The Best Hotels with a Pool in Radda in Chianti from AED 266 in 2026

Q: What are some accommodations with pools in Radda in Chianti?

Hotel Palazzo San niccolò & Spa : Features a seasonal outdoor pool, an indoor pool, and 2 restaurants. Palazzo Leopoldo Dimora Storica & Spa : Offers 2 indoor pools, a seasonal outdoor pool, and 3 restaurants.

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Our top choices for Radda in Chianti hotels with a pool

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

1. 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.

AED 318 total

includes taxes & fees

1 Dec - 2 Dec

A spa area with a stone-walled pool, wooden loungers, and a small table with towels.

2. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

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

AED 452 total

includes taxes & fees

1 Dec - 2 Dec

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

3. Borgo Vescine

Radda in Chianti

Slip into Tuscan bliss at this pool paradise with vineyard views and poolside bar service.

AED 1,800 total

includes taxes & fees

25 Nov - 26 Nov

A swimming pool with lounge chairs and a pergola, surrounded by a landscaped garden and a view of a forested hillside.

4. Castello di Volpaia

Radda in Chianti

Escape to a countryside sanctuary with an indoor and outdoor pool surrounded by vineyard views at this historic farm stay.

AED 857 total

includes taxes & fees

6 Dec - 7 Dec

5. Relais Santa Cristina

Radda in Chianti

AED 464 total

includes taxes & fees

12 Nov - 13 Nov

A wooden deck with a swimming pool, surrounded by lush greenery and a mountainous landscape.

6. La Locanda Volpaia

Radda in Chianti

AED 567 total

includes taxes & fees

12 Nov - 13 Nov

A stone building with a swimming pool, wooden deck, and a tall tree.

7. Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Radda in Chianti

AED 4,422 total

includes taxes & fees

16 Nov - 17 Nov

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

8. Dievole Wine Resort

Castelnuovo Berardenga

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

AED 1,115 total

includes taxes & fees

16 Nov - 17 Nov

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

9. Chapter Chianti, a Member of Design Hotels

Cavriglia

AED 1,113 total

includes taxes & fees

12 Nov - 13 Nov

A pool area with lounge chairs and umbrellas, surrounded by greenery and trees.

10. Albergo Il Colombaio

Castellina in Chianti

Lounge beneath Italian sunshine at the inviting outdoor pool, where rural charm meets relaxation at this countryside retreat.

AED 618 total

includes taxes & fees

12 Dec - 13 Dec

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

Breakfast included

4 stars

Hotels with pools and free breakfast in Radda in Chianti

Hotel Palazzo San niccolò & Spa

Radda in Chianti

AED 318 total

includes taxes & fees

1 Dec - 2 Dec

A spa area with stone walls, a white massage chair, and a potted plant.

Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

AED 452 total

includes taxes & fees

1 Dec - 2 Dec

View all properties

Top Radda in Chianti Hotel Reviews

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

Castello La Leccia

Castellina in Chianti

10/10 Excellent

Sarah

A large indoor swimming pool with clear water, surrounded by modern architecture and a glass railing.

The Club House

Castelnuovo Berardenga

10/10 Excellent

debbie

A hotel room with a large bed, a vanity with a mirror, and a green archway.

Hotel Certosa Di Maggiano

Siena

10/10 Excellent

Anonymous traveler

A swimming pool with lounge chairs and umbrellas, stone buildings, and a clear sky.

Relais Le Macine di Stigliano

Sovicille

10/10 Excellent

Nicholas

A pool with lounge chairs, a stone wall, and a building with arched windows.

Hotel Villa L'Avvenire

Petriccio

10/10 Excellent

Idania

A swimming pool with a breakfast tray of fruits and juice, surrounded by trees and a clear sky.

B&B Country House Poggio del Drago

Civitella in Val di Chiana

10/10 Excellent

Kristen

Castello di Volpaia

Radda in Chianti

10/10 Excellent

Staff was wonderful. We arrived late and had a difficult time finding the right road to the property. Fabio was in contact with us the entire time and had to rescue us after we got lost. Thank you. Had a wonderful meal at the restaurant and breakfast the next day was exceptional. The room was very nice and clean. The wine tour was great and enjoyed the tasting. Stayed two nights and wish we could have stayed more. Highly recommended.

