Top 10 Hotels with Pool & Accommodation in Chianti Region from NZ$154

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Our top choices for Chianti Region hotels with a pool

A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.

1. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

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

includes taxes & fees

23 Nov - 24 Nov

A person sitting by a swimming pool with a stone building in the background.

2. Hotel Borgo di Cortefreda Relais - Place of Charme

Tavarnelle Val di Pesa

Discover a Tuscan oasis with a seasonal pool sanctuary, loungers for sunbathing, and poolside drinks service in wine country.

includes taxes & fees

29 Nov - 30 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a clear sky.

3. Dievole Wine Resort

Castelnuovo Berardenga

Splash into luxury at a Tuscan wine resort with two outdoor pools and vineyard views.

includes taxes & fees

16 Nov - 17 Nov

A poolside area with lounge chairs and a view of the night sky.

4. Belvedere di San Leonino

Castellina in Chianti

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

includes taxes & fees

11 Nov - 12 Nov

A landscaped garden with a swimming pool, a vineyard in the background, and a stone pathway.

5. Hotel Villa Campomaggio

Radda in Chianti

Soak in mountain views from the sun-drenched outdoor pool at this Tuscan retreat where spa treatments and regional cuisine await.

includes taxes & fees

7 Nov - 8 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and hills.

6. Chapter Chianti, a Member of Design Hotels

Cavriglia

includes taxes & fees

8 Nov - 9 Nov

A spa area with a stone ceiling, a pool, and two sun loungers.

7. 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

1 Dec - 2 Dec

A pool with a view of a lush valley and distant buildings.

8. Castello Vicchiomaggio

Greve in Chianti

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

includes taxes & fees

7 Nov - 8 Nov

A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.

9. Castello La Leccia

Castellina in Chianti

Castello La Leccia's seasonal pool offers Tuscan countryside refreshment and vineyard views all summer long.

includes taxes & fees

13 Nov - 14 Nov

An indoor swimming pool with clear glass walls, wooden beams, and large windows.

10. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Swim through captivating seasons at this hotel with both indoor and outdoor pools, spa treatments, and an attached winery.

includes taxes & fees

8 Nov - 9 Nov

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

Breakfast included

4 stars

Top Chianti Region Hotel Reviews

A villa with a swimming pool, surrounded by well-maintained gardens and tall trees.

Villa La Cappella

Montespertoli

10/10 Excellent

Brent

A swimming pool at dusk with surrounding lounge chairs and umbrellas.

Tenuta Moriano

Montespertoli

10/10 Excellent

We stayed as a family and enjoyed the properties facilities including pool swings and outdoor games. The Tuscan dinner was enjoyable with amazing views. Property in convenient to local restaurants and provided a great recommendation list. We thoroughly enjoyed our stay and would return. Great value. My only suggestion would be to provide some basics on arrival such as tea, coffee, milk. A hairdryer would also be useful.

Amy

A swimming pool surrounded by red lounge chairs and umbrellas, with a stone wall and greenery in the background.

Terre di Baccio

Greve in Chianti

8/10 Good

Anonymous traveller

A swimming pool with a stone wall and a metal fixture on the right.

Relais Villa Belpoggio - Residenza d'Epoca

Loro Ciuffenna

10/10 Excellent

Anonymous traveller

A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with tall trees in the background.

Torraccia di Chiusi

San Gimignano

10/10 Excellent

We had an excellent stay at Torraccia di Chiusi. You'll be staying in an older, refurbed building hundreds of years old, set on a farm. The breakfast was excellent and the opt-in 4 course dinner for $25 with apertivo right before was outstanding. Don't expect to know what you're getting as the team come up with it each day based on what they have to hand. We only had two minor issues with our room which was the air con and fridge. The fridge didn't work, but I'd suggest simply getting rid of...

Jeff

A resort with a swimming pool, terraced gardens, and a view of rolling hills.

COMO Castello Del Nero

Tavarnelle Val di Pesa

10/10 Excellent

Outstanding! If you are looking to travel to Italy and feel like a Princess, Castello Del Nero is for you. Everything is five star, from the service the moment you check-in, to the five star spa, to the Michelin Rated dinning, the Castello is a dream come true. Treat yourself to Italian luxury and you will never want to leave. The rooms are impeccably decorated with every amenity and the country side views are breathtaking. The five star wine list seems endless and don't forget to consider an...

Linda W.