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

Tonight
Oct 26 - Oct 27
Tomorrow
Oct 27 - Oct 28
This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Chianti Region hotels with a pool

1. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
  • Scenic Tuscan escape with a poolside paradise and winery at your doorstep.
$107 nightly
$124 total
Oct 29 - Oct 30
Total with taxes and fees
Belvedere di San Leonino

2. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
  • Sun-kissed pools in tuscan splendor beckon with historic charm and breathtaking views.
$104 nightly
$121 total
Nov 23 - Nov 24
Total with taxes and fees
Palazzo Leopoldo Dimora Storica & Spa

3. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
  • Poolside bliss awaits at this Tuscan wine resort where medieval castle meets vineyard views.
$152 nightly
$176 total
Oct 27 - Oct 28
Total with taxes and fees
Castello di Tornano Wine Resort

4. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
  • Splash into luxury at a Tuscan wine resort with two outdoor pools and vineyard views.
$248 nightly
$281 total
Nov 21 - Nov 22
Total with taxes and fees
Dievole Wine Resort

5. Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
  • Refreshing infinity pool with breathtaking views awaits at this charming Tuscan farm stay with winery.
$178 nightly
$196 total
Oct 29 - Oct 30
Total with taxes and fees
Castello Vicchiomaggio

6. Hotel Borgo di Cortefreda Relais - Place of Charme

Hotel Borgo di Cortefreda Relais - Place of Charme
Tavarnelle Val di Pesa
  • Discover a Tuscan oasis with a seasonal pool sanctuary, loungers for sunbathing, and poolside drinks service in wine country.
$114 nightly
$132 total
Nov 25 - Nov 26
Total with taxes and fees
Hotel Borgo di Cortefreda Relais - Place of Charme

7. Borgo Del Cabreo

Borgo Del Cabreo
Greve in Chianti
  • Tuscan retreat with seasonal outdoor pool offers vineyard views and winery experiences.
$202 nightly
$227 total
Oct 27 - Oct 28
Total with taxes and fees
Borgo Del Cabreo

8. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
  • Countryside farm stay's outdoor pool beckons with scenic vineyard views.
$88 nightly
$101 total
Nov 1 - Nov 2
Total with taxes and fees
Borgo di Pietrafitta Relais

9. 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.
$165 nightly
$188 total
Oct 27 - Oct 28
Total with taxes and fees
Hotel Villa Campomaggio

10. La pietra del cabreo

La pietra del cabreo
Greve in Chianti
  • Dive into the seasonal outdoor pool with breathtaking views at this beautifully maintained rural bed & breakfast.
$209 nightly
$234 total
Oct 27 - Oct 28
Total with taxes and fees
La pietra del cabreo
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Choose what matters most at hotels with a pool in Chianti Region

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Chianti Region

Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti
San Casciano in Val di Pesa
$68 nightly
$80 total
Nov 9 - Nov 10
Total with taxes and fees
Salvadonica - Borgo del Chianti

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
$104 nightly
$121 total
Nov 23 - Nov 24
Total with taxes and fees
Palazzo Leopoldo Dimora Storica & Spa

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
$88 nightly
$101 total
Nov 1 - Nov 2
Total with taxes and fees
Borgo di Pietrafitta Relais

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
$107 nightly
$124 total
Oct 29 - Oct 30
Total with taxes and fees
Belvedere di San Leonino

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
$97 nightly
$113 total
Nov 2 - Nov 3
Total with taxes and fees
Hotel Palazzo San niccolò & Spa

Hotel Borgo di Cortefreda Relais - Place of Charme

Hotel Borgo di Cortefreda Relais - Place of Charme
Tavarnelle Val di Pesa
$114 nightly
$132 total
Nov 25 - Nov 26
Total with taxes and fees
Hotel Borgo di Cortefreda Relais - Place of Charme

Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
$198 nightly
$224 total
Oct 28 - Oct 29
Total with taxes and fees
Relais Vignale & Spa

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
$178 nightly
$196 total
Oct 29 - Oct 30
Total with taxes and fees
Castello Vicchiomaggio

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
$74 nightly
$88 total
Nov 26 - Nov 27
Total with taxes and fees
Villa I Barronci Resort & Spa

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
$152 nightly
$176 total
Oct 27 - Oct 28
Total with taxes and fees
Castello di Tornano Wine Resort
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4-star hotels with pools in Chianti Region

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
$104 nightly
$121 total
Nov 23 - Nov 24
Total with taxes and fees
Palazzo Leopoldo Dimora Storica & Spa

Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
$165 nightly
$188 total
Oct 27 - Oct 28
Total with taxes and fees
Hotel Villa Campomaggio

Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
$198 nightly
$224 total
Oct 28 - Oct 29
Total with taxes and fees
Relais Vignale & Spa

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
$107 nightly
$124 total
Oct 29 - Oct 30
Total with taxes and fees
Belvedere di San Leonino

