
Find Hotels with a Pool in Chianti Region
Check availability on Chianti Region Hotels with a Pool
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Oct 16 - Oct 18Next weekend
Oct 23 - Oct 25Our top choices for Chianti Region hotels with a pool




1. Castello La Leccia
Castello La LecciaCastellina 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




2. Belvedere di San Leonino
Belvedere di San LeoninoCastellina 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




3. Villa Casagrande Resort & SPA
Villa Casagrande Resort & SPAFigline 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




4. Villa I Barronci Resort & Spa
Villa I Barronci Resort & SpaSan 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




5. Castello di Tornano Wine Resort
Castello di Tornano Wine ResortGaiole 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




6. Castello Vicchiomaggio
Castello VicchiomaggioGreve 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




7. Palazzo Leopoldo Dimora Storica & Spa
Palazzo Leopoldo Dimora Storica & SpaRadda 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




8. Hotel Borgo di Cortefreda Relais - Place of Charme
Hotel Borgo di Cortefreda Relais - Place of CharmeTavarnelle 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
View all properties
Hotels with pools and free breakfast in Chianti Region
$199 nightly
$224 total
Nov 2 - Nov 3
Total with taxes and fees
$151 nightly
$175 total
Oct 25 - Oct 26
Total with taxes and fees
$220 nightly
$242 total
Oct 29 - Oct 30
Total with taxes and fees
$108 nightly
$125 total
Oct 16 - Oct 17
Total with taxes and fees
$108 nightly
$121 total
Nov 8 - Nov 9
Total with taxes and fees
$82 nightly
$95 total
Oct 28 - Oct 29
Total with taxes and fees
$73 nightly
$87 total
Nov 13 - Nov 14
Total with taxes and fees
$204 nightly
$229 total
Oct 16 - Oct 17
Total with taxes and fees




Hotel Borgo di Cortefreda Relais - Place of Charme
Hotel Borgo di Cortefreda Relais - Place of CharmeTavarnelle Val di Pesa
$124 nightly
$143 total
Nov 14 - Nov 15
Total with taxes and fees
$116 nightly
$134 total
Nov 2 - Nov 3
Total with taxes and fees
4-star hotels with pools in Chianti Region
$108 nightly
$125 total
Oct 16 - Oct 17
Total with taxes and fees
$116 nightly
$134 total
Nov 2 - Nov 3
Total with taxes and fees
$108 nightly
$121 total
Nov 8 - Nov 9
Total with taxes and fees




Hotel Borgo di Cortefreda Relais - Place of Charme
Hotel Borgo di Cortefreda Relais - Place of CharmeTavarnelle Val di Pesa
$124 nightly
$143 total
Nov 14 - Nov 15
Total with taxes and fees
$164 nightly
$187 total
Nov 3 - Nov 4
Total with taxes and fees
$73 nightly
$87 total
Nov 13 - Nov 14
Total with taxes and fees
$187 nightly
$213 total
Oct 16 - Oct 17
Total with taxes and fees
$247 nightly
$279 total
Oct 31 - Nov 1
Total with taxes and fees
$105 nightly
$122 total
Nov 9 - Nov 10
Total with taxes and fees
$192 nightly
$218 total
Oct 18 - Oct 19
Total with taxes and fees
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 WorldGaiole in Chianti
$330 nightly
$374 total
Oct 30 - Oct 31
Total with taxes and fees
$359 nightly
$406 total
Nov 5 - Nov 6
Total with taxes and fees
$416 nightly
$466 total
Nov 10 - Nov 11
Total with taxes and fees
$268 nightly
$301 total
Oct 18 - Oct 19
Total with taxes and fees
$346 nightly
$390 total
Oct 22 - Oct 23
Total with taxes and fees
$331 nightly
$375 total
Nov 1 - Nov 2
Total with taxes and fees
$724 nightly
$805 total
Nov 8 - Nov 9
Total with taxes and fees
$468 nightly
$526 total
Oct 25 - Oct 26
Total with taxes and fees
$661 nightly
$738 total
Oct 25 - Oct 26
Total with taxes and fees
$111 nightly
$128 total
Oct 29 - Oct 30
Total with taxes and fees
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.
View all propertiesTop Chianti Region Hotel Reviews
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."
Villa I Barronci Resort & Spa
10/10 Excellent
"Great spot and friendly staff."
Borgo Vescine
10/10 Excellent
"The staff was amazing and incredibly kind."
Relais Vignale & Spa
10/10 Excellent
"In a convenient location."
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."
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."
Villa Casagrande Resort & SPA
8/10 Good
"Restaurant was great. Towels have too much use"
Park Hotel Chianti
10/10 Excellent
"The staff are very helpful and kind."
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."
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