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, (582 reviews)
"Great location amazing place"
United States
Rodolfo
$65 nightly
The price is $81
Dec 13 - Dec 14
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
$72 nightly
The price is $86
Dec 1 - Dec 2
Total with taxes and fees
Hotel Palazzo San niccolò & Spa

3. 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
$77 nightly
The price is $87
Dec 13 - Dec 14
Total with taxes and fees
Villa Casagrande Resort & SPA

4. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (307 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
$105 nightly
The price is $122
Dec 1 - Dec 2
Total with taxes and fees
Palazzo Leopoldo Dimora Storica & Spa

5. 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
$45 nightly
The price is $56
Nov 16 - Nov 17
Total with taxes and fees
Park Hotel Chianti

6. Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (213 reviews)
"Brautiful scenery, convenient location. Parking was great."
Canada
Kevork
$105 nightly
The price is $123
Nov 27 - Nov 28
Total with taxes and fees
Belvedere di San Leonino

7. 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 $126
Nov 13 - Nov 14
Total with taxes and fees
Moody smart & comfy Hotel

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
$95 nightly
The price is $108
Nov 17 - Nov 18
Total with taxes and fees
Chiantirooms Guesthouse

9. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (236 reviews)
"Excellent stay, great breakfast and helpful staff."
India
Saion
$149 nightly
The price is $169
Nov 13 - Nov 14
Total with taxes and fees
Castello di Fonterutoli Wine Resort

10. 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, (482 reviews)
"A nice place to relax for a few days and visit some castles and vineyards nearby."
Canada
Haris
$67 nightly
The price is $80
Dec 13 - Dec 14
Total with taxes and fees
Villa I Barronci Resort & Spa

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. Hotel Villa San Giorgio

Hotel Villa San Giorgio
3.0 star property
Poggibonsi
9.0 out of 10, Wonderful, (118 reviews)
"Very buetifull hotel with magnificent view on Tuscany hills. Very kind staff, clean room and Very good breakfast."
United States
Arik
$51 nightly
The price is $56
Dec 13 - Dec 14
Total with taxes and fees
Hotel Villa San Giorgio

13. Villa il Poggiale - Dimora Storica

Villa il Poggiale - Dimora Storica
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (163 reviews)
"Such a magical place to stay! And the restaurant was delicious"
United States
Amber
$101 nightly
The price is $113
Dec 13 - Dec 14
Total with taxes and fees
Villa il Poggiale - Dimora Storica

14. 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
$88 nightly
The price is $101
Dec 3 - Dec 4
Total with taxes and fees
Bed & Breakfast Le Terrazze del Chianti

15. 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
$262 nightly
The price is $297
Nov 16 - Nov 17
Total with taxes and fees
Dievole Wine Resort

16. 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
$435 nightly
The price is $487
Nov 14 - Nov 15
Total with taxes and fees
Borgo Vescine

17. Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
4.0 star property
Colle di Val d'Elsa
9.4 out of 10, Exceptional, (475 reviews)
"Beautiful property, spacious and well-appointed room, spa was beautiful and relaxing."
United States
Kerry
$102 nightly
The price is $117
Nov 15 - Nov 16
Total with taxes and fees
Hotel Palazzo San Lorenzo & SPA

18. 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
$132 nightly
The price is $150
Nov 13 - Nov 14
Total with taxes and fees
Agriturismo Montemagni di Sopra

19. One Belvedere Tuscany

One Belvedere Tuscany
Poggibonsi
9.8 out of 10, Exceptional, (9 reviews)
"Beautiful property with the best staff."
Canada
Hyun Min
$227 nightly
The price is $250
Nov 13 - Nov 14
Total with taxes and fees
One Belvedere Tuscany

20. 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
$659 nightly
The price is $734
Nov 20 - Nov 21
Total with taxes and fees
COMO Castello Del Nero
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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