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

Find Hotels with a Pool in Chianti Region

Check availability on Chianti Region Hotels with a Pool

Tonight
Oct 14 - Oct 15
Tomorrow
Oct 15 - Oct 16
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Chianti Region hotels with a pool

1. 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.
$199 nightly
$224 total
Nov 2 - Nov 3
Total with taxes and fees
Castello La Leccia

2. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
  • Scenic Tuscan escape with a poolside paradise and winery at your doorstep.
$108 nightly
$125 total
Oct 16 - Oct 17
Total with taxes and fees
Belvedere di San Leonino

3. 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.
$108 nightly
$121 total
Nov 8 - Nov 9
Total with taxes and fees
Villa Casagrande Resort & SPA

4. 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.
$73 nightly
$87 total
Nov 13 - Nov 14
Total with taxes and fees
Villa I Barronci Resort & Spa

5. 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.
$151 nightly
$175 total
Oct 25 - Oct 26
Total with taxes and fees
Castello di Tornano Wine Resort

6. Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
  • Refreshing infinity pool with breathtaking views awaits at this charming Tuscan farm stay with winery.
$220 nightly
$242 total
Oct 29 - Oct 30
Total with taxes and fees
Castello Vicchiomaggio

7. 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.
$116 nightly
$134 total
Nov 2 - Nov 3
Total with taxes and fees
Palazzo Leopoldo Dimora Storica & Spa

8. 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.
$124 nightly
$143 total
Nov 14 - Nov 15
Total with taxes and fees
Hotel Borgo di Cortefreda Relais - Place of Charme

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.
$164 nightly
$187 total
Nov 3 - Nov 4
Total with taxes and fees
Hotel Villa Campomaggio

10. Borgo Del Cabreo

Borgo Del Cabreo
Greve in Chianti
  • Tuscan retreat with seasonal outdoor pool offers vineyard views and winery experiences.
$204 nightly
$229 total
Oct 16 - Oct 17
Total with taxes and fees
Borgo 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

Castello La Leccia

Castello La Leccia
Castellina in Chianti
$199 nightly
$224 total
Nov 2 - Nov 3
Total with taxes and fees
Castello La Leccia

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
$151 nightly
$175 total
Oct 25 - Oct 26
Total with taxes and fees
Castello di Tornano Wine Resort

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
$220 nightly
$242 total
Oct 29 - Oct 30
Total with taxes and fees
Castello Vicchiomaggio

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
$108 nightly
$125 total
Oct 16 - Oct 17
Total with taxes and fees
Belvedere di San Leonino

Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
$108 nightly
$121 total
Nov 8 - Nov 9
Total with taxes and fees
Villa Casagrande Resort & SPA

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
$82 nightly
$95 total
Oct 28 - Oct 29
Total with taxes and fees
Borgo di Pietrafitta Relais

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
$73 nightly
$87 total
Nov 13 - Nov 14
Total with taxes and fees
Villa I Barronci Resort & Spa

Borgo Del Cabreo

Borgo Del Cabreo
Greve in Chianti
$204 nightly
$229 total
Oct 16 - Oct 17
Total with taxes and fees
Borgo Del Cabreo

Hotel Borgo di Cortefreda Relais - Place of Charme

Hotel Borgo di Cortefreda Relais - Place of Charme
Tavarnelle Val di Pesa
$124 nightly
$143 total
Nov 14 - Nov 15
Total with taxes and fees
Hotel Borgo di Cortefreda Relais - Place of Charme

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
$116 nightly
$134 total
Nov 2 - Nov 3
Total with taxes and fees
Palazzo Leopoldo Dimora Storica & Spa
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4-star hotels with pools in Chianti Region

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
$108 nightly
$125 total
Oct 16 - Oct 17
Total with taxes and fees
Belvedere di San Leonino

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
$116 nightly
$134 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
$108 nightly
$121 total
Nov 8 - Nov 9
Total with taxes and fees
Villa Casagrande Resort & SPA

Hotel Borgo di Cortefreda Relais - Place of Charme

Hotel Borgo di Cortefreda Relais - Place of Charme
Tavarnelle Val di Pesa
$124 nightly
$143 total
Nov 14 - Nov 15
Total with taxes and fees
Hotel Borgo di Cortefreda Relais - Place of Charme

Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
$164 nightly
$187 total
Nov 3 - Nov 4
Total with taxes and fees
Hotel Villa Campomaggio

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
$73 nightly
$87 total
Nov 13 - Nov 14
Total with taxes and fees
Villa I Barronci Resort & Spa

Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
$187 nightly
$213 total
Oct 16 - Oct 17
Total with taxes and fees
Relais Vignale & Spa

Villa Le Barone

Villa Le Barone
Greve in Chianti
$247 nightly
$279 total
Oct 31 - Nov 1
Total with taxes and fees
Villa Le Barone

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
$105 nightly
$122 total
Nov 9 - Nov 10
Total with taxes and fees
Hotel Palazzo San niccolò & Spa

Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
$192 nightly
$218 total
Oct 18 - Oct 19
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
$330 nightly
$374 total
Oct 30 - Oct 31
Total with taxes and fees
Castello di Spaltenna- Small Luxury Hotels of the World

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
$359 nightly
$406 total
Nov 5 - Nov 6
Total with taxes and fees
Borgo Scopeto Wine & Country Relais

Borgo Vescine

Borgo Vescine
Radda in Chianti
$416 nightly
$466 total
Nov 10 - Nov 11
Total with taxes and fees
Borgo Vescine

Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
$268 nightly
$301 total
Oct 18 - Oct 19
Total with taxes and fees
Chapter Chianti, a Member of Design Hotels

Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
Radda in Chianti
$346 nightly
$390 total
Oct 22 - Oct 23
Total with taxes and fees
Pieve Aldina - Relais & Châteaux

The Club House

The Club House
Castelnuovo Berardenga
$331 nightly
$375 total
Nov 1 - Nov 2
Total with taxes and fees
The Club House

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
$468 nightly
$526 total
Oct 25 - Oct 26
Total with taxes and fees
Hotel Le Fontanelle

Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
$661 nightly
$738 total
Oct 25 - Oct 26
Total with taxes and fees
Borgo San Felice Resort

LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
$111 nightly
$128 total
Oct 29 - Oct 30
Total with taxes and fees
LHP Certaldo 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 3 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

10/10 Excellent
"Great spot and friendly staff."
Chris 4-night trip
Posted 4 days ago
Villa I Barronci Resort & Spa
Borgo Vescine

Borgo Vescine

10/10 Excellent
"The staff was amazing and incredibly kind."
Natalie 2-night trip
Posted 12 days ago
Borgo Vescine
Relais Vignale & Spa

Relais Vignale & Spa

10/10 Excellent
"In a convenient location."
MELISSA 2-night trip
Posted 2 weeks ago
Relais Vignale & Spa
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 2 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 2 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 3 weeks ago
Villa Casagrande Resort & SPA
Park Hotel Chianti

Park Hotel Chianti

10/10 Excellent
"The staff are very helpful and kind."
Manuel 2-night trip
Posted 1 month ago
Park Hotel Chianti
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

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