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Family-friendly vacation rentals in Montopoli in Val d'Arno

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Popular amenities for Montopoli in Val d'Arno family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
A bedroom features a decorative iron headboard against a soft green wall. Two well-made beds are adorned with white linens and embroidered pillows. A bedside lamp provides soft lighting, while a wooden cabinet and door add a rustic touch to the space.
Farm stay in Figline e Incisa Valdarno
4.93 out of 5 average rating, 323 reviews

Bioagriturismo colline Firenze 3p

HimaliRating, 5 stars4 weeks ago
Everything was great about the stay! We were really starving the day of ur arrival and Francesca was able to bring us some food for her that was all needed to kick start our day!
Top guest favorite
The jacuzzi is featured outdoors, illuminated with blue lights, creating a calming atmosphere at night. The surrounding stone walls provide privacy, and a dining table can be seen nearby. Steam rises, indicating the water is warm and inviting.
Cottage in San Casciano In Val di Pesa
4.95 out of 5 average rating, 146 reviews

Il Fienile, Cottage in the country with Jacuzzi

BethanyRating, 5 stars1 week ago
If I could move in here permanently, I would. What a gorgeous stay with responsive and respectful hosts. Everything was as described, the hot tub was glorious, and we loved looking through the binder of photos of painstaking restoration over the years.
Superhost
A charming house is framed by lush greenery, with several trees dotting the manicured lawn. The exterior features warm tones, complemented by a covered porch area. Various plants provide a natural ambiance, enhancing the serene outdoor space.
Home in Montespertoli
4.84 out of 5 average rating, 118 reviews

I Limoni Apartment in Tuscany

KatharinaRating, 5 stars1 month ago
We had a truly wonderful stay – for all five of us! The house and the outdoor area were absolutely beautiful, even better than in the pictures. Everything was spotless, charming, well maintained, and well equipped. The garden was stunning, and the whole place felt peaceful and private. Ilaria and Francesco were the kindest hosts – helpful, responsive, and incredibly welcoming. We’re already thinking about coming back for a summer holiday (the pool and AC are perfect!). Great location for day trips to Pisa and Florence, and there are lovely restaurants nearby. It was an amazing birthday trip and really good value. We wish Ilaria and Francesco all the best – thank you so much for everything! ❤️❤️❤️ Katharina & family ❤️❤️❤️
Top guest favorite
Well-maintained gardens feature a lush lawn surrounded by mature trees, providing shade. An old stone building is visible in the background, characterized by arched windows and a terracotta roof. A shaded outdoor seating area, under a rustic wooden eave, adds to the inviting exterior.
Home in Figline e Incisa Valdarno
4.96 out of 5 average rating, 104 reviews

Torretta Apartment

DebbieRating, 5 stars3 days ago
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!
Guest favorite
The exterior of the property features a rustic stone façade complemented by wrought iron details. A spacious terrace is equipped with a large umbrella and an outdoor dining area, surrounded by lush greenery, enhancing the natural setting.
Cottage in Radicondoli
4.93 out of 5 average rating, 136 reviews

Beautiful renovated barn in Tuscany

PhilippRating, 5 stars2 weeks ago
We had a wonderful week in Gloria's house. Our four-legged friend also felt totally comfortable in nature. The house is small but nice and has everything you need. The property is a nice size and is perfect for eating outside, relaxing in the hot tub or just lying in the sun. The way to the house is a little challenging, but with a normal car and a little driving experience it can be mastered. Gloria was always available to us and gave us good excursion tips for the area in advance. Even with any inquiries, she always responded very quickly and helped us. To just get out and enjoy the nature and tranquility of Tuscany, it is perfect. We will be happy to come back!
Superhost
The exterior of the farmhouse showcases a three-story stone structure with a rustic charm. Surrounded by a grassy area, the building features a variety of windows and a distinct roofline, with a tree providing shade nearby.
Farm stay in Lucca
4.93 out of 5 average rating, 124 reviews

"La Casa di Gigi" (GG House)

