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 18 - Oct 19
Tomorrow
Oct 19 - Oct 20
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Our top choices for Chianti Region hotels with a pool

1. Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
  • Refreshing infinity pool with breathtaking views awaits at this charming Tuscan farm stay with winery.
$187 nightly
$206 total
Nov 2 - Nov 3
Total with taxes and fees
Castello Vicchiomaggio

2. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
  • Splash into luxury at a Tuscan wine resort with two outdoor pools and vineyard views.
$249 nightly
$282 total
Nov 14 - Nov 15
Total with taxes and fees
Dievole Wine Resort

3. 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
$125 total
Oct 27 - Oct 28
Total with taxes and fees
Belvedere di San Leonino

4. 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.
$142 nightly
$165 total
Oct 27 - Oct 28
Total with taxes and fees
Castello di Tornano Wine Resort

5. Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti
San Casciano in Val di Pesa
  • Take a relaxing dip in the Tuscan countryside pool with vineyard views and loungers.
$69 nightly
$80 total
Nov 9 - Nov 10
Total with taxes and fees
Salvadonica - Borgo del Chianti

6. Castello La Leccia

Castello La Leccia
Castellina in Chianti
  • Castello La Leccia's seasonal pool offers Tuscan countryside refreshment and vineyard views all summer long.
$200 nightly
$225 total
Nov 8 - Nov 9
Total with taxes and fees
Castello La Leccia

7. 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.
$106 nightly
$124 total
Nov 18 - Nov 19
Total with taxes and fees
Hotel Borgo di Cortefreda Relais - Place of Charme

8. Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
  • Sip poolside bliss at this luxury Tuscan retreat where serene mountain views frame your aquatic sanctuary.
$68 nightly
$81 total
Nov 18 - Nov 19
Total with taxes and fees
Villa I Barronci Resort & Spa

9. 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.
$93 nightly
$109 total
Nov 17 - Nov 18
Total with taxes and fees
Hotel Palazzo San niccolò & Spa

10. 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.
$117 nightly
$135 total
Nov 2 - Nov 3
Total with taxes and fees
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
Hot tub
Spa

Hotels with pools and free breakfast in Chianti Region

Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
$56 nightly
$68 total
Oct 26 - Oct 27
Total with taxes and fees
Hotel Casafrassi

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
$117 nightly
$135 total
Nov 2 - Nov 3
Total with taxes and fees
Palazzo Leopoldo Dimora Storica & Spa

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
$68 nightly
$81 total
Nov 18 - Nov 19
Total with taxes and fees
Villa I Barronci Resort & Spa

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
$88 nightly
$102 total
Oct 27 - Oct 28
Total with taxes and fees
Borgo di Pietrafitta Relais

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
$107 nightly
$125 total
Oct 27 - Oct 28
Total with taxes and fees
Belvedere di San Leonino

Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
$91 nightly
$109 total
Oct 21 - Oct 22
Total with taxes and fees
Ultimo Mulino Wellness Country Hotel

Hotel Villa San Giorgio

Hotel Villa San Giorgio
Poggibonsi
$60 nightly
$66 total
Nov 8 - Nov 9
Total with taxes and fees
Hotel Villa San Giorgio

Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
$69 nightly
$80 total
Nov 2 - Nov 3
Total with taxes and fees
Agriturismo San Sano

Palagina la cascina

Palagina la cascina
Figline e Incisa Valdarno
$48 nightly
$54 total
Oct 20 - Oct 21
Total with taxes and fees
Palagina la cascina

Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
$110 nightly
$125 total
Oct 19 - Oct 20
Total with taxes and fees
Hotel Colle Etrusco Salivolpi
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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
$117 nightly
$135 total
Nov 2 - Nov 3
Total with taxes and fees
Palazzo Leopoldo Dimora Storica & Spa

Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
$107 nightly
$120 total
Nov 17 - Nov 18
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
$68 nightly
$81 total
Nov 18 - Nov 19
Total with taxes and fees
Villa I Barronci Resort & Spa

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
$107 nightly
$125 total
Oct 27 - Oct 28
Total with taxes and fees
Belvedere di San Leonino

Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
$166 nightly
$189 total
Oct 20 - Oct 21
Total with taxes and fees
Hotel Villa Campomaggio

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
$93 nightly
$109 total
Nov 17 - Nov 18
Total with taxes and fees
Hotel Palazzo San niccolò & Spa

Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
$199 nightly
$225 total
Oct 22 - Oct 23
Total with taxes and fees
Relais Vignale & Spa

Hotel Borgo di Cortefreda Relais - Place of Charme

Hotel Borgo di Cortefreda Relais - Place of Charme
Tavarnelle Val di Pesa
$106 nightly
$124 total
Nov 18 - Nov 19
Total with taxes and fees
Hotel Borgo di Cortefreda Relais - Place of Charme

Villa Le Barone

Villa Le Barone
Greve in Chianti
$249 nightly
$281 total
Oct 31 - Nov 1
Total with taxes and fees
Villa Le Barone

Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
$190 nightly
$216 total
Oct 21 - Oct 22
Total with taxes and fees
Palazzo Squarcialupi
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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
$331 nightly
$375 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
$405 nightly
$454 total
Oct 22 - Oct 23
Total with taxes and fees
Borgo Vescine

The Club House

The Club House
Castelnuovo Berardenga
$337 nightly
$382 total
Nov 17 - Nov 18
Total with taxes and fees
The Club House

Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
Radda in Chianti
$348 nightly
$392 total
Oct 22 - Oct 23
Total with taxes and fees
Pieve Aldina - Relais & Châteaux

Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
$270 nightly
$303 total
Oct 19 - Oct 20
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

COMO Castello Del Nero

COMO Castello Del Nero
Tavarnelle Val di Pesa
$726 nightly
$808 total
Nov 8 - Nov 9
Total with taxes and fees
COMO Castello Del Nero

Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
$457 nightly
$514 total
Oct 25 - Oct 26
Total with taxes and fees
Hotel Le Fontanelle

LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
$112 nightly
$129 total
Oct 29 - Oct 30
Total with taxes and fees
LHP Certaldo Resort

Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
$640 nightly
$716 total
Oct 25 - Oct 26
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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Top Chianti Region Hotel Reviews

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 7 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Borgo Vescine

Borgo Vescine

10/10 Excellent
"The staff was amazing and incredibly kind."
Natalie 2-night trip
Posted 2 weeks ago
Borgo Vescine
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 3 weeks 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 3 weeks ago
Hu Norcenni Girasole Village
Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

8/10 Good
"Restaurant was great. Towels have too much use"
Ana 3-night trip
Posted 1 month ago
Villa Casagrande Resort & SPA
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 1 month ago
COMO Castello Del Nero
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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