful stay in Tuscany perfect for relaxing on the property and visiting towns.

Agriturismo Palazzi del Papa Val d 'Orcia Pienza
We had an amazing week long stay!! Sabrina is a fantastic host! The apartment was SO clean and comfortable and had everything we needed. Breakfast each morning was very yummy and fresh! We did the dinner one night and it was so amazing! Location is great too. Easy drive to many close by towns, grocery stores, and restaurants. The property is beautiful with lots of flowers. A little too cold for the pool during our stay but our kids loved the swing set and teeter totter. Absolutely recommend staying here!

Amazing view of Val d'Orcia Pienza
Absolutely fantastic! Will be returning!
Family-friendly home rentals with a pool

Rocca, elegance in Sorbelle d'Orcia, Pienza
We had a wonderful time in this fantastically located apartment! The house is wonderfully quiet with a Tuscan postcard view – especially at the pool, a real highlight. After a small start-hopala (not that bad and quickly clarified) we got exactly the apartment we had booked – and it absolutely matched the description. The hosts were super warm, helpful and always trying to make our stay as comfortable as possible. We especially enjoyed the optional Italian breakfast – delicious, lovingly made and with a lot of charm. Perfect location for exploring the surrounding area, from small villages to larger cities, everything was easily accessible. A great place to relax and enjoy – we will be happy to come back!

Small cottage, swimming pool entirely private use
What a fabulous place - if you want to escape from it all, this is the place to come! Love the private pool too! Air conditioning in the bedroom was very good and appreciated. Olga and Max were very accommodating and answered questions very quickly. Maybe consider installing a BBQ outside the house otherwise could not fault it and we cannot wait to return!

agriturismo Torribasse
The property is very nicely located in the middle of the countryside, the sea can be reached in about 20 minutes by car. Enrico gives many tips for excursions and activities nearby upon arrival. The place itself was clean and well equipped, you have everything you need.

Il Fienile - Pool Villa with 4 Bdrs and Sauna
This place is a dream! Everything is stunning. I loved every room and every view. Everything is thoughtfully put together with comforts like an ice machine and AC on when you arrive. The staff are friendly and go above and beyond. I loved the wine available for purchase. Pietro was a great communicator and helpful with fabulous suggestions and support. I would come back in a heartbeat.

Villa Febea - Villa Febea 16
Villa Febea is the most magical place, perfect for a large family gathering and celebration. It is gorgeous, comfortable, practical and in a great location. We were given first-class treatment and felt at home and well taken care of. We were given guidance and advice on the planning of our stay over the course of many months, so when we arrived at the villa, everything fell into place perfectly. The owners offer a large selection of services and excursions and can help with just about anything. We had fantastic dinners organized for us at the villa, and we highly recommend the pasta making class followed by dinner, which was one of many highlights. We loved the place, the staff and our whole experience. A holiday and celebration to remember forever!

#1 Luxe Farmhouse, Hilltop Views, Saltwater Pool
We were looking for a villa that had plenty of space for my husband and I with our 3 adult kids and this villa was perfect! We all had our own bedrooms and private bathrooms. The villa was in the idyllic peaceful Tuscan countryside surrounded by rolling hills, wine vineyards and olive trees with distant views of castles. It is absolutely gorgeous! Alessandro, the owner of the villa met us upon check in. The property has been in his family for hundreds if years. He was incredibly kind and generous, leaving an abundant amount of fruit, several bottles of wine from his vineyard and beautiful fresh flowers in every room. He was always available to answer any questions and make recommendations. Anke, the property manager, was excellent and responsive. Promptly answering my questions prior to the trip and proactively giving us wonderful recommendations. Highlights were truffle hunting Il Podere Castle, Umbria Olive oil tour and Banfi Castle wine tasting. Memories to last a lifetime! ❤️

La Tana del Bianconiglio - Girasole Apartment
Amazing location, was exactly what we were looking for. Host is very responsive and flexible

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!
Quick stats about vacation rentals that are family-friendly in Montemerano
Total rentals
10 properties
Nightly prices starting at
G$16,728 GYD before taxes and fees
Total number of reviews
540 reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Vecchia Osteria Cacio e Vino, Trattoria Ristorante Enoteca La Cascia, and Osteria Passaparola Nell'Antico Frantoio
Destinations to explore
- Rome Vacation rentals
- Florence Vacation rentals
- Pisa Vacation rentals
- Bologna Vacation rentals
- Francavilla al Mare Vacation rentals
- Agnone Vacation rentals
- Portofino Vacation rentals
- Riviera di Levante Vacation rentals
- Genoa Vacation rentals
- Italian Riviera Vacation rentals
- Naples Vacation rentals
- Pula Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Giglio Island
- Lake Trasimeno
- Lake Bolsena
- Giannutri
- Feniglia
- Cala Violina
- Lake Vico
- Kite Beach Fiumara
- Marina di Grosseto beach
- Spiaggia il Pirgo
- Avignonesi Winery Fattoria Le Capezzine
- Cala Di Forno
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Tenuta Le Velette
- Santa Maria della Scala
- Terme Dei Papi
- Cantina Stefanoni
- Golf Nazionale
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Villa Lante
- Pubblico Palace
- Castiglion del Bosco Winery
- Golf Club Toscana
- Boca Do Mar