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San Sano Hotel Guide - Hotels with Pool in San Sano, Gaiole in Chianti

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Check availability on San Sano Hotels with Pool

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

Our top choices for San Sano hotels with a pool

A pool surrounded by lush greenery and vineyards, with a stone building in the background.
A stone building with a wooden door, outdoor seating, and a pergola with vines.
A stone building with a window and a light fixture.
A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

1. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
  • Tuscan vineyard retreat with sun-kissed seasonal pool beckons outdoor adventurers for summer splashing.
€75
includes taxes & fees
2 Nov - 3 Nov
Agriturismo San Sano
An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.
A historic stone building with a large arched window and a small balcony.
A stone building with a tower, surrounded by people dining at tables with candles.
A stone archway leading to a window with a view of tall trees and a distant landscape.

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.
€157
includes taxes & fees
25 Oct - 26 Oct
Castello di Tornano Wine Resort
A poolside area with lounge chairs and umbrellas, surrounded by stone flooring and greenery.
A bedroom with a large bed, wooden beams, stone wall, and a stone fireplace.
A cozy seating area with two chairs and a table, a stone wall, and a clock on a pedestal.
A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.

3. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
  • Tuscan retreat offers sparkling outdoor pool with free cabanas, loungers, and refreshing poolside bar service.
€97
includes taxes & fees
22 Oct - 23 Oct
Ultimo Mulino Wellness Country Hotel
A swimming pool with a view of a historic building surrounded by olive trees.
An outdoor café with tables and chairs, surrounded by stone walls and greenery.
A formal dining room with a long table set for a meal, ornate ceiling, and classical architecture.
An aerial view of a castle with a courtyard, surrounded by vineyards and dense trees.

4. Castello di Meleto

Castello di Meleto
Gaiole in Chianti
  • Seasonal outdoor pool at Tuscan farm stay with vineyard views and sun loungers for serene relaxation amid the countryside.
€138
includes taxes & fees
16 Oct - 17 Oct
Castello di Meleto
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a clear sky.
A building with a stone facade, a central arched doorway, and a window with a decorative frame.
A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.
A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

5. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
  • Splash into luxury at a Tuscan wine resort with two outdoor pools and vineyard views.
€275
includes taxes & fees
9 Nov - 10 Nov
Dievole Wine Resort
A poolside area with lounge chairs and a view of the night sky.
A person relaxing in a hot tub with a view of a building and trees in the background.
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.
A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

6. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
  • Scenic Tuscan escape with a poolside paradise and winery at your doorstep.
€113
includes taxes & fees
16 Oct - 17 Oct
Belvedere di San Leonino
A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.
A room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.
A dining table with wine glasses, a bottle, and plates of food, set against a window with a view of a balcony and flowers.
A couple dining at an outdoor table with a view of the countryside.

7. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
  • Sun-kissed pools in tuscan splendour beckon with historic charm and breathtaking views.
€114
includes taxes & fees
1 Nov - 2 Nov
Palazzo Leopoldo Dimora Storica & Spa
A woman sitting by a pool with lounge chairs and umbrellas in the background.
A view through a window with a metal grid, featuring a stone building, greenery, and a clear sky.
A courtyard with stone walls, potted plants, and a metal fence.
A stone building with a bell tower, arched windows, and a gravel driveway.

8. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
  • Tuscan poolside paradise awaits with hot tub soaks and scenic lounging in rural tranquility.
€193
includes taxes & fees
26 Oct - 27 Oct
Borgo Argenina
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.
A traditional villa with a tiled roof, surrounded by lush greenery and hills.
A building with arched windows, a courtyard with a pond, and a metal fence.

9. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
  • Sun-soaked seasonal pool oasis in the heart of a Tuscan wine resort with loungers and umbrellas.
€65
includes taxes & fees
14 Oct - 15 Oct
Hotel Casafrassi
A pool with a view of a mountainous landscape and a village in the background.
A dining area with a table set for a meal, a fireplace, and a wooden ceiling.
A stone building with a tiled roof, surrounded by a well-maintained garden and a view of rolling hills.
A stone building with a tiled roof, surrounded by a well-maintained garden with potted plants and a pathway.

10. Cavarchino B&B

Cavarchino B&B
Gaiole in Chianti
€154
includes taxes & fees
1 Nov - 2 Nov
Cavarchino B&B
View all properties

Choose what matters most at hotels with a pool in San Sano

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top San Sano Hotel Reviews

Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Great Family run hotel with friendly staff. Perfectly located to explore Tuscany.. we visited Sienna, Certaldo, Volterra, Sam Gimignano and Livorno on the coast. There is a walkable (5mins) winery called Il Colombaio which I would highly recommended. The breakfast buffet was fabulous."
jacquelyn 5-night trip
Posted 10 hours ago
Hotel Casolare Le Terre Rosse
Hotel Italia

Hotel Italia

10/10 Excellent
"Staff and hotel was great."
Suzanne 1-night trip
Posted 1 day ago
Hotel Italia
Hotel Athena

Hotel Athena

10/10 Excellent
"Reception staff very friendly and helpful. Room on top floor had two full length windows with spectacular views. Older property but updated nicely; not modern but comfortable. Comfy bed, linens and pillows. Nice breakfast with lots of variety. There are two floors that have breakfast - the lowest level is more spacious and had food replaced more quickly than upper level. Hotel seems far, but everything is 5 to 15 minutes away. We found our favorite wine spot just a 5 minute walk away at Tuscan Wine School. But do go to the rooftop terrace for lovely views."
Barry 3-night trip
Posted 2 days ago
Hotel Athena
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 2 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 11 days ago
Borgo Vescine
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

Frequently asked questions

What are some accommodation options with pools in San Sano?
Hotel Athena: Offers a rooftop terrace, an outdoor pool and a snack bar/deli. La Certosa di Pontignano: Features a snack bar/deli, a seasonal outdoor pool and free self parking. Grand Hotel Continental Siena – Starhotels Collezione: Offers an indoor pool, an outdoor pool and 2 restaurants. NH Siena: Offers 2 restaurants, 2 outdoor swimming pools and a full-service spa. Hotel Chiusarelli: Provides 2 restaurants, an outdoor pool and 2 bars.
What is there to see and do in San Sano?
The picturesque settings of Terme Antica Querciolaia and Val di Merse showcase the area's natural beauty. Discover sights such as Meleto Castle, Cantalici Winery and Castle of Brolio during your stay.
When is the best time to book a hotel with a pool in San Sano?
You may want to consider a place to stay that has an outdoor pool if you'll be visiting San Sano in the hottest months of August, July or June, when the average temp is 22°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temp is 6°C.