A stone castle with battlements overlooking a lush valley with vineyards.

Find Family Hotels in Gaiole in Chianti

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Gaiole in Chianti Family Hotels

Tonight
Sep 11 - Sep 12
Tomorrow
Sep 12 - Sep 13
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for Gaiole in Chianti family-friendly hotels

1. Badia a Coltibuono

Badia a Coltibuono
Gaiole in Chianti
NT$6,567
NT$7,516 total
includes taxes & fees
Oct 5 - Oct 6
Badia a Coltibuono

2. Castello di Meleto

Castello di Meleto
Gaiole in Chianti
NT$7,154
NT$8,163 total
includes taxes & fees
Sep 15 - Sep 16
Castello di Meleto

3. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
  • Sip Tuscan wines by the pool while kids explore the playground and garden at this family-friendly farmhouse retreat.
NT$2,723
NT$3,141 total
includes taxes & fees
Oct 11 - Oct 12
Agriturismo San Sano

4. Borgo Casa al Vento

Borgo Casa al Vento
Gaiole in Chianti
NT$6,150
NT$7,058 total
includes taxes & fees
Oct 5 - Oct 6
Borgo Casa al Vento

5. Agriturismo Crocino in Chianti

Agriturismo Crocino in Chianti
Gaiole in Chianti
  • Explore Tuscan farm adventures with pool, hot tub, and castle proximity for family memory-making at this vineyard retreat.
NT$4,993
NT$5,786 total
includes taxes & fees
Sep 15 - Sep 16
Agriturismo Crocino in Chianti
View all properties

Choose what matters most at family-friendly hotels in Gaiole in Chianti

Pool
Breakfast included
All-inclusive
4 stars
5 stars

Family-friendly hotels with pools in Gaiole in Chianti

Castello di Meleto

Castello di Meleto
Gaiole in Chianti
NT$7,154
NT$8,163 total
includes taxes & fees
Sep 15 - Sep 16
Castello di Meleto

Badia a Coltibuono

Badia a Coltibuono
Gaiole in Chianti
NT$6,567
NT$7,516 total
includes taxes & fees
Oct 5 - Oct 6
Badia a Coltibuono

Borgo Casa al Vento

Borgo Casa al Vento
Gaiole in Chianti
NT$6,150
NT$7,058 total
includes taxes & fees
Oct 5 - Oct 6
Borgo Casa al Vento

Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
NT$2,723
NT$3,141 total
includes taxes & fees
Oct 11 - Oct 12
Agriturismo San Sano

Agriturismo Crocino in Chianti

Agriturismo Crocino in Chianti
Gaiole in Chianti
NT$4,993
NT$5,786 total
includes taxes & fees
Sep 15 - Sep 16
Agriturismo Crocino in Chianti
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Gaiole in Chianti Hotel Reviews

Borgo Vescine

Borgo Vescine

10/10 Excellent
"⭐️⭐️⭐️⭐️⭐️ We genuinely did not want to leave Borgo Vescine was everything we hoped a stay in Tuscany would be. The property is absolutely stunning, incredibly peaceful, and so beautifully cared for that once we arrived, we honestly didn’t want to leave. What made the experience even more special was the staff. Everyone we encountered was warm, welcoming and genuinely delightful. The hospitality never felt forced or overly formal. We simply felt very well taken care of throughout our stay. We had dinner at the property and the restaurant was excellent, which made staying in for the evening an easy decision. Breakfast was included with our stay and was such a delicious treat each morning. Being able to wake up somewhere this beautiful, have a wonderful breakfast and then simply enjoy the property was exactly the kind of Tuscan experience we were looking for. The grounds themselves are gorgeous and meticulously maintained, with beautiful views and so many quiet little areas to sit and take everything in. Despite everything the property offers, it still feels serene, intimate and wonderfully quiet. Borgo Vescine is the kind of place that makes you reconsider whatever plans you had for the day because you would rather just stay there. One of our favorite stays in Tuscany and a property I would happily return to. Highly recommend."
Nadege 1-night trip
Posted 16 hours ago
Borgo Vescine
Hotel Athena