TheAtahuaRating, 5 stars7 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
A spacious living area features a large wooden table set for a meal, adorned with fresh fruits and glassware. A comfortable red couch is positioned nearby, complemented by framed black and white photographs on the wall and stylish pendant lights above.
Condo in Casole d'Elsa
4.93 out of 5 average rating, 156 reviews

La Casetta

RamRating, 5 stars3 weeks ago
Both Barbara and Andrea were very welcoming and forthcoming when we encountered a hitch in our travel plans. They are unusually friendly, and accommodating hosts. The house is a great base for exploring the surrounding area and is tastefully decorated. Highly recommended!
Top guest favorite
An expansive outdoor pool is surrounded by a stone patio, offering a serene view of the lush green hills and valleys. The pool area is shaded by a covered seating space, and sun loungers are positioned nearby for relaxation.
Farm stay in Sillico
4.97 out of 5 average rating, 158 reviews

Romantic stay where Tuscany meets the sky!

TimRating, 5 stars1 week ago
Simply unbelievable – a secluded haven with everything you'd want from a holiday home in the Italian countryside. We spent 6 days with our two young kids at Monica's place, and had one of the best holidays ever. The house is beautiful, well-equipped and charming, and the views are out of this world. Sunset out of the bedroom window will stay with me forever! Then there's the gardens - lots of room for kids to run around in complete safety, with a large infinity pool (cold in May, but still enjoyed every day by us and the kids… the view was so beautiful I proposed to my fiancee there 🥳), and also a playground and outdoor bowls lane. There's an excellent restaurant within 5 minutes walk, but Sillico is a quiet, beautiful medieval hamlet and not much more – be aware that to get anywhere you'll need to drive 12 minutes down quite a narrow twisty road. It didn't bother me, but just something to be aware of for less confident drivers. Overall: one of the best places I've ever stayed!

Family- and pet-friendly home rentals

Guest favorite
An outdoor dining area is shaded by a wooden pergola, featuring a large table set with ceramic dishes and glassware. Comfortable metal chairs surround the table, with greenery framing the picturesque view of surrounding hills. A serene atmosphere is enhanced by the natural setting.
Guest suite in Lucca
4.91 out of 5 average rating, 110 reviews

Le Muricciole: the landscape of the gentle hills

GregRating, 5 stars2 weeks ago
This beautiful property on the outskirts of Lucca was perfect for our 3 couples. Driving our large van was a challenge on the small roads, but the countryside was beautiful and quiet.
Guest favorite
The exterior of a two-story, Tuscan-style apartment is visible, featuring light-colored walls and traditional wooden shutters. A welcoming staircase leads to a balcony adorned with potted plants, providing access to the upper level. Greenery surrounds the entrance, adding to the tranquil ambiance.
Condo in Gambassi Terme
4.89 out of 5 average rating, 232 reviews

A View Over Tuscany's Countryside

OliverRating, 5 stars3 weeks ago
We spent 8 days in Filippo's apartment and explored Tuscany. Our destinations were relatively centrally accessible. That's why we chose this place. Beautiful Tuscan-style apartment that leaves nothing to be desired. There is everything you need. We were also able to use the small cozy terrace in front of the entrance more often! The car is safe in the locked courtyard and there are also shopping facilities nearby. Upon our arrival, Filippo was personally present and gave us tips and explanations! Our conclusion: Very nice and reliable host and a great place to stay!
Guest favorite
A spacious swimming pool is surrounded by sun loungers and umbrellas, set against a backdrop of olive trees. The clear blue water reflects the sky, and stone pathways lead around the pool area, providing a tranquil outdoor space for relaxation.
Farm stay in Vinci
4.87 out of 5 average rating, 107 reviews

Tuscan apartment with pool ,garden and barbecue

RebeccaRating, 5 stars1 week ago
Breathtaking views, close to Vinci a great little town with delicious restaurants and cafes. Beautiful pool area.
Top guest favorite
Bright seating area features two white armchairs and a patterned ottoman, surrounded by large glass arches that open to a lush garden. Natural light floods the space, enhancing the exposed stone walls and wooden ceiling beams, complemented by a large potted plant.
Villa in San Casciano
4.97 out of 5 average rating, 110 reviews

