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Our top choices for Chianti Region hotels with a pool

1. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (580 reviews)
"Great location amazing place"
United States
Rodolfo
The price is £67
includes taxes & fees
9 Nov - 10 Nov
La Certosa di Pontignano - Place of Charme

2. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (198 reviews)
"Great stay!"
United States
Afeefa
The price is £65
includes taxes & fees
1 Dec - 2 Dec
Hotel Palazzo San niccolò & Spa

3. Park Hotel Chianti

Park Hotel Chianti
4.0 star property
Tavarnelle Val di Pesa
9.0 out of 10, Wonderful, (280 reviews)
"The staff are very helpful and kind."
Canada
Manuel
The price is £51
includes taxes & fees
6 Nov - 7 Nov
Park Hotel Chianti

4. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
4.0 star property
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (414 reviews)
"Restaurant was great. Towels have too much use"
United States
Ana
The price is £90
includes taxes & fees
8 Nov - 9 Nov
Villa Casagrande Resort & SPA

5. Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (211 reviews)
"Brautiful scenery, convenient location. Parking was great."
Canada
Kevork
The price is £93
includes taxes & fees
11 Nov - 12 Nov
Belvedere di San Leonino

6. Castello Di Montemasso

Castello Di Montemasso
Greve in Chianti
9.8 out of 10, Exceptional, (28 reviews)
"The Castello Di Montemasso is a beautiful place with nice staffs. Their breakfast is awesome."
United States
Quan
The price is £88
includes taxes & fees
29 Nov - 30 Nov
Castello Di Montemasso

7. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (234 reviews)
"The staff and experience staying at Castello Di Fonterutoli was amazing! Everyone was so kind and welcoming! Cannot wait to go back☺️"
United States
Micaela
The price is £139
includes taxes & fees
8 Nov - 9 Nov
Castello di Fonterutoli Wine Resort

8. Moody smart & comfy Hotel

Moody smart & comfy Hotel
3.0 star property
Terranuova Bracciolini
9.6 out of 10, Exceptional, (13 reviews)
"Alles was perfect!"
Belgium
Rocco
The price is £91
includes taxes & fees
6 Nov - 7 Nov
Moody smart & comfy Hotel

9. The Club House

The Club House
5.0 star property
Castelnuovo Berardenga
10.0 out of 10, Exceptional, (23 reviews)
"Beautiful property excellent staff great spa loved everything about it!!"
United States
Natalyn
The price is £283
includes taxes & fees
15 Nov - 16 Nov
The Club House

10. Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (360 reviews)
"Very nice"
United Kingdom
James
The price is £78
includes taxes & fees
29 Nov - 30 Nov
Villa San Lucchese

11. Hotel Borgo di Cortefreda Relais - Place of Charme

Hotel Borgo di Cortefreda Relais - Place of Charme
4.0 star property
Tavarnelle Val di Pesa
9.4 out of 10, Exceptional, (531 reviews)
"It was a beautiful place. Location was perfect to travel around. It was very clean. Restaurant is decent and food was good. Breakfast was ok."
United States
Rahul
The price is £79
includes taxes & fees
22 Nov - 23 Nov
Hotel Borgo di Cortefreda Relais - Place of Charme

12. Chiantirooms Guesthouse

Chiantirooms Guesthouse
Greve in Chianti
9.8 out of 10, Exceptional, (53 reviews)
"Friendly host and great place to stay. "
Canada
Pasquale
The price is £82
includes taxes & fees
9 Nov - 10 Nov
Chiantirooms Guesthouse

13. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (219 reviews)
"This stay was absolutely perfect. The staff is amazing and we had a great time! The food is also great!"
Norway
Magdalena
The price is £216
includes taxes & fees
16 Nov - 17 Nov
Dievole Wine Resort

14. Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
4.0 star property
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (480 reviews)
"A nice place to relax for a few days and visit some castles and vineyards nearby."
Canada
Haris
The price is £65
includes taxes & fees
4 Dec - 5 Dec
Villa I Barronci Resort & Spa

15. Bed & Breakfast Le Terrazze del Chianti

Bed & Breakfast Le Terrazze del Chianti
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (45 reviews)
"Unique was the Terrasse… wonderful view on the village and surroundings"
Germany
Janine und Thomas
The price is £75
includes taxes & fees
3 Dec - 4 Dec
Bed & Breakfast Le Terrazze del Chianti

16. Agriturismo Montemagni di Sopra

Agriturismo Montemagni di Sopra
Greve in Chianti
9.6 out of 10, Exceptional, (22 reviews)
"Amazing stay. Will be coming back next time I'm in the area."
United States
Abel
The price is £113
includes taxes & fees
6 Nov - 7 Nov
Agriturismo Montemagni di Sopra

17. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (305 reviews)
"Very helpful and friendly staff, beautiful and spacious room, and wonderful location in the most lovely town in Tuscany. We loved our stay!"
Canada
Elizabeth
The price is £90
includes taxes & fees
23 Nov - 24 Nov
Palazzo Leopoldo Dimora Storica & Spa

18. Borgo Vescine

Borgo Vescine
5.0 star property
Radda in Chianti
9.6 out of 10, Exceptional, (250 reviews)
"The staff was amazing and incredibly kind."
United States
Natalie
The price is £359
includes taxes & fees
15 Nov - 16 Nov
Borgo Vescine

19. Hotel Borgo San Luigi

Hotel Borgo San Luigi
4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (456 reviews)
"It was definitely a place we will return too."
United States
JOHN
The price is £98
includes taxes & fees
8 Nov - 9 Nov
Hotel Borgo San Luigi

20. Hotel Bellavista Impruneta

Hotel Bellavista Impruneta
3.0 star property
Impruneta
9.2 out of 10, Wonderful, (135 reviews)
"We had a great stay at this hotel, staff was amazing and very helpful, room was excellent, clean and made us feel safe and comfortable!"
United States
NORMA
The price is £49
includes taxes & fees
8 Nov - 9 Nov
Hotel Bellavista Impruneta
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.

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

Hotels with pools and free breakfast in Chianti Region

4-star hotels with pools in Chianti Region

5-star hotels with pools in Chianti Region

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.

Find out more about Chianti Region

Discover top Chianti Region attractions

The Chianti Region offers a delightful blend of breathtaking landscapes and rich cultural experiences that will captivate any traveller. Begin your journey with a scenic drive through the rolling hills, where vineyards stretch as far as the eye can see, providing a perfect backdrop for memorable family photos. Next, indulge in a guided wine tasting tour at one of the area's renowned wineries, where you can savor exquisite local varietals and learn about traditional winemaking techniques. For those seeking adventure, exploring the picturesque villages dotted throughout the region on a cycling tour can be both exhilarating and scenic, allowing you to soak in the vibrant charm of the countryside. Art enthusiasts will appreciate the opportunity to visit local artisan workshops, where skilled craftsmen create beautiful pottery and textiles, offering a glimpse into the region's artistic heritage. Finally, unwind with a leisurely picnic at one of the scenic overlooks, where you can enjoy local delicacies while taking in panoramic views of the stunning landscape. Consider staying in charming accommodations nestled within the heart of Chianti, where attentive service and luxurious amenities ensure a pampered experience, making your visit both relaxing and unforgettable.

Top Chianti Region Hotel Reviews

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