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Family-friendly vacation rentals in Greve in Chianti

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Greve in Chianti family-friendly rentals

Family-friendly home rentals with a hot tub

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, 141 reviews

Il Fienile, Cottage in the country with Jacuzzi

MagdalenaRating, 5 stars1 week ago
Our family loved this cottage. Plenty of space for the kids to stretch their legs and the recommendations for a private chef were amazing. Easy drive to lots of lovely places in the Chianti region.
Guest favorite
A metal staircase leads to a loft area, framed by a wall adorned with a mural of grapevines. The space features light-colored wooden flooring and is illuminated by natural light from a nearby window.
Home in Monsummano Terme
4.97 out of 5 average rating, 108 reviews

Holiday House "The Seasons of Bacchus"

KanchayaRating, 5 stars6 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 trip👍🏼
Guest favorite
A spacious outdoor area is shown, featuring comfortable lounge chairs and a wooden table set for dining. The setting includes lush greenery and a stone wall, creating a peaceful atmosphere. A shaded patio area enhances the inviting outdoor space, perfect for relaxation.
Loft in Reggello
4.89 out of 5 average rating, 131 reviews

CASA AL BOSCO 1

AlejandraRating, 5 stars7 months ago
We had a very pleasant time here. Carlotta was very friendly from the start, and even recommended local grocery stores. This place is a hidden gem! You are surrounded by beautiful trees & nature, but close enough to the town where you can easily catch the train to Florence. We absolutely loved it!
Superhost
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, 256 reviews

Charming estate with views

ElliotRating, 5 stars3 days ago
It was a beautiful property and they were very welcoming!
Top guest favorite
A welcoming living area highlights a decorative fireplace framed by ornate mirrors, illuminated by natural light from large windows. Cozy seating includes an orange armchair and a wooden coffee table rests atop an intricately patterned rug. Wall art adds character to the space.
Apartment in Centro Storico
4.94 out of 5 average rating, 300 reviews

M&G Apartment your home away from home

NorhusnaRating, 5 stars1 week ago
Beautiful and cosy place located at a convenient location. We enjoyed our stay. Highly recommended!
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, 168 reviews

The Vichiaccio Villa with Jacuzzi in Chianti

LiatRating, 5 stars2 weeks ago
We spent a week at Il Vichiaccio and I already miss the house. The house was perfect for a family of 5 adults. We felt immediately at home, had all what we needed. The location and views are awsom, even more beautiful than in the pictures. Plenty of great wineries and restaurants in the ares. Beatrice is a great host, answered every question we had, gave us recommendations and even helped us when our daughter didn't feel well. We strongly recommend!
Top guest favorite
An inviting outdoor space features a large swimming pool with a blue surface, complemented by a waterslide. Surrounding the pool, a paved area is bordered by flower beds and a wooden shed is visible in the background, framed by greenery and distant mountains.
Home in Piano di Coreglia
4.99 out of 5 average rating, 77 reviews

Casa del Sole

AlexandraRating, 5 stars2 days ago
Carlo and Elena made sure that we felt at home right away. The welcome was the best you could ask for. The place is beautiful and clean and very comfy. They gave us a lot of tips for the area. And surprised us multiple times with delicious treats. We will be back for sure.
Top guest favorite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage in Geggiano
4.99 out of 5 average rating, 130 reviews

Villa di Geggiano – Guesthouse

LauraRating, 5 stars1 month ago
The property is stunning and a very quiet rural setting. The view is spectacular. At night you can see all the stars. The beds and pillows are comfortable. The house is very clean. Andrea gave us a personal tour of his home and his family history is amazing. We thought it was a very personal touch to greet us at check in. He also called the day of our departure to say goodbye and came to the house for another short conversation. Andrea gave great recommendations for food, groceries, tours, etc. the location of the Airbnb made day trips very convenient. We would definitely come back. We felt refreshed after a few days. We also loved his two dogs!

Family- and pet-friendly home rentals

Superhost
A panoramic view of Sasso Pisano is captured, featuring historic stone buildings nestled among lush green hills. The clock tower stands prominently, while tree-covered slopes provide a natural backdrop, highlighting the town's rustic charm and tranquil setting.
Apartment in Sasso Pisano
4.78 out of 5 average rating, 189 reviews

La Maison di Monica & Simona

JurgitaRating, 5 stars2 weeks ago
Really enjoyed the stay: the place is spacious and cozy (even more beautiful than in the pictures :)), there was everything you need: bed linen, towels, everything equipped with kitchen. The hosts are friendly and although they don't speak much English, but they explain everything:)... The town is charming too - full of historical buzz. There is a small thermal spring quite close (from the property maybe 5 min walk) - quite hot so only one of us bathed, but our feet were all soaked;)... We had a wine at the townhome's bar - it was very nice to interact with the locals. Literally, the warmest feedback - thank you for everything!
Top guest favorite
An open living space features a colorful polka-dotted sofa and a small dining table surrounded by vibrant chairs. The kitchen area is organized with shelves displaying kitchenware and appliances, with a warm wooden ceiling enhancing the cozy atmosphere.
Apartment in Pienza
4.9 out of 5 average rating, 163 reviews