Luxury Villa in the very heart of Chianti

MelissaRating, 5 stars1 month ago
Wow-10 days spent at Alec's villa and could have stayed longer! The age and beauty of this place makes you feel transported back in time. From the stone walls, the detailed wall paintings, furniture and decor, to the solid doors easily hundreds of years old... We spent hours just speaking of it's history. The house is clean, spacious, and had plenty of room for our family of 8. It is situated on a small family vineyard at the top of an incredibly windey road. There outdoor space was safe/secluded for my kids. The hill made for wonderful beautiful views and sunrise. However, as with much of Tuscany, we were glad our rental cars weren't too big! The closest town is 5 minutes away and has a few restaurants... Though not somewhere you can have coffee or walk the streets. About 15 minutes away is San Casciano where you can find coffee shops, restaurants, stores etc. Alec is a perfect host... helpful, responsive, and answered dozens of questions weekly. Book dinner at A Casa Mia for sure!
Top guest favorite
The exterior of the country house is framed by tall, narrow cypress trees and well-maintained gardens featuring various plants. A terracotta pot stands prominently, and gravel pathways lead to the entrance, which is characterized by stone walls and an arched doorway.
Home in Tavarnelle Val di Pesa
4.96 out of 5 average rating, 295 reviews

Casa Al Poggio & Chianti view

KathyRating, 5 stars1 week ago
Hands down our favorite part of our two weeks in Italy! Casa Al Poggio was our Tuscan home away from home. We went and did all the things… Florence, Cinque Terre, San Gimignano, Montepulciano, etc. But coming “home” to this place was the best. So peaceful and picturesque looking across the valley at the Badia Di Passignano. We cooked many meals in the well stocked kitchen and my husband loved the rustic BBQ. Fresh herbs in the garden and the smell of jasmine blooming on the patio. Book yourself extra time here…you won’t want to leave! Emanuele & Tamara are the kindest people. Take them up on all of their restaurant recommendations. Everyone one was a hit! We can’t wait to go back.
Guest favorite
A wooden dining table is positioned on a shaded patio, featuring a decorative pine cone sculpture at its center. Surrounding greenery includes blooming flowers, with distant hills visible in the background, creating a peaceful outdoor setting ideal for al fresco dining.
Condo in Scandicci
4.94 out of 5 average rating, 155 reviews

Florentine Hills "LE SCALETTE"

StephanieRating, 5 stars1 month ago
Lovely stay in Tuscany! Patrizia had started a warming fire going for us in the fireplace upon arrival, as the weather was chilly and rainy. The house was very cozy, artistically decorated, and well appointed -- it made us feel very much at home away from home. Gorgeous views of Tuscany from the bedroom windows, and a well cared for garden which had lemons, rosemary, basil and many flowering plants. Patrizia was the absolute best hostess and provided for all our needs during our stay. There was plenty of room for everybody in the house, and there was even a lovely little kitchen which was fully stocked (salt, pepper, spices, coffee, milk, and more!). Note there is not an oven, but we were able to cook breakfast every day, and even a few dinner meals for our small group in the mini kitchen (there is a mini fridge which fit a lot of perishable food for its size!, and a small induction stove top). Thank you for the perfect stay!
Guest favorite
An elegant medieval castle is surrounded by lush olive trees, showcasing its stone façade and characteristic towers. Soft lighting emanates from the windows, creating a warm ambiance as dusk approaches. The castle is set against a backdrop of gently rolling hills, enhancing its historic charm.
Castle in Barberino Tavarnelle
4.87 out of 5 average rating, 111 reviews

