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 16 - Oct 17
Tomorrow
Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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.
$186 nightly
$205 total
Nov 2 - Nov 3
Total with taxes and fees
Castello Vicchiomaggio

2. 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 25 - Oct 26
Total with taxes and fees
Castello di Tornano Wine Resort

3. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
  • Countryside farm stay's outdoor pool beckons with scenic vineyard views.
$82 nightly
$95 total
Oct 29 - Oct 30
Total with taxes and fees
Borgo di Pietrafitta Relais

4. 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

5. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
  • Scenic Tuscan escape with a poolside paradise and winery at your doorstep.
$106 nightly
$123 total
Oct 28 - Oct 29
Total with taxes and fees
Belvedere di San Leonino

6. 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.
$102 nightly
$114 total
Nov 15 - Nov 16
Total with taxes and fees
Villa Casagrande Resort & SPA

7. 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
$224 total
Nov 2 - Nov 3
Total with taxes and fees
Castello La Leccia

8. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
  • Splash into luxury at a Tuscan wine resort with two outdoor pools and vineyard views.
$247 nightly
$281 total
Nov 14 - Nov 15
Total with taxes and fees
Dievole Wine Resort

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
Nov 3 - Nov 4
Total with taxes and fees
Hotel Villa Campomaggio

10. 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.
$72 nightly
$86 total
Nov 16 - Nov 17
Total with taxes and fees
Villa I Barronci Resort & 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
$60 nightly
$73 total
Oct 18 - Oct 19
Total with taxes and fees
Hotel Casafrassi

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 I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
$72 nightly
$86 total
Nov 16 - Nov 17
Total with taxes and fees
Villa I Barronci Resort & Spa

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
$82 nightly
$95 total
Oct 29 - Oct 30
Total with taxes and fees
Borgo di Pietrafitta Relais

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
$106 nightly
$123 total
Oct 28 - Oct 29
Total with taxes and fees
Belvedere di San Leonino

Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
$90 nightly
$108 total
Oct 21 - Oct 22
Total with taxes and fees
Ultimo Mulino Wellness Country Hotel

Hotel Villa San Giorgio

Hotel Villa San Giorgio
Poggibonsi
$52 nightly
$57 total
Nov 16 - Nov 17
Total with taxes and fees
Hotel Villa San Giorgio

Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
$66 nightly
$77 total
Nov 5 - Nov 6
Total with taxes and fees
Agriturismo San Sano

Palagina la cascina

Palagina la cascina
Figline e Incisa Valdarno
$50 nightly
$56 total
Oct 20 - Oct 21
Total with taxes and fees
Palagina la cascina

Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
$111 nightly
$126 total
Oct 21 - Oct 22
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
$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
$102 nightly
$114 total
Nov 15 - Nov 16
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
$72 nightly
$86 total
Nov 16 - Nov 17
Total with taxes and fees
Villa I Barronci Resort & Spa

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
$106 nightly
$123 total
Oct 28 - Oct 29
Total with taxes and fees
Belvedere di San Leonino

Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
$165 nightly
$188 total
Nov 3 - Nov 4
Total with taxes and fees
Hotel Villa Campomaggio

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
$99 nightly
$116 total
Nov 16 - Nov 17
Total with taxes and fees
Hotel Palazzo San niccolò & Spa

Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
$197 nightly
$224 total
Oct 19 - Oct 20
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
$123 total
Nov 16 - Nov 17
Total with taxes and fees
Hotel Borgo di Cortefreda Relais - Place of Charme

Villa Le Barone

Villa Le Barone
Greve in Chianti
$248 nightly
$279 total
Oct 31 - Nov 1
Total with taxes and fees
Villa Le Barone

Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
$174 nightly
$198 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
$329 nightly
$373 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
$402 nightly
$451 total
Nov 10 - Nov 11
Total with taxes and fees
Borgo Vescine

The Club House

The Club House
Castelnuovo Berardenga
$338 nightly
$383 total
Nov 8 - Nov 9
Total with taxes and fees
The Club House

Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
Radda in Chianti
$347 nightly
$390 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
$268 nightly
$302 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
$361 nightly
$408 total
Nov 5 - Nov 6
Total with taxes and fees
Borgo Scopeto Wine & Country Relais

COMO Castello Del Nero

COMO Castello Del Nero
Tavarnelle Val di Pesa
$725 nightly
$806 total
Nov 13 - Nov 14
Total with taxes and fees
COMO Castello Del Nero

Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
$470 nightly
$529 total
Oct 22 - Oct 23
Total with taxes and fees
Hotel Le Fontanelle

LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
$111 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
$639 nightly
$714 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 5 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 6 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 13 days 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 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
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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