
Find Hotels with a Pool in Chianti Region
- Upfront pricingOur total price for your stay includes taxes and fees
- Treat yourselfSave 10% or more on over 100,000 hotels worldwide with Member PricesLearn about One Key
- Be pickySearch almost a million properties worldwide
Check availability on Chianti Region Hotels with a Pool
Tonight
Oct 16 - Oct 17Tomorrow
Oct 17 - Oct 18This weekend
Oct 16 - Oct 18Next weekend
Oct 23 - Oct 25Our top choices for Chianti Region hotels with a pool




1. Castello Vicchiomaggio
Castello VicchiomaggioGreve 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




2. 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.
$152 nightly
$176 total
Oct 25 - Oct 26
Total with taxes and fees




3. Borgo di Pietrafitta Relais
Borgo di Pietrafitta RelaisCastellina 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




4. 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




5. Belvedere di San Leonino
Belvedere di San LeoninoCastellina 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




6. 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.
$102 nightly
$114 total
Nov 15 - Nov 16
Total with taxes and fees




7. Castello La Leccia
Castello La LecciaCastellina 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




8. Dievole Wine Resort
Dievole Wine ResortCastelnuovo 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
View all properties
Hotels with pools and free breakfast in Chianti Region
$60 nightly
$73 total
Oct 18 - Oct 19
Total with taxes and fees
$116 nightly
$134 total
Nov 2 - Nov 3
Total with taxes and fees
$72 nightly
$86 total
Nov 16 - Nov 17
Total with taxes and fees
$82 nightly
$95 total
Oct 29 - Oct 30
Total with taxes and fees
$106 nightly
$123 total
Oct 28 - Oct 29
Total with taxes and fees
$90 nightly
$108 total
Oct 21 - Oct 22
Total with taxes and fees
$52 nightly
$57 total
Nov 16 - Nov 17
Total with taxes and fees
$66 nightly
$77 total
Nov 5 - Nov 6
Total with taxes and fees
$50 nightly
$56 total
Oct 20 - Oct 21
Total with taxes and fees
$111 nightly
$126 total
Oct 21 - Oct 22
Total with taxes and fees
4-star hotels with pools in Chianti Region
$116 nightly
$134 total
Nov 2 - Nov 3
Total with taxes and fees
$102 nightly
$114 total
Nov 15 - Nov 16
Total with taxes and fees
$72 nightly
$86 total
Nov 16 - Nov 17
Total with taxes and fees
$106 nightly
$123 total
Oct 28 - Oct 29
Total with taxes and fees
$165 nightly
$188 total
Nov 3 - Nov 4
Total with taxes and fees
$99 nightly
$116 total
Nov 16 - Nov 17
Total with taxes and fees
$197 nightly
$224 total
Oct 19 - Oct 20
Total with taxes and fees




Hotel Borgo di Cortefreda Relais - Place of Charme
Hotel Borgo di Cortefreda Relais - Place of CharmeTavarnelle Val di Pesa
$106 nightly
$123 total
Nov 16 - Nov 17
Total with taxes and fees
$248 nightly
$279 total
Oct 31 - Nov 1
Total with taxes and fees
$174 nightly
$198 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
$329 nightly
$373 total
Oct 30 - Oct 31
Total with taxes and fees
$402 nightly
$451 total
Nov 10 - Nov 11
Total with taxes and fees
$338 nightly
$383 total
Nov 8 - Nov 9
Total with taxes and fees
$347 nightly
$390 total
Oct 22 - Oct 23
Total with taxes and fees
$268 nightly
$302 total
Oct 19 - Oct 20
Total with taxes and fees
$361 nightly
$408 total
Nov 5 - Nov 6
Total with taxes and fees
$725 nightly
$806 total
Nov 13 - Nov 14
Total with taxes and fees
$470 nightly
$529 total
Oct 22 - Oct 23
Total with taxes and fees
$111 nightly
$129 total
Oct 29 - Oct 30
Total with taxes and fees
$639 nightly
$714 total
Oct 25 - Oct 26
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."
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."
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."
Explore a world of travel with Expedia
- 4 Star Hotels in Gaiole in Chianti
- Hotels in Chiocchio
- 3 Star Hotels in Chianti Region
- Relais & Chateaux Hotels in Chianti Region
- Hotels in Lamole
- Hotels in Volpaia
- Winery in Chianti Region
- 4 Star Hotels in Castellina in Chianti
- Melia Hotels in Montefiridolfi
- Romantik Hotel Hotels in Cavriglia
- View in Chianti Region
- Chateaux Hotels Collection Hotels in Monteaperti
- Pool in San Casciano in Val di Pesa
- Motel One Hotels in Florence
- Family Friendly in Chianti Region
- Independent Hotels in Chianti Region
- 3 Star Hotels in Radda in Chianti
- 3 Star Hotels in Gaiole in Chianti
- 4 Star Hotels in Chianti Region
- 5 Star Hotels in Greve in Chianti
- Hilton Hotels in Siena
- Pool in Radda in Chianti
- Pool in Panzano in Chianti
- Wyndham Hotels in Impruneta
- Accor Hotels in Poggio Alla Croce
- Hotels in Casole
- Pool in Greve in Chianti
- Pool in Montevarchi
- Pool in Castellina in Chianti
- 3 Star Hotels in Montegrossi
- 5 Star Hotels in Chianti Region
- Hotels in Gaiole in Chianti
- Hotels in Greve in Chianti
- Hotels in Radda in Chianti
- 2 Star Hotels in Chianti Region
- 4 Star Hotels in Greve in Chianti
- Pool in Siena
- Luxury in Chianti Region
- Hotels in Montefioralle
- Pool in Tavarnelle Val di Pesa
- Agritourism in Chianti Region
- Siena Historical Center Hotels
- Spa in Chianti Region
- LGBT Friendly in Chianti Region
- Hotels in Panzano in Chianti
- Mandarin Oriental Hotel Group Hotels in Florence
- Tennis in Chianti Region
- Villas in Chianti Region
- 2 Star Hotels in Siena
- 5 Star Hotels in Radda in Chianti
- Hotels near Castello di Albola
- 2 Star Hotels in Greve in Chianti
- Belmond Hotels in Chiocchio
- Best Western Hotels in Siena
- 5 Star Hotels in Castellina in Chianti
- Hotels in Castellina in Chianti
- B&B Hotels in Florence
- NH Hotels in Siena
- Flights to Panzano in Chianti
- Flights to Radda in Chianti
- Flights to Castellina in Chianti
- Flights to Chianti Region
- Air France Tremblay-en-France (CDG) to Florence (FLR) flights
- Flights from Gatwick (LGW) to Sovicille (SAY)
- Flights from Hounslow (LHR) to Sovicille (SAY)
- Flights to Gaiole in Chianti
- Flights to Greve in Chianti
- Delta Air Lines Jamaica (JFK) to Florence (FLR) flights

























































































