Top 10 Hotels with Pool & Accommodation in Chianti Region from AU$152

A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

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 Chianti Region Hotels with Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Chianti Region hotels with a pool

1. Borgo di Pietrafitta Relais

Castellina in Chianti

Countryside farm stay's outdoor pool beckons with scenic vineyard views.

includes taxes & fees

27 Aug - 28 Aug

Couples treatment room(s), sauna, hot tub, steam room

2. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Sun-kissed pools in tuscan splendour beckon with historic charm and breathtaking views.

includes taxes & fees

4 Aug - 5 Aug

Indoor pool, seasonal outdoor pool, pool loungers

3. Hotel Palazzo San niccolò & Spa

Radda in Chianti

Dive into year-round pool perfection with indoor and seasonal outdoor swimming options at this elegant Tuscan retreat.

includes taxes & fees

3 Aug - 4 Aug

4. Belvedere di San Leonino

Castellina in Chianti

Scenic Tuscan escape with a poolside paradise and winery at your doorstep.

includes taxes & fees

1 Aug - 2 Aug

Outdoor pool, pool umbrellas, pool loungers

5. Borgo Del Cabreo

Greve in Chianti

Tuscan retreat with seasonal outdoor pool offers vineyard views and winery experiences.

includes taxes & fees

8 Aug - 9 Aug

6. Relais Vignale & Spa

Radda in Chianti

Discover a seasonal rooftop sanctuary with dual pools, poolside bar service, and stunning vineyard views in historic wine country.

includes taxes & fees

3 Aug - 4 Aug

7. Castello Vicchiomaggio

Greve in Chianti

Refreshing infinity pool with breathtaking views awaits at this charming Tuscan farm stay with winery.

includes taxes & fees

19 Aug - 20 Aug

Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas

8. Agriturismo San Sano

Gaiole in Chianti

Tuscan vineyard retreat with sun-kissed seasonal pool beckons outdoor adventurers for summer splashing.

includes taxes & fees

2 Aug - 3 Aug

View all properties

Choose what matters most at hotels with a pool in Chianti Region

Breakfast included

4 stars

Hotels with pools and free breakfast in Chianti Region

Borgo di Pietrafitta Relais

Castellina in Chianti

includes taxes & fees

27 Aug - 28 Aug

Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

includes taxes & fees

4 Aug - 5 Aug

View all properties

4-star hotels with pools in Chianti Region

Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

includes taxes & fees

4 Aug - 5 Aug

View all properties

5-star hotels with pools in Chianti Region

Hotel Le Fontanelle

Castelnuovo Berardenga

includes taxes & fees

19 Aug - 20 Aug

Chapter Chianti, a Member of Design Hotels

Cavriglia

includes taxes & fees

3 Aug - 4 Aug

Indoor pool, outdoor pool, pool loungers

Castello di Spaltenna- Small Luxury Hotels of the World

Gaiole in Chianti

includes taxes & fees

9 Aug - 10 Aug

Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

includes taxes & fees

6 Aug - 7 Aug

View all properties

Top Chianti Region Hotel Reviews

Villa San Filippo

10/10 Excellent

"This place was beautiful, quiet like a picture you’d see in the movies"

Villa Il Palagio

10/10 Excellent

"Our family of five enjoyed our time at the property very much. The rooms were comfortable and the surrounding area is beautiful. The pool is a huge plus to cool down and have a relaxing time. The Rignano train station nearby makes it easy to get around Italy, by connecting to Florence’s main station. Truly an asset. The A1 highway is also nearby connecting you within easy access to beautiful Tuscany. Restaurants in the area were very good also. I would definitely stay again at Vila Il Palagio."

Villa I Barronci Resort & Spa

10/10 Excellent

"An amazing place to stay and relax in Florence. Highly recommend if you want a place to relax and away from the crowds . The staff was very respectful, polite and accommodating. Breakfast was amazing especially the chocolate croissants. Great value for the price. Thank you villa I Barronci!"

Hotel Villa Campomaggio

10/10 Excellent

"I was fortunate enough to stay in this beautiful hotel whilst photographing a wedding in Tuscany and I was so pleased that I am hoping to stay again as soon as I can. The staff were lovely, the hotel was beautiful and the surrounding areas were stunning. The spa was clean and calming, with three different rooms to try and a jacuzzi. I was offered a free yoga class one morning and my room was cleaned before 10am every day. On my last day, I checked out at 11am after breakfast and was offered a place to keep my bags so that I could stay out by the pooI until I needed to leave. I would highly recommend this beautiful hotel to anyone travelling through Tuscany!"