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

Find Hotels with a Pool in Chianti Region

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Check availability on Chianti Region Hotels with a Pool

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, (581 reviews)
"Great location amazing place"
United States
Rodolfo
$70 nightly
The price is $86
Nov 16 - Nov 17
Total with taxes and fees
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
$73 nightly
The price is $86
Dec 8 - Dec 9
Total with taxes and fees
Hotel Palazzo San niccolò & Spa

3. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (306 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
$106 nightly
The price is $124
Dec 1 - Dec 2
Total with taxes and fees
Palazzo Leopoldo Dimora Storica & Spa

4. Park Hotel Chianti

Park Hotel Chianti
4.0 star property
Tavarnelle Val di Pesa
9.0 out of 10, Wonderful, (282 reviews)
"The staff are very helpful and kind."
Canada
Manuel
$56 nightly
The price is $68
Nov 13 - Nov 14
Total with taxes and fees
Park Hotel Chianti

5. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
4.0 star property
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (415 reviews)
"Restaurant was great. Towels have too much use"
United States
Ana
$115 nightly
The price is $129
Nov 30 - Dec 1
Total with taxes and fees
Villa Casagrande Resort & SPA

6. Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (212 reviews)
"Brautiful scenery, convenient location. Parking was great."
Canada
Kevork
$107 nightly
The price is $124
Nov 11 - Nov 12
Total with taxes and fees
Belvedere di San Leonino

7. Hotel Villa San Giorgio

Hotel Villa San Giorgio
3.0 star property
Poggibonsi
9.0 out of 10, Wonderful, (117 reviews)
"Very buetifull hotel with magnificent view on Tuscany hills. Very kind staff, clean room and Very good breakfast."
United States
Arik
$60 nightly
The price is $66
Nov 22 - Nov 23
Total with taxes and fees
Hotel Villa San Giorgio

8. Chiantirooms Guesthouse

Chiantirooms Guesthouse
Greve in Chianti
9.8 out of 10, Exceptional, (53 reviews)
"Friendly host and great place to stay. "
Canada
Pasquale
$101 nightly
The price is $116
Nov 16 - Nov 17
Total with taxes and fees
Chiantirooms Guesthouse

9. 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
$133 nightly
The price is $151
Nov 13 - Nov 14
Total with taxes and fees
Agriturismo Montemagni di Sopra

10. Bed & Breakfast Le Terrazze del Chianti

Bed & Breakfast Le Terrazze del Chianti
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (46 reviews)
"Unique was the Terrasse… wonderful view on the village and surroundings"
Germany
Janine und Thomas
$87 nightly
The price is $101
Dec 3 - Dec 4
Total with taxes and fees
Bed & Breakfast Le Terrazze del Chianti

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, (532 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
$84 nightly
The price is $99
Nov 27 - Nov 28
Total with taxes and fees
Hotel Borgo di Cortefreda Relais - Place of Charme

12. 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
$148 nightly
The price is $168
Nov 11 - Nov 12
Total with taxes and fees
Castello di Fonterutoli Wine Resort

13. Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (360 reviews)
"Very nice"
United Kingdom
James
$112 nightly
The price is $123
Nov 16 - Nov 17
Total with taxes and fees
Villa San Lucchese

14. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (82 reviews)
"Amazing property and room, only issue is it’s very understaffed so it’s hard to get anything without chasing down workers. They also don’t stay on the property so after like 11pm you’re on your own. Besides that it was a wonderful location and very peaceful."
United States
Gage
$237 nightly
The price is $266
Nov 13 - Nov 14
Total with taxes and fees
Terre di Baccio

15. COMO Castello Del Nero

COMO Castello Del Nero
5.0 star property
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (146 reviews)
"Everything perfectly"
United Arab Emirates
Nawaf
$663 nightly
The price is $738
Nov 22 - Nov 23
Total with taxes and fees
COMO Castello Del Nero

16. 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
$260 nightly
The price is $295
Nov 28 - Nov 29
Total with taxes and fees
Dievole Wine Resort

17. One Belvedere Tuscany

One Belvedere Tuscany
Poggibonsi
9.8 out of 10, Exceptional, (9 reviews)
"Beautiful property with the best staff."
Canada
Hyun Min
$230 nightly
The price is $253
Nov 14 - Nov 15
Total with taxes and fees
One Belvedere Tuscany

18. 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
$112 nightly
The price is $127
Nov 21 - Nov 22
Total with taxes and fees
Moody smart & comfy Hotel

19. 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, (481 reviews)
"A nice place to relax for a few days and visit some castles and vineyards nearby."
Canada
Haris
$68 nightly
The price is $81
Dec 10 - Dec 11
Total with taxes and fees
Villa I Barronci Resort & Spa

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
$65 nightly
The price is $76
Nov 11 - Nov 12
Total with taxes and fees
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

In the enchanting Chianti Region, travelers can indulge in a wealth of experiences that beautifully blend culture, culinary delights, and stunning landscapes. Start your journey with a visit to a picturesque olive grove, where you can learn about the traditional methods of olive oil production and participate in a tasting that highlights the region's rich flavors. Next, immerse yourself in the art of Tuscan cooking at a local cooking class, where a skilled chef will guide you through preparing authentic dishes using fresh, local ingredients. For wine enthusiasts, the Chianti landscape is dotted with charming vineyards offering guided tours and tastings, showcasing the renowned Chianti Classico wines. Don’t miss the opportunity to explore the quaint hilltop villages that dot the landscape, each offering unique artisan shops and breathtaking views of the rolling hills. Lastly, take a leisurely bicycle ride along the scenic countryside roads, allowing you to soak in the natural beauty and tranquility that Chianti is famous for. When it comes to accommodations, consider staying in a traditional villa surrounded by vineyards, providing you with the perfect base to explore this captivating region while enjoying the attentive service and authentic charm you deserve.

Top Chianti Region Hotel Reviews

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