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

Hotels with Pool & Resorts in Chianti Region from AU$129

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Check availability on Chianti Region Hotels with Pool

Tonight
14 Sept - 15 Sept
Tomorrow
15 Sept - 16 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

Our top choices for Chianti Region hotels with a pool

1. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
  • Countryside farm stay's outdoor pool beckons with scenic vineyard views.
AU$129
includes taxes & fees
14 Oct - 15 Oct
Borgo di Pietrafitta Relais

2. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
  • Swim through captivating seasons at this hotel with both indoor and outdoor pools, spa treatments, and an attached winery.
AU$214
includes taxes & fees
30 Sept - 1 Oct
Villa Casagrande Resort & SPA

3. 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.
AU$323
includes taxes & fees
12 Oct - 13 Oct
Hotel Villa Campomaggio

4. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
  • Scenic Tuscan escape with a poolside paradise and winery at your doorstep.
AU$205
includes taxes & fees
23 Sept - 24 Sept
Belvedere di San Leonino

5. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
AU$437
includes taxes & fees
6 Oct - 7 Oct
Chapter Chianti, a Member of Design Hotels

6. La Pensione di Vignamaggio

La Pensione di Vignamaggio
Panzano in Chianti
  • Dive into poolside tranquility with a seasonal outdoor pool nestled among gardens and a charming terrace at this Italian retreat.
AU$332
includes taxes & fees
12 Oct - 13 Oct
La Pensione di Vignamaggio

7. Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
  • Refreshing infinity pool with breathtaking views awaits at this charming Tuscan farm stay with winery.
AU$375
includes taxes & fees
9 Oct - 10 Oct
Castello Vicchiomaggio

8. 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.
AU$324
includes taxes & fees
8 Oct - 9 Oct
Relais Vignale & Spa

9. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
  • Tuscan vineyard retreat with sun-kissed seasonal pool beckons outdoor adventurers for summer splashing.
AU$137
includes taxes & fees
11 Oct - 12 Oct
Agriturismo San Sano

10. 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.
AU$278
includes taxes & fees
12 Oct - 13 Oct
Palazzo Leopoldo Dimora Storica & Spa
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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

Castello di Volpaia

Castello di Volpaia
Radda in Chianti
AU$376
includes taxes & fees
7 Oct - 8 Oct
Castello di Volpaia

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
AU$167
includes taxes & fees
15 Oct - 16 Oct
Villa I Barronci Resort & Spa

Villa Le Barone

Villa Le Barone
Greve in Chianti
AU$371
includes taxes & fees
11 Oct - 12 Oct
Villa Le Barone

Villa San Lucchese

Villa San Lucchese
Poggibonsi
AU$204
includes taxes & fees
16 Sept - 17 Sept
Villa San Lucchese

Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
AU$214
includes taxes & fees
30 Sept - 1 Oct
Villa Casagrande Resort & SPA

Palagina la Dimora

Palagina la Dimora
Figline e Incisa Valdarno
AU$200
includes taxes & fees
29 Sept - 30 Sept
Palagina la Dimora

B&B Poggiobonizio

B&B Poggiobonizio
Poggibonsi
AU$116
includes taxes & fees
18 Sept - 19 Sept
B&B Poggiobonizio

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
AU$205
includes taxes & fees
23 Sept - 24 Sept
Belvedere di San Leonino

Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
Tavarnelle Val di Pesa
AU$220
includes taxes & fees
15 Oct - 16 Oct
Hotel Borgo di Cortefreda Relais

Locanda le Piazze

Locanda le Piazze
Castellina in Chianti
AU$709
includes taxes & fees
30 Sept - 1 Oct
Locanda le Piazze
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4-star hotels with pools in Chianti Region

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
AU$167
includes taxes & fees
15 Oct - 16 Oct
Villa I Barronci Resort & Spa

Villa Le Barone

Villa Le Barone
Greve in Chianti
AU$371
includes taxes & fees
11 Oct - 12 Oct
Villa Le Barone

Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
AU$323
includes taxes & fees
12 Oct - 13 Oct
Hotel Villa Campomaggio

Villa San Lucchese

Villa San Lucchese
Poggibonsi
AU$204
includes taxes & fees
16 Sept - 17 Sept
Villa San Lucchese

Palagina la Dimora

Palagina la Dimora
Figline e Incisa Valdarno
AU$200
includes taxes & fees
29 Sept - 30 Sept
Palagina la Dimora

Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
AU$214
includes taxes & fees
30 Sept - 1 Oct
Villa Casagrande Resort & SPA

Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
Tavarnelle Val di Pesa
AU$220
includes taxes & fees
15 Oct - 16 Oct
Hotel Borgo di Cortefreda Relais

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
AU$205
includes taxes & fees
23 Sept - 24 Sept
Belvedere di San Leonino

Locanda le Piazze

Locanda le Piazze
Castellina in Chianti
AU$709
includes taxes & fees
30 Sept - 1 Oct
Locanda le Piazze

Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
AU$236
includes taxes & fees
15 Sept - 16 Sept
Hotel Il Piccolo Castello
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5-star hotels with pools in Chianti Region

Borgo Vescine

Borgo Vescine
Radda in Chianti
AU$1,299
includes taxes & fees
25 Sept - 26 Sept
Borgo Vescine

Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
AU$800
includes taxes & fees
6 Oct - 7 Oct
Hotel Le Fontanelle

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
AU$901
includes taxes & fees
8 Oct - 9 Oct
Borgo Scopeto Wine & Country Relais

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
AU$657
includes taxes & fees
5 Oct - 6 Oct
Castello di Spaltenna- Small Luxury Hotels of the World

Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
AU$437
includes taxes & fees
6 Oct - 7 Oct
Chapter Chianti, a Member of Design Hotels

LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
AU$225
includes taxes & fees
14 Oct - 15 Oct
LHP Certaldo Resort

The Club House

The Club House
Castelnuovo Berardenga
AU$1,324
includes taxes & fees
27 Sept - 28 Sept
The Club House

Villa Le Calvane

Villa Le Calvane
Montespertoli
AU$947
includes taxes & fees
3 Oct - 4 Oct
Villa Le Calvane

COMO Castello Del Nero

COMO Castello Del Nero
Tavarnelle Val di Pesa
AU$1,437
includes taxes & fees
6 Oct - 7 Oct
COMO Castello Del Nero

Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
Radda in Chianti
AU$584
includes taxes & fees
30 Sept - 1 Oct
Pieve Aldina - Relais & Châteaux
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

Castello Vicchiomaggio

Castello Vicchiomaggio

10/10 Excellent
"Clean, comfortable, upgraded, true a/c, and beautiful"
John 6-night trip
Posted 2 days ago
Castello Vicchiomaggio
COMO Castello Del Nero

COMO Castello Del Nero

10/10 Excellent
"The most beautiful hotel in the heart of Chianti. The service was above and beyond. Everything about this charming hotel was amazing. We cannot wait to go back."
Lauren 3-night trip
Posted 3 days ago
COMO Castello Del Nero
Villa Le Barone

Villa Le Barone

10/10 Excellent
"Excellent stay with wonderful , friendly staff!"
Kathleen 3-night trip
Posted 5 days ago
Villa Le Barone
Palagina la Dimora

Palagina la Dimora

10/10 Excellent
"Wonderful Tuscany escape. Charming villa with spectacular views and amazing restaurant overlooking vineyards. Tecla at reception and the rest of the staff made the stay so special. Can’t wait to return!"
Daniel 2-night trip
Posted 5 days ago
Palagina la Dimora
Hotel Villa Campomaggio

Hotel Villa Campomaggio

10/10 Excellent
"This resort is one of the most beautiful properties I have ever stayed in. Free use of the spa just was icing on the cake! Great breakfast spread and our dinner in the restaurant was delicious! We will be back!!"
Jayni 2-night trip
Posted 5 days ago
Hotel Villa Campomaggio
Villa Il Palagio

Villa Il Palagio

10/10 Excellent
"Great loved everything thank you!"
Amber 2-night trip
Posted 7 days ago
Villa Il Palagio
Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

10/10 Excellent
"Amazing venue , lots of kids entertainment. Lots of facilities- shops restaurants. Splash parks were brilliant. Highly recommended."
Katie 6-night trip
Posted 11 days ago
Hu Norcenni Girasole Village
Park Hotel Chianti

Park Hotel Chianti

10/10 Excellent
"A clean hotel, we got upgraded so no issues on room was updated and pleasant, AC could have been stronger but was ok, nice buffet breakfast with good assortment of food:) Front desk ladies were helpful in giving restaurant suggestions in the surrounding area 👌"
vincy 2-night trip
Posted 1 month ago
Park Hotel Chianti

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