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Family-friendly vacation rentals in Anghiari

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Anghiari 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.
Guest favorite
An outdoor space features a round hot tub surrounded by a wooden deck. Colorful lounge chairs provide seating, with a vibrant red and orange combination standing out against the green lawn. Olive trees dot the landscape, offering a serene view of the surrounding hills.
Condo in Montevarchi
4.95 out of 5 average rating, 191 reviews

Art-Design Fienile in the heart of Tuscany

NateRating, 5 stars7 months ago
What a lovely spot to stay! The rental is quite large, with a spacious downstairs and a nice bedroom upstairs, and the views are amazing. It is located in a gorgeous part of Tuscany. Hosts were friendly. I especially appreciated the hot tub!
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 villa is set against a backdrop of rolling hills and gardens. A large pool is visible in the foreground, featuring a circular shape and steps leading into the water. The stone structure with a tiled roof complements the natural surroundings.
Villa in Montepulciano
4.91 out of 5 average rating, 125 reviews

Villa in Montepulciano with a Pool

SantiagoRating, 5 starstoday
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!
Guest favorite
A sunlit sunroom features large windows adorned with sheer curtains, allowing natural light to fill the space. A cozy white sofa is positioned next to a small wooden table with chairs, while indoor plants add a touch of greenery to the inviting atmosphere.
Home in Gaiole in Chianti
4.86 out of 5 average rating, 263 reviews

Charming estate with views

AndrewRating, 5 stars2 days ago
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.
Guest favorite
A heated jacuzzi is situated under a shaded pergola, surrounded by lush greenery and colorful flowers. The serene outdoor space is complemented by a gravel path leading towards vineyards in the background, inviting relaxation and privacy.
Villa in San Casciano In Val di Pesa
4.94 out of 5 average rating, 170 reviews

Wheelchair accessible Villa with Jacuzzi

GaryRating, 5 stars4 weeks ago
Beatrice was an amazing host. She was very responsive to our questions and always very helpful with suggestions and recommendations. This was the perfect place for our group of 8 adults for 2 weeks. The location was perfect for visiting various sites around Tuscany. Florence, Cortona, Siena and Pisa. The nearby town of Greve had some nice little restaurants for lunch/dinner. After a long day of sightseeing we would gather on the patio to have charcuterie and wine. Or gather at the family style dining table each evening. We highly recommend having Beatrice provide a home cooked meal, it was excellent! There are several wineries and olive oil tastings in the area. We took advantage of many of them. Overall we were very happy and very comfortable with our stay. We highly recommend staying here. If we ever come back we are definitely staying here again. You'll definitely get the true feel of Tuscany.
Superhost
A private swimming pool is surrounded by wooden decking and lush greenery, offering expansive views of the rolling hills and valleys in the distance under a clear blue sky. A small ladder is available for easy access to the water.
Home in Rufina
4.85 out of 5 average rating, 103 reviews

Ancient Tuscan Rural Residence

MarieRating, 5 stars2 weeks ago
This is such a lovely place to stay. I was so happy to look at the surroundings with breathtaking views and the tranquility ( besides the fogs ) makes this place a paradise . The house was very spacious and confortable . The jacuzzi is really a plus and the swimming pool perfect . Francesco and Serena were so helpful to find activities for our family . The communication was great . I really recommend this place … soooo beautiful !

Family- and pet-friendly home rentals

Guest favorite
A modern living space features a stylish metal bookshelf filled with colorful books and artistic items. A comfortable red chair is positioned nearby, inviting relaxation. Natural light filters through a window, creating a warm and welcoming environment.
Apartment in Assisi
4.98 out of 5 average rating, 189 reviews

Assisi Al Quattro - Historic Centre of Assisi

NealRating, 5 stars3 days ago
Picture perfect! I felt that it was the best possible home for our stay. Alessandra was very nice to interact with. An incredible gem and we were very lucky that we stayed there.
Top guest favorite
A tranquil pool area features a clear blue swimming pool surrounded by a stone terrace. Six lounge chairs provide comfortable seating, and a row of greenery is visible behind the pool. The rustic villa with its stone façade can be seen in the background against a clear sky.
Villa in Tavarnelle Val di Pesa
4.94 out of 5 average rating, 146 reviews