Suite in Castle of Valle

KapoRating, 5 stars2 weeks ago
We come from Hong Kong, and a building like this is not often seen there. We are very happy to have had the chance to stay at the house. Some of the details in the house really impressed us, especially the antique furniture! Pietro is a great host—very friendly and responsive. I had some pleasant conversations with him. Thanks again!
Guest favorite
A private terrace offers a panoramic view of the surrounding Tuscan countryside. The scene features rolling green hills, a swimming pool surrounded by sun loungers, and distant mountains under a clear blue sky.
Farm stay in Barga
4.89 out of 5 average rating, 172 reviews

Agriturismo Al Benefizio - "Il Fienile" Apartment

AndrewRating, 5 starstoday
Beautiful, and peaceful…just the singing of swallows in the morning. Everything you want to wake up to in the morning….a beautiful view, the option of a morning swim, and a baker who delivers. I’d advise getting up with the sunrise and sitting on the terrace with your coffee, the birds and the mountains. Francesca is super flexible and helpful for everything. It’s a few minutes drive from Barga which, although is small, has several excellent restaurants

Family-friendly home rentals with a pool

Guest favorite
The stone house features a welcoming entrance with large arched windows. A vibrant flower box filled with geraniums complements the lush green lawn. A shaded area with wooden seating offers a place to relax, while the infinity pool and surrounding vineyards are visible in the background.
Cottage in Barberino Tavarnelle
4.98 out of 5 average rating, 192 reviews

Stone House with Exclusive Pool Codilungo in Chianti

SarahRating, 5 stars5 days ago
We can't imagine a more beautiful place to stay while we visited Chianti! The location is absolutely heavenly, and Emanuela's home is stunning. Everything was so comfortable, and our family particularly loved spending time outside and enjoying the pool. It's conveniently located for several Tuscan day trips, and there are many amazing wineries nearby. And the icing on the cake were Emanuela and Giovanni, who went above and beyond in helping us throughout our trip - from recommendations and help with reservations to having a few food items and coffee stocked for our first day's breakfast. Easily the best hosts we've ever enjoyed in our years staying in Airbnbs!
Top guest favorite
The outdoor pool area features a clear blue pool surrounded by a spacious lawn and blooming roses. Lounge chairs are arranged neatly under white umbrellas. A pergola is visible in the background, enhancing the scenic view of the countryside.
Farm stay in Castelfiorentino
4.93 out of 5 average rating, 151 reviews

Amazing view, pool and relax, 5 adults

ElizabethRating, 5 stars1 week ago
Absolutely amazing! The pictures are accurate & the home in person was better than described . Everything about our stay was spectacular! The views were beautiful, the pool was relaxing & very clean, the rose garden was in full bloom and stunning. The house was very clean, beautifully crafted and nicely decorated. Catia & Cinzia (the sisters) were extremely friendly and kind. They went out of their way to make sure we were comfortable. A basket of goodies including wine (from their family vineyard), cookies, and EVOO was left for us to enjoy. Their olive oil was truly the best we’ve ever tasted. Andrea is a very receptive host and responded promptly to our questions. Simona gave a fabulous pasta and tiramisu lesson which was so delicious. We ate most meals outside on our private patio overlooking the beautiful surroundings under the Tuscan sun. This place was magnificent 100/10.
Guest favorite
A shared swimming pool is surrounded by stone paving and offers a clear view of the hills in the background. Sun loungers are positioned on the poolside, inviting relaxation amid natural scenery under a bright blue sky.
Farm stay in San Gimignano
4.89 out of 5 average rating, 207 reviews

Oleandro double room with pool in San Gimignano

诗瑶Rating, 5 stars6 days ago
Bruno is undoubtedly an angel! He keeps everything well-regulated, very clean and beautiful. The farm is surrounded by vineyards and the scenery is intoxicating. Thank you Paolo for always providing me with travel suggestions and responding quickly. Bruno treats me like a family and friend, he is always ready to help me. It is because he invited me to dinner that I can see the most beautiful sunset at the farm. So next time I come to Tuscany, I will choose the farm again and meet my friend Bruno. Thank you for giving me such a beautiful memory, everything is beautiful, like a fairy tale.
Top guest favorite
A serene outdoor view features olive trees dotting a grassy area. A few lounge chairs are arranged by the pool, which reflects the soft hues of early morning light. A mist envelops the landscape, enhancing the tranquil setting.
Farm stay in Lastra a Signa
4.99 out of 5 average rating, 144 reviews