Back Home - Apartment in Pienza

MorganRating, 5 stars1 month ago
Had all necessities needed. Helpful neighbors with check in and check out. Good location with free parking!
Guest favorite
A bright living area features a beige sofa with a pink cushion and a red coffee table, complemented by a sleek kitchenette and a minimalist bookshelf filled with various books. Natural light is captured through a nearby door, enhancing the open feel of the space.
Guest suite in Centro Storico
4.95 out of 5 average rating, 171 reviews

Within walking distance of the center and away from the chaos

BettinaRating, 5 stars5 days ago
Stefania's place is ideal for spending a few days in Florence. It has everything you need and the center remains within walking distance or bus. The fridge is a little noisy at night and may have bothered us from time to time.
Superhost
A serene pool reflects the vibrant colors of the sunset, with gentle waves suggesting a peaceful ambiance. Lush greenery surrounds the area, creating a natural setting. The silhouette of a building and a lone tree can be seen in the background against the colorful sky.
Home in Staggia
4.87 out of 5 average rating, 39 reviews

Holiday in the Chianti Senese

JosefinRating, 5 stars9 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.
Top guest favorite
A quaint kitchen and living area is captured, showcasing exposed wooden beams and terracotta flooring. A cozy sofa with floral upholstery complements a wooden dining table set with various dishes and fresh flowers. Natural light floods in through the windows, creating a warm atmosphere.
Condo in Cortona
4.98 out of 5 average rating, 133 reviews

Casa Clara Cortona Cin IT051017c28a6h9glv

MassimoRating, 5 stars1 week ago
Small but very well equipped apartment, centrally located. Great solution for those who want to stay in an extraordinary village like Cortona.
Superhost
A swimming pool is depicted with clear blue water, reflecting sunlight. A child is seen jumping into the pool, creating ripples. A second child can be observed swimming nearby, with lush green trees and rolling hills visible in the background.
Apartment in Volterra
5 out of 5 average rating, 4 reviews

APARTMENTS 3 people + 4 people

KasiaRating, 5 stars34 months ago
Claudia is a great hostess, 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 up to San Gimignano you only need half an hour. We will be happy to come back and thank you for the delicious oil and the nice holiday!
Guest favorite
A spacious living area features a wooden-beamed ceiling and large windows allowing for natural light. A red sofa and rustic wooden table create a comfortable setting. A stone fireplace is positioned in the corner, adding a warm element to the welcoming environment.
Home in Gaiole in Chianti
4.8 out of 5 average rating, 100 reviews

loft in the heart of Tuscan Chianti

CharlotteRating, 5 stars6 months ago
We loved our stay at Giulia’s - it was like home from home and had everything we needed. It has beautiful surroundings and is great for cycling! Giulia was very helpful with recommendations and friendly too.
Top guest favorite
The outdoor pool features clear turquoise water, surrounded by a stone patio. Lush green hills and tall cypress trees create a scenic backdrop, while a few lounge chairs are positioned nearby for relaxation.
Home in Subbiano
4.99 out of 5 average rating, 78 reviews

Romantic cosy flat - Toscana Italy

DavidRating, 5 stars7 months ago
This was exactly what we were looking for. Very peaceful and private with beautiful views. Lots of wonderful villages to visit and explore within a 30 minute drive. Norma made some great reservations for our anniversary dinner as well as a couple of great wine tours. She also gave us recommendations of which villages were best to visit and what to do there. We highly recommend doing the cooking lessons with her family. They are such a nice family and were very eager to show us how to cook a traditional Tuscan meal. Grandma really is an amazing cook. They even sat with us as a family to share what we had cooked. We have been to many AirBnB’s and Norma has been our best host by far. We would go back the next time we visit Tuscany. Dave and Liz

Family-friendly home rentals with a pool

Top guest favorite
A clear blue pool is framed by lush greenery and terracotta paths, with several lounge chairs positioned nearby. The house sits atop a gentle hill, surrounded by tall trees and vibrant shrubs, offering a serene perspective of the Tuscan landscape.
Villa in Siena
4.85 out of 5 average rating, 86 reviews

