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

Hotels with Pool & Resorts in Chianti Region from NZ$231

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Check availability on Chianti Region Hotels with Pool

Tonight
8 Aug - 9 Aug
Tomorrow
9 Aug - 10 Aug
Next weekend
14 Aug - 16 Aug
In two weeks
21 Aug - 23 Aug

Our top choices for Chianti Region hotels with a pool

1. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
  • Discover a seasonal rooftop sanctuary with dual pools, poolside bar service, and stunning vineyard views in historic wine country.
NZ$400
includes taxes & fees
5 Sept - 6 Sept
Relais Vignale & Spa

2. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
  • Countryside farm stay's outdoor pool beckons with scenic vineyard views.
NZ$231
includes taxes & fees
27 Aug - 28 Aug
Borgo di Pietrafitta Relais

3. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
  • Sun-kissed pools in tuscan splendour beckon with historic charm and breathtaking views.
NZ$301
includes taxes & fees
31 Aug - 1 Sept
Palazzo Leopoldo Dimora Storica & Spa

4. Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
  • Refreshing infinity pool with breathtaking views awaits at this charming Tuscan farm stay with winery.
NZ$382
includes taxes & fees
1 Sept - 2 Sept
Castello Vicchiomaggio

5. Hotel Villa Campomaggio

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.
NZ$427
includes taxes & fees
8 Sept - 9 Sept
Hotel Villa Campomaggio

6. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
  • Scenic Tuscan escape with a poolside paradise and winery at your doorstep.
NZ$268
includes taxes & fees
26 Aug - 27 Aug
Belvedere di San Leonino

7. Hotel Palazzo San niccolò & Spa

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.
NZ$235
includes taxes & fees
23 Aug - 24 Aug
Hotel Palazzo San niccolò & Spa

8. Castello di Meleto

Castello di Meleto
Gaiole in Chianti
  • Seasonal outdoor pool at Tuscan farm stay with vineyard views and sun loungers for serene relaxation amid the countryside.
NZ$296
includes taxes & fees
10 Aug - 11 Aug
Castello di Meleto

9. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
  • Splash into luxury at a Tuscan wine resort with two outdoor pools and vineyard views.
NZ$640
includes taxes & fees
26 Aug - 27 Aug
Dievole Wine Resort

10. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
NZ$745
includes taxes & fees
13 Aug - 14 Aug
Chapter Chianti, a Member of Design Hotels
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Choose what matters most at hotels with a pool in Chianti Region

Breakfast included
4 stars
5 stars
Spa pool
Spa

Hotels with pools and free breakfast in Chianti Region

Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
NZ$400
includes taxes & fees
5 Sept - 6 Sept
Relais Vignale & Spa

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
NZ$231
includes taxes & fees
27 Aug - 28 Aug
Borgo di Pietrafitta Relais

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
NZ$382
includes taxes & fees
1 Sept - 2 Sept
Castello Vicchiomaggio

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
NZ$301
includes taxes & fees
31 Aug - 1 Sept
Palazzo Leopoldo Dimora Storica & Spa

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
NZ$235
includes taxes & fees
23 Aug - 24 Aug
Hotel Palazzo San niccolò & Spa

Palagina la Dimora

Palagina la Dimora
Figline e Incisa Valdarno
NZ$123
includes taxes & fees
31 Aug - 1 Sept
Palagina la Dimora

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
NZ$268
includes taxes & fees
26 Aug - 27 Aug
Belvedere di San Leonino

Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
NZ$242
includes taxes & fees
9 Aug - 10 Aug
Hotel Colle Etrusco Salivolpi

Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
NZ$260
includes taxes & fees
27 Aug - 28 Aug
Agriturismo San Sano

Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
NZ$640
includes taxes & fees
26 Aug - 27 Aug
Dievole Wine Resort
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4-star hotels with pools in Chianti Region

Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
NZ$400
includes taxes & fees
5 Sept - 6 Sept
Relais Vignale & Spa

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
NZ$301
includes taxes & fees
31 Aug - 1 Sept
Palazzo Leopoldo Dimora Storica & Spa

Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
NZ$427
includes taxes & fees
8 Sept - 9 Sept
Hotel Villa Campomaggio

Palagina la Dimora

Palagina la Dimora
Figline e Incisa Valdarno
NZ$123
includes taxes & fees
31 Aug - 1 Sept
Palagina la Dimora

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
NZ$268
includes taxes & fees
26 Aug - 27 Aug
Belvedere di San Leonino

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
NZ$235
includes taxes & fees
23 Aug - 24 Aug
Hotel Palazzo San niccolò & Spa

Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
NZ$296
includes taxes & fees
23 Aug - 24 Aug
Villa Casagrande Resort & SPA