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
$97 nightly
$113 total
Nov 2 - Nov 3
Total with taxes and fees
Hotel Palazzo San niccolò & Spa

Hotel Borgo di Cortefreda Relais - Place of Charme

Hotel Borgo di Cortefreda Relais - Place of Charme
Tavarnelle Val di Pesa
$114 nightly
$132 total
Nov 25 - Nov 26
Total with taxes and fees
Hotel Borgo di Cortefreda Relais - Place of Charme

Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
$102 nightly
$114 total
Nov 26 - Nov 27
Total with taxes and fees
Villa Casagrande Resort & SPA

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
$74 nightly
$88 total
Nov 26 - Nov 27
Total with taxes and fees
Villa I Barronci Resort & Spa

Villa Le Barone

Villa Le Barone
Greve in Chianti
$235 nightly
$265 total
Oct 31 - Nov 1
Total with taxes and fees
Villa Le Barone

Villa Sabolini

Villa Sabolini
Colle di Val d'Elsa
$80 nightly
$93 total
Nov 13 - Nov 14
Total with taxes and fees
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
$330 nightly
$374 total
Oct 30 - Oct 31
Total with taxes and fees
Castello di Spaltenna- Small Luxury Hotels of the World

Borgo Vescine

Borgo Vescine
Radda in Chianti
$430 nightly
$482 total
Oct 27 - Oct 28
Total with taxes and fees
Borgo Vescine

Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
$269 nightly
$302 total
Oct 27 - Oct 28
Total with taxes and fees
Chapter Chianti, a Member of Design Hotels

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
$364 nightly
$412 total
Nov 4 - Nov 5
Total with taxes and fees
Borgo Scopeto Wine & Country Relais

The Club House

The Club House
Castelnuovo Berardenga
$332 nightly
$376 total
Nov 1 - Nov 2
Total with taxes and fees
The Club House

Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
Radda in Chianti
$510 nightly
$570 total
Oct 27 - Oct 28
Total with taxes and fees
Pieve Aldina - Relais & Châteaux

COMO Castello Del Nero

COMO Castello Del Nero
Tavarnelle Val di Pesa
$724 nightly
$805 total
Nov 8 - Nov 9
Total with taxes and fees
COMO Castello Del Nero

Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
$581 nightly
$650 total
Oct 27 - Oct 28
Total with taxes and fees
Hotel Le Fontanelle

LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
$118 nightly
$137 total
Oct 29 - Oct 30
Total with taxes and fees
LHP Certaldo Resort

Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
$762 nightly
$850 total
Oct 27 - Oct 28
Total with taxes and fees
Borgo San Felice Resort
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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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

Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

8/10 Good
"Wine area not open"
Mark 4-night trip
Posted 2 days ago
Villa Casagrande Resort & SPA
Hotel Villa Cesi

Hotel Villa Cesi

10/10 Excellent
"Rooms are very clean and staff are very friendly and super helpful and above all they are caring and very accommodating especially with our elderly less abled parents for which we are very grateful. Property is in a beautiful setting. Restaurant staff also very helpful. Thank you very much to all who hosted us at Villa Cesi."
Anshi 2-night trip
Posted 8 days ago
Hotel Villa Cesi
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."
Michelle 3-night trip
Posted 2 weeks ago
Castello di Spaltenna- Small Luxury Hotels of the World
Villa Le Barone

Villa Le Barone

10/10 Excellent
"Charming place in Tuscany! Everything was absolutely perfect. We highly suggest to dine at the villa, it was exceptional. Breakfast was delicious as well."
Tereza 2-night trip
Posted 1 month ago
Villa Le Barone
Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

10/10 Excellent
"My family and I had such a great time. Such a kid friendly place and at check in they even had a little playground while you waiting and gave the kids bubbles. So great to be in nature and all of the amenities were lovely. The waterparks that were padded on the ground were genius and we did a family wine tasting which was such a lovely memory. Our stay was so nice with the deck and the grocery store is so affordable for dinners in. Love love love! My toddler played all day and there were so many times we got to relax because they had everything that we wanted or needed right on property."
Maya 4-night trip
Posted 1 month ago
Hu Norcenni Girasole Village
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 2 months ago
COMO Castello Del Nero
Chianti Village Morrocco

Chianti Village Morrocco

10/10 Excellent
"Superb property. Nice and quiet atmosphere. We enjoyed a lot. Definitely will come again."
Nirav 1-night trip
Posted 3 months ago
Chianti Village Morrocco
Camping Village Il Poggetto.

Camping Village Il Poggetto.

8/10 Good
"This property was nice. We enjoyed our two nights in a home on property. The home was a little dated but overall nice. Getting to Florence was a bit challenging, due to the property being in an isolated area. On the weekends there are only two busses that so by the property... one in the morning and one at night, so plan accordingly."
Nichole 2-night trip
Posted 5 months ago
Camping Village Il Poggetto.

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