Flat for 4 with garden & pool in agriturismo

JasonRating, 5 stars2 weeks ago
Cristina is a lovely host and the place is beautiful. I’d highly recommend the breakfast that Cristina makes completely fresh!! The swimming pool is immaculate and the whole atmosphere of the place is just lovely. We spent 5 nights here with 2 children (17 and 13) and will definitely return if we ever stay in Tuscany again. Thanks Cristina!
Top guest favorite
A tranquil outdoor pool is surrounded by well-maintained gardens and olive trees. Sun loungers are positioned along the poolside, providing space for relaxation. The stone-clad building in the background complements the landscape, contributing to the serene environment.
Apartment in La Presura
4.93 out of 5 average rating, 145 reviews

Country house 9 km to Florence-2+1g,free parking

StephanieRating, 5 stars1 week ago
We will definitely be back! The location is about 30-40 minutes from the main city in Florence. Federico recommended we rent a car but we didn’t want to drive in an area we were unfamiliar with. We were provided with the bus schedule which was very easy to take to the city. We planned ahead and bought some groceries in Florence before heading back to the property. We got lucky with getting taxis at the property to eat at a nearby restaurant (Ristorante San Martino) but it wasn’t as convenient as getting one in Florence (had to wait a bit). The place was just as described, very relaxing and just what we wanted! All in all a great experience. We were so sad to leave!
Top guest favorite
Apartment in Barberino Val d'Elsa
4.99 out of 5 average rating, 120 reviews

Apartment in Chianti at Mulino dell 'Argenna

SophieRating, 5 stars1 week ago
We had a lovely stay! Elisa and Alessandro are so kind and very helpful with anything we needed. They made a reservation at a restaurant for us when everything was fully booked. Thank you for your great hospitality!
Top guest favorite
A rustic dining area features a large wooden table set for meals, complemented by transparent chairs. A cozy fireplace, built into a stone wall, adds warmth to the space. Soft lighting is provided by hanging fixtures, enhancing the inviting atmosphere.
Apartment in Sorana
4.95 out of 5 average rating, 196 reviews

Casa Gave - Nature and relax in Tuscany

HelleRating, 5 stars1 month ago
We loved staying at Elisa’s place - so lovingly restored and a truly special place. Beautiful setting and we loved hanging out in the garden on the sun loungers in the peaceful surroundings. Being able to say hello to their dogs and having their sweet cats in the garden made it feel like home to us. Easy parking nearby. Thank you so much!
Superhost
An inviting infinity pool is surrounded by lush greenery and trees, with several lounge chairs positioned nearby. A sun terrace provides ample space for relaxation, and a rustic stone building is visible in the background, complementing the serene outdoor atmosphere.
Farm stay in Gaiole in Chianti
4.95 out of 5 average rating, 102 reviews

Villa Le Miccine w/ Pool - Bello Fresco Unit for 2

KimberleyRating, 5 stars8 months ago
Paula has not only created a beautiful sanctuary that perfectly reflects Tuscan culture, but offers wine tasting and a vineyard tour on her property. The location of this gem of a place is centrally located in the Chianti region , making it a perfect home base for day trips to Assisi, Firenze and nearby small villages that offer great restaurants and quaint shops. The region is cycling friendly, as well as offering places for day hikes. Staying here for five days was one of highlights of our Italian adventure.....and we highly recommend experiencing the perfect place to stay in Tuscany and the warmth and friendliness that Paula, Ferderico and her staff offer!!

Quick stats about vacation rentals that are family-friendly in Montopoli in Val d'Arno

  • Total rentals

    50 properties

  • Nightly prices starting at

    ﺩ.ﺇ147 before taxes and fees

  • Total number of reviews

    1.4K reviews

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    30 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

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