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
NZ$252
includes taxes & fees
9 Aug - 10 Aug
Villa I Barronci Resort & Spa

Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
NZ$425
includes taxes & fees
11 Aug - 12 Aug
Palazzo Squarcialupi

Villa Sabolini

Villa Sabolini
Colle di Val d'Elsa
NZ$292
includes taxes & fees
25 Aug - 26 Aug
Villa Sabolini
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5-star hotels with pools in Chianti Region

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
NZ$761
includes taxes & fees
16 Aug - 17 Aug
Castello di Spaltenna- Small Luxury Hotels of the World

Borgo Vescine

Borgo Vescine
Radda in Chianti
NZ$993
includes taxes & fees
9 Aug - 10 Aug
Borgo Vescine

Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
Radda in Chianti
NZ$708
includes taxes & fees
11 Aug - 12 Aug
Pieve Aldina - Relais & Châteaux

Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
NZ$745
includes taxes & fees
13 Aug - 14 Aug
Chapter Chianti, a Member of Design Hotels

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
NZ$1,005
includes taxes & fees
9 Aug - 10 Aug
Borgo Scopeto Wine & Country Relais

Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
NZ$1,102
includes taxes & fees
17 Aug - 18 Aug
Hotel Le Fontanelle

Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
NZ$1,221
includes taxes & fees
9 Aug - 10 Aug
Borgo San Felice Resort

COMO Castello Del Nero

COMO Castello Del Nero
Barberino Tavarnelle
NZ$1,648
includes taxes & fees
17 Aug - 18 Aug
COMO Castello Del Nero

LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
NZ$251
includes taxes & fees
7 Sept - 8 Sept
LHP Certaldo Resort

The Club House

The Club House
Castelnuovo Berardenga
NZ$1,518
includes taxes & fees
8 Sept - 9 Sept
The Club House
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.
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Top Chianti Region Hotel Reviews

Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

10/10 Excellent
"Two large pool sites. Helpful staff. Lots of entertainment. Restaurant options and a well stocked reasonably priced food market."
Katie 5-night trip
Posted 1 day ago
Hu Norcenni Girasole Village
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Just an amazing overall experience, super welcoming and hospitable staff. Vacationing in an estate that is 1100 years old makes it even more memorable. Thank you Spaltena"
Ashley 2-night trip
Posted 4 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

10/10 Excellent
"This was a fabulous stay. The property is beautiful, the grounds were fun to walk and the swimming pool was lovely. Breakfast every morning was delicious. Hotel was very quiet during the week but was noticeably busier starting Friday (I think local people come just for the weekend). Our room was spacious and very clean. Bed was very comfortable. There is a bar near the pool that serves drinks in the afternoon and dinner nightly on the terrace. The nearby town was so cute and had a coop as well as numerous delicious restaurants (I recommend Nonno’s for a rustic, authentic dinner, La Carboneira for pizzas and I Pini for gelato. I would stay here again and highly recommend!"
Carrie 4-night trip
Posted 7 days ago
Villa I Barronci Resort & Spa
Villa Il Palagio

Villa Il Palagio

10/10 Excellent
"Our family of five enjoyed our time at the property very much. The rooms were comfortable and the surrounding area is beautiful. The pool is a huge plus to cool down and have a relaxing time. The Rignano train station nearby makes it easy to get around Italy, by connecting to Florence’s main station. Truly an asset. The A1 highway is also nearby connecting you within easy access to beautiful Tuscany. Restaurants in the area were very good also. I would definitely stay again at Vila Il Palagio."
Nuno 11-night trip
Posted 2 weeks ago
Villa Il Palagio
Hotel Villa Campomaggio

Hotel Villa Campomaggio

10/10 Excellent
"I was fortunate enough to stay in this beautiful hotel whilst photographing a wedding in Tuscany and I was so pleased that I am hoping to stay again as soon as I can. The staff were lovely, the hotel was beautiful and the surrounding areas were stunning. The spa was clean and calming, with three different rooms to try and a jacuzzi. I was offered a free yoga class one morning and my room was cleaned before 10am every day. On my last day, I checked out at 11am after breakfast and was offered a place to keep my bags so that I could stay out by the pooI until I needed to leave. I would highly recommend this beautiful hotel to anyone travelling through Tuscany!"
Hannah 2-night trip
Posted 2 months ago
Hotel Villa Campomaggio
COMO Castello Del Nero

COMO Castello Del Nero

10/10 Excellent
"Great staff!"
Philip 1-night trip
Posted 2 months ago
COMO Castello Del Nero
Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

10/10 Excellent
"If you are thinking of staying anywhere else in toscana…DON’T! This was the most amazing stay. We extended our stay because it was so beautiful and full of history. The amenities are also wonderful!"
Blake 2-night trip
Posted 2 months ago
Villa Casagrande Resort & SPA

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