Hotel Athena

8/10 Good
"Overall okay hotel. It’s meant more to come in during the morning while explore and out all day. Rooms are small and you can hear everything that’s going on in the hallway and in othe rooms (e.g., crying baby at 3am). Reception staff (Simone) was helpful and bartender (Lucas) was super nice. View in the terrace is good and peaceful but can’t be use if too close to dinner time."
Maria Fernanda 2-night trip
Posted 1 day ago
Hotel Athena
NH Siena

NH Siena

10/10 Excellent
"Superior room not great, Very small with leaking shower and other issues. Upgraded to suite on 5th floor which was excellent. Very spacious, huge bathroom with bath and walk in shower. Great views and comfortable bed."
Paul 3-night trip
Posted 1 day ago
NH Siena
Villa Pitiana

Villa Pitiana

10/10 Excellent
"We spent our honeymoon here and it was absolutely beautiful"
Rochelle 3-night trip
Posted 2 days ago
Villa Pitiana
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"All the staff in the hotel were very helpful and we would like to stay there again."
Richard 2-night trip
Posted 3 days ago
Grand Hotel Continental Siena – Starhotels Collezione
Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"Great location. Wonderful staff, very helpful and polite."
Mark 1-night trip
Posted 4 days ago
Hotel Chiusarelli
Hu Firenze Camping In Town

Hu Firenze Camping In Town

10/10 Excellent
"Love this place, came back twice. Literally had all you need . The shuttle downtown is amazing, exploring with families can be chaotic this helped. The pool gets a bit crowded during peak season but still worth a visit."
Ama 2-night trip
Posted 4 days ago
Hu Firenze Camping In Town
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Excellent stay. My second time coming, this time brought my parents and we had an amazing, relaxing time. Hope to be back soon!"
Stephanie 3-night trip
Posted 7 days ago
Hotel Casolare Le Terre Rosse
Poderi Arcangelo

Poderi Arcangelo

8/10 Good
"Lovely place. Rooms are a nice nice. We stayed in a junior suite. Pool was lovely and the view from it was incredible. Ball games etc not allowed in the pool and the pool area bar didn’t open until about 5/6pm. This is not a criticism as it created a quiet and relaxed vibe which was fitting of the view and location, but worth noting. Breakfast was nice, we would have preferred a little more choice, but no complaints, they hosted a pizza night on one of our stays, the pizza was ok, we would have preferred to have the Tuscan dinner another night but didn’t work with our plans, All in all a lovely stay, would happily return."
Nicholas 2-night trip
Posted 2 weeks ago
Poderi Arcangelo

Frequently asked questions

What's Gaiole in Chianti like for family-friendly vacations?
You might want to consider the remote destination of Gaiole in Chianti if you've been thinking about a trip for the whole family. The swimming spots, castle, and notable monuments are just a few things that make this an attractive family vacation spot. Take to the air and fly into Florence Airport, Peretola (FLR), which is located 25.9 mi (41.7 km) from the city center.
What's the best hotel when traveling with kids to Gaiole in Chianti?
Ultimo Mulino Wellness Country Hotel is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. Other choices for your stay with the kids include Agriturismo San Sano and Agriturismo Crocino in Chianti.
How many family-friendly hotels will I find in Gaiole in Chianti?
Expedia has 6 family-friendly hotels and other accommodations in Gaiole in Chianti.
When's the best time to book a family-friendly vacation in Gaiole in Chianti?
The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Gaiole in Chianti is 37 inches.
What's there to see and do with your family in Gaiole in Chianti?
While you and your family are visiting Gaiole in Chianti, you might want to check out some kid-friendly attractions such as Gaiole in Chianti Stadium, Borgo di Vescine - Tenute di Castelvecchi, and Villa a Sesta Polo Club. Make sure you have lots of time for activities like Chianti Observatory and Siena Circuit.

Explore a world of travel with Expedia