GUIDI POWER

TerryRating, 5 stars3 days ago
Giuliani is a wonderful host who made us feel as if this slice of paradise was our home, too. The location, the meticulously restored home, the views all make for the ultimate Tuscan experience. But Giuliani and her husband bring it all together with their warmth and attentiveness. It was a tough place to say goodbye to — for now. If you are looking for a Tuscan experience, this is it. And remember to ask for the hosts’ home-cooked meal. It is a culinary experience in the very best sense.
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.
Top guest favorite
A spacious living area is showcased with large windows offering panoramic views of the surrounding hills. A dining table sits in the center, accompanied by chairs, while a comfortable seating arrangement is positioned nearby. Natural light fills the space, highlighting the earthy tones and wood accents.
Apartment in Montepulciano
4.97 out of 5 average rating, 392 reviews

A view from the top, Montepulciano

AliciaRating, 5 stars2 weeks ago
We had a wonderful stay at Luca’s and the view cannot be beat! Luca went above expectations by meeting us at checkin to show us where to park and taking our luggage to and from the unit. Hope to stay here again one day!
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
The exterior view captures a rustic stone house bordered by tall trees. A pathway leading to the dwelling is visible, accompanied by lounge chairs set on a grassy area. The tranquil setting reflects the peaceful ambiance of the countryside.
Home in Scrofiano
4.97 out of 5 average rating, 149 reviews

Jenny's Barn

FalcoRating, 5 stars2 days ago
Fantastic time out with panoramic views! This Airbnb accommodation was an absolute stroke of luck! The view was simply breathtaking and inspired us every morning. If you are looking for peace and relaxation, this is the place to be – the location is wonderfully quiet and idyllic. The apartment itself is fantastically equipped and really offers all the amenities you could want. It was super convenient that basic things like oil, vinegar, etc. were available. This not only saves money, but also the first purchase. The only thing that took some getting used to was the bed. But of course, that's a matter of taste and has not tarnished our positive experience in any way. We can fully recommend this place and would come back any time!
Top guest favorite
A panoramic terrace is depicted, featuring two rattan chairs and a small round table. A pitcher and cups are placed on the table, with vibrant flowers adorning the railing. A clear sky and rolling hills are visible in the background, enhancing the serene outdoor setting.
Condo in Montepulciano
4.98 out of 5 average rating, 318 reviews

Residence In cerca d'Autore

StacyRating, 5 stars1 month ago
I can’t say grazie enough to Gessica and Bernardino! Such nice people. The apartment is one of the best Airbnb’s I’ve stayed in. Pictures don’t do it justice. It has everything you could ever need. The view from the balcony made it hard to leave. Hopefully we will be back! Grazie Mille!!
Top guest favorite
A sunlit living space features a comfortable sofa adorned with striped cushions. A small dining table set for two is visible, along with a decorative green cabinet. A fireplace adds a touch of warmth, and light streams through the window, enhancing the cozy atmosphere.
Home in Cortona
4.95 out of 5 average rating, 184 reviews

Charming house in Cortona, Tuscany

VirginiaRating, 5 stars1 month ago
Ester’s place was absolutely amazing! I fell in love with the beautiful stone and wooden floors, and the Tuscan kitchen was a dream—filled with gorgeous dishes and high-quality cookware that made cooking a pleasure. The linens smelled so fresh and clean, and the furnishings struck the perfect balance between rustic charm and elegant style. Every little detail, from the artwork to the thoughtful touches throughout the house, added so much character. This was not one of those bare, minimalistic places—it felt curated and cozy, full of warmth and personality. Giovanni and Ester were incredibly communicative and helpful throughout our stay. They reached out ahead of time to advise us to make reservations for Easter (which was a lifesaver!), helped arrange transportation, gave us fantastic local recommendations, and checked in to make sure we were doing well. We also really appreciated the welcoming bottle of prosecco, the breakfast treats, and the beautiful fresh oranges.

Family-friendly home rentals with a pool

Top guest favorite
A natural pool is set amidst a garden-park featuring various trees, including ancient cypress. The pool reflects the clear blue sky, while gravel pathways surround it, creating a serene outdoor space. Verdant greenery provides a backdrop to this tranquil setting.
Apartment in Montalcino
4.9 out of 5 average rating, 357 reviews

Panoramic Country Suite Montalcino

HeatherRating, 5 stars3 weeks ago
Paradise on earth - for both nature lovers and wine lovers alike! The natural beauty of Alexandra's airbnb cannot be described by words... from the views and organic landscaping, to the sunrise, sunset, and peaceful atmosphere, this place will take your breath away. The proximity to Montalcino and the surrounding wineries is fantastic! We were able to walk to town and were only a short drive away from multiple wineries. We chose to take advantage of the outdoor grille and kitchen to cook most of our meals from home. Thank you Alex for the recommendation to head to Buonconvento (the town near montalcino - a 10minute drive) for the large grocery store we utilized to stock the kitchen! Both Alex and Michelangelo were helpful hosts when needed, but gracious enough to allow full privacy - even though they live in the attached larger home, you would never know. The 4 days we stayed here were 100% the highlight of our trip! I am grateful they share this space with the world!! ⭐️⭐️⭐️⭐️
Top guest favorite
A serene outdoor pool is surrounded by well-maintained greenery and blooming lavender. Comfortable lounge chairs are placed under shaded umbrellas, offering a peaceful spot to relax while enjoying views of the expansive Tuscan landscape and distant hills.
Farm stay in Pian di Scò
4.95 out of 5 average rating, 131 reviews