Karen

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

Belvedere di San Leonino

Castellina in Chianti

10/10 Excellent

Oh wow, perfect vacation and a real Tuscany atmosphere, the hotel is a magical old yet perfectly renovated property, the room was amazingly clean and equipped with everything we needed, the pool was open until 8pm and it’s never crowded, very peaceful area, almost like a fantasy movie, breakfast was great, especially the cheese , local pastries and coffee , the staff was lovely, very friendly and helpful, but the real deal was DINNER , I cannot say enough about the food and wine they make,...

Lior

Dievole Wine Resort

Castelnuovo Berardenga

10/10 Excellent

Gary

A large, classical building with a symmetrical facade, multiple windows, and a central entrance with a canopy.

Villa Cora

Oltrarno

10/10 Excellent

Bruce

A poolside area with a pool, lounge chairs, and a building in the background.

Villa il Poggiale - Dimora Storica

San Casciano in Val di Pesa

10/10 Excellent

We are very frequent travelers who have never been to the Villa il Poggiale before and loved it. We visited in late September - not too hot and the evenings were cool. Perfect time to go. Federica, Irene, and the entire staff were absolutely wonderful from arranging our to/from airport transportation to making us feel at home. The grounds were lovely, although the pool was not heated in late September. We had breakfast everyday at the Villa - the chef does a wonderful job. They have a...

William

A swimming pool with a clear view of the water, a metal structure on the right, and a landscaped area with chairs and plants in the background.

Borgo Grondaie

Siena

10/10 Excellent

tmcmaus

A rectangular swimming pool with a tiled border, surrounded by lounge chairs and umbrellas, set against a backdrop of rolling hills and trees.

Relais Villa Olmo - Place of Charme

Impruneta

10/10 Excellent

Anonymous traveler

A building with large windows and a pool in front.

Four Seasons Hotel Firenze

Historic Centre of Florence

10/10 Excellent

Marko

Frequently Asked Questions

How many pool hotels are there in Radda in Chianti?

Expedia has 5 hotels in Radda in Chianti for your poolside break.

What's it like visiting Radda in Chianti?

If taking it easy by the pool is your idea of the perfect getaway, you may want to check out quaint Radda in Chianti, which has 5 places to stay with pools. During your trip, you can explore sights such as Castello di Radda Winery and Borgo di Vescine - Tenute di Castelvecchi, and then relax and unwind poolside at one of the accommodations in Radda in Chianti that guests like for their pools.

What are some accommodations with pools in Radda in Chianti?

Hotel Palazzo San niccolò & Spa: Features a seasonal outdoor pool, an indoor pool, and 2 restaurants. Palazzo Leopoldo Dimora Storica & Spa: Offers 2 indoor pools, a seasonal outdoor pool, and 3 restaurants.

What is there to see and do in Radda in Chianti?

Make a point to visit attractions like Borgo di Vescine - Tenute di Castelvecchi. Discover sights such as Castello di Radda Winery, Castello di Albola, and Volpaia during your stay. The countryside and wineries are just some of the things to enjoy while you're in the area.

When is the best time to book a hotel with a pool in Radda in Chianti?

You may want to think about a place to stay that has an outdoor pool if you plan to visit Radda in Chianti in the hottest months of August, July, or June when the average temp is 72°F. Lodging offering an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temp is 44°F.

Find Hotels with a Pool in Radda in Chianti

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Radda in Chianti hotels with a pool

1. Hotel Palazzo San niccolò & Spa

2. Palazzo Leopoldo Dimora Storica & Spa

3. Borgo Vescine

4. Castello di Volpaia

5. Relais Santa Cristina

6. La Locanda Volpaia

7. Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

8. Dievole Wine Resort

9. Chapter Chianti, a Member of Design Hotels

10. Albergo Il Colombaio

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

Hotels with pools and free breakfast in Radda in Chianti

Hotel Palazzo San niccolò & Spa

Top Radda in Chianti Hotel Reviews

Castello La Leccia

10/10 Excellent

Frequently Asked Questions

How many pool hotels are there in Radda in Chianti?

What's it like visiting Radda in Chianti?

What are some accommodations with pools in Radda in Chianti?

What is there to see and do in Radda in Chianti?

When is the best time to book a hotel with a pool in Radda in Chianti?