Enchanting Rose Garden Pool Villa

MarkRating, 5 stars7 months ago
We booked Villa Montechiarone as part of our wedding at Montechiaro Organic Winery to house a group of 7 guests. The property sits around 500m from the winery itself, with views out over the Tuscan countryside, it's a breathtaking location and the villa itself is an incredible space. There are 2 huge indoor living areas, a well equipped kitchen, 4 spacious bedrooms and an outdoor covered terrace, as well as the garden and pool area. There is real character in the property in the way it is decorated as well as the imposing facade of the building itself. The pool area is spacious and well placed to take in the most of the view, and there is a car port with parking for at least 4 cars covered, with plenty more room if required beyond. Overall perfect for housing our guests who had a great experience and were very thankful for the help whilst checking out also!
Guest favorite
A large private swimming pool features clear turquoise water, surrounded by sun loungers and umbrellas. Olive trees are visible nearby, and a traditional farmhouse stands in the background against a clear blue sky, providing an inviting outdoor space for relaxation.
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
A spacious outdoor area showcases a private pool surrounded by sun loungers and a shaded seating area beneath a gazebo. Lush greenery and flowering plants frame the space, with a view of hills and quaint houses in the distance.
Villa in Ortignano Raggiolo
4.94 out of 5 average rating, 69 reviews

Private Villa with swimming pool in Tuscany

TomášRating, 5 stars7 months ago
We had a wonderful stay at the villa in Tuscany and felt at home right away. The hosts, Silvana, Iacoppo, and Bruno, took excellent care of us and were always attentive to our needs. The villa itself is spacious and well-equipped with everything one could ask for. The beautiful pool with its stunning views and the cozy fireplace area were definite highlights. It was the perfect place to unwind and enjoy the Tuscan countryside. Thank you again for an unforgettable stay!
Superhost
Apartment in Montespertoli
4.9 out of 5 average rating, 10 reviews

12/14 people, WiFi, SW pool, catering

AndreaRating, 5 stars3 weeks ago
Beautiful farm and very competent and available host. Definitely recommended
Superhost
A large saltwater swimming pool is surrounded by lounge chairs and offers views of the lush, green landscape beyond. The area is shaded by a tree, creating a relaxing environment for guests to enjoy.
Villa in Petrignano
4.98 out of 5 average rating, 51 reviews

Restored Farmhouse & Cottage with AC, Pool & WIFI

JeffreyRating, 5 stars8 months ago
For our family vacation, three couples and a 1-year old, the place was perfect. The ability to spend the heat of the day in the huge pool or inside the refreshing lodging made the stay excellent. The place is close to groceries, pharmaceuticals, restaurants, local sites, cities, etc. Ken was always responsive to whatever issue we brought up and his quick replies were greatly appreciated.
Guest favorite
A private pool is surrounded by sun loungers, set on a wooden deck. The pool area features natural stone paving and is enclosed by a child-proof fence. Lush greenery and olive trees outline the space, providing a serene environment for relaxation.
Home in Lecchi in Chianti
4.96 out of 5 average rating, 136 reviews

Casa di Lyndall - Entire house with exclusive pool

TerriRating, 5 stars6 months ago
This home is the epitome of a classic villa in the chianti region. Lecchi is very a small village that is walkable to a market, bar & cafe, and one of the best dinner spots we visited in our entire trip to Italy - the Malborghetto restaurant is a must! We rented a car for this week of our trip, and would highly recommend doing so. There are many nearby villages with great trattorias and shopping options - and gorgeous views everywhere you turn. Casa di Lyndall is a roomy, well appointed home with all the amenities you could need. Very clean, and very comfortable, and the view out the front windows is beyond compare. Lyndall was very responsive and provided us with excellent recommendations of things to do during our stay. Clementina greeted us when we arrived and was so sweet and helpful. There is nothing we would change about our stay!
Top guest favorite
A serene pool area is surrounded by lush greenery, featuring a large swimming pool with colorful floats. Comfortable sun loungers are positioned nearby on the stone deck, offering a relaxing spot to soak in the sun. Soft clouds drift across a clear blue sky.
Apartment in La Felce
4.98 out of 5 average rating, 107 reviews

La Felce Country House

GarrettRating, 5 stars7 months ago
Cristina is the ultimate host! Everything was immaculate and set up for us. We traveled with two young kids, and she was proactively prepared with a crib & high chair. She also had amazing recommendations and answered any questions for us. Led us to a spectacular sunset winery in the hills. The premise has stunning views and hanging poolside in the mountains, was just what the doctor ordered. Highly recommended and makes you feel like family!
Guest favorite
A clear blue pool is seen in the foreground, reflecting the sky. In the background, a rustic stone building with a wooden door is positioned beside olive trees and rolling hills. The scene is framed by a few distant hills.
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.

Quick stats about vacation rentals that are family-friendly in Greve in Chianti

  • Total rentals

    40 properties

  • Nightly prices starting at

    $70 before taxes and fees

  • Total number of reviews

    980 reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    20 properties have a pool

  • Wifi availability

    40 properties include access to wifi

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