Agriturismo I Gelsi

MarcusRating, 5 stars4 weeks ago
It is a lovely place with beautiful views. Eva was very helpful before we arrived and very welcoming when we got there. It was exactly as it described and we have said that we would definitely stay again if we are ever in the area. Very peaceful and relaxing for us and my daughter loved playing in the pool and exploring the grounds. Could have asked for more.
Top guest favorite
A panoramic view of a bright swimming pool surrounded by a lush garden. Comfortable lounge chairs are arranged on the stone patio. Olive trees and shrubs create a natural backdrop, emphasizing the serene outdoor setting under a clear blue sky.
Farm stay in Loro Ciuffenna
4.99 out of 5 average rating, 106 reviews

Il Roseto: your Villa in Tuscan Countryside

ToniRating, 5 stars2 weeks ago
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.
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
Villa in San Leolino
4.99 out of 5 average rating, 108 reviews

Poggio del Fattore-Villa with pool, hilltop, Chianti

DaniRating, 5 stars2 weeks ago
We’ve stayed in many many airbnbs, and this is the most interesting and beautiful one we’ve stayed at by far. It’s an authentic Tuscan villa built around 1700 and loved by the current owners / hosts. You can tell how much love and care they put into maintaining this place - in particular the garden and olive farm! Marta was an incredible host, greeting us when we arrived, showing us around and even gifting us some olive oil from their farm when we didn’t have cash! We absolutely loved staying here and plan on coming back with friends! Cannot recommend enough!!
Guest favorite
A spacious swimming pool is surrounded by wooden decking, featuring comfortable lounge chairs and shaded areas. Lush greenery marks the perimeter, enhancing privacy. Floatation devices are visible in the water, inviting relaxation in the tranquil environment.
Cottage in Montagnano
4.93 out of 5 average rating, 126 reviews

Charming cottage in Tuscany

PetraRating, 5 stars1 week ago
Giorgia has really created a paradise there and we are very happy that she shares this beautiful place with guests. Unfortunately, we could only enjoy the cottage for 3 days and would definitely like to come back. The house is small but very well furnished, the mattresses very cozy and water comes out of the shower with proper pressure - which is not quite a matter of course. The house is a bit off the beaten path, but thanks to Giorgia's really great videos, it's very easy to find. The garden (or rather small park) around the house is very well maintained and we were able to pick cherries and mulberries. Much has already been written about the pool - it really is THE highlight. An absolute recommendation - thank you Giorgia!
Top guest favorite
A private swimming pool is surrounded by lush greenery and gentle hills, offering serene views. Several lounge chairs are positioned around the pool, providing comfortable seating for relaxation. The clear, turquoise water reflects the bright sky, creating a peaceful ambiance.
Farm stay in Reggello
4.96 out of 5 average rating, 162 reviews

Stone farmhouse, exclusive private pool

MeganRating, 5 stars6 days ago
We absolutely loved our stay at this property in Reggello! The hosts were so warm and communicative—they greeted us upon arrival and gave us a full walkthrough of the home! The view was stunning, and the pool was beautiful and very clean. Aldo even came by each morning to clean it before we used it, which was such a thoughtful touch. Everything in the house worked perfectly—the Wi-Fi was fast, all the appliances and lighting functioned well, and we had no issues during our stay. The drive from Florence was easy (we had a rental car), and it made exploring nearby wineries and towns super convenient. We also LOVED their on-site farmers market. It was their own personal setup with wines, olive oil, jams, and other homemade goods -- plus fresh produce like eggs, garlic, artichoke, & shallots, which they generously offered free of charge. We’d definitely stay here again and highly recommend this property to anyone looking for a peaceful and scenic escape in the Tuscan countryside!
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 Anghiari

  • Total rentals

    180 properties

  • Nightly prices starting at

    ﺩ.ﺇ147 before taxes and fees

  • Total number of reviews

    1.8K reviews

  • Pet-friendly rentals

    100 properties allow pets

  • Rentals with a pool

    130 properties have a pool

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Arezzo
  5. Anghiari
  6. Family-friendly rentals