Default HTG hotel image

Hotels with Swimming Pool in San Sano, Gaiole in Chianti

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on San Sano Hotels with Swimming Pool

Tonight
Aug 21 - Aug 22
Tomorrow
Aug 22 - Aug 23
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

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 rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.
A stone building with a wooden door, outdoor seating, and a pergola with vines.
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.
P8,759
P9,924 total
includes taxes & fees
Aug 26 - Aug 27
Agriturismo San Sano
An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.
A stone building with a tower, surrounded by people dining at tables with candles.
A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.
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.
P13,368
P15,281 total
includes taxes & fees
Aug 25 - Aug 26
Castello di Tornano Wine Resort
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 room with a view of a forest through a window, a table with a lamp, and a chair.
A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.

3. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
  • Splash into luxury at a Tuscan wine resort with two outdoor pools and vineyard views.
P20,099
P22,685 total
includes taxes & fees
Aug 26 - Aug 27
Dievole Wine Resort
A poolside area with lounge chairs and umbrellas, surrounded by stone flooring and greenery.
An outdoor dining area with stone walls, tables, and chairs, surrounded by greenery and a stone building in the background.
A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.
A bedroom with a large bed, wooden beams, stone wall, and a stone fireplace.

4. 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.
P9,171
P10,665 total
includes taxes & fees
Sep 9 - Sep 10
Ultimo Mulino Wellness Country Hotel
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 building with arched windows, a courtyard with a pond, and a metal fence.
A traditional villa with a tiled roof, surrounded by lush greenery and hills.

5. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
  • Sun-soaked seasonal pool oasis in the heart of a Tuscan wine resort with loungers and umbrellas.
P4,846
P5,763 total
includes taxes & fees
Sep 13 - Sep 14
Hotel Casafrassi
A poolside area with lounge chairs and a view of the night sky.
A rustic stone building with a garden in front.
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.
P8,575
P9,866 total
includes taxes & fees
Aug 24 - Aug 25
Belvedere di San Leonino
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and lush greenery, overlooking a valley.
A dining area with a stone wall, wooden beams, and a striped sofa.
A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.
A stone building with a courtyard, a covered seating area, and a small bell tower.

7. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
  • Countryside farm stay's outdoor pool beckons with scenic vineyard views.
P8,325
P9,447 total
includes taxes & fees
Aug 27 - Aug 28
Borgo di Pietrafitta Relais
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.
An aerial view of a castle with a courtyard, surrounded by vineyards and dense trees.
A formal dining room with a long table set for a meal, ornate ceiling, and classical architecture.

8. 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.
P14,474
P16,498 total
includes taxes & fees
Aug 24 - Aug 25
Castello di Meleto
An outdoor dining area with a table set for two, overlooking a pool and vineyard.
A restaurant with a table set for two, overlooking a scenic landscape.
An outdoor dining area with a pool, potted plants, and umbrellas.
A villa with a swimming pool, outdoor seating, and a garden.

9. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
  • Discover a seasonal rooftop sanctuary with dual pools, poolside bar service, and stunning vineyard views in historic wine country.
P12,133
P15,557 total
includes taxes & fees
Aug 27 - Aug 28
Relais Vignale & Spa
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.

10. 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.
P10,803
P12,316 total
includes taxes & fees
Aug 23 - Aug 24
Palazzo Leopoldo Dimora Storica & Spa
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

Borgo Vescine

Borgo Vescine

10/10 Excellent
"Had an amazing time. Rooms can be a bit hot at times but everything else was spectacular. Highly recommended"
Gabrielle 3-night trip
Posted 2 days ago
Borgo Vescine
Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

10/10 Excellent
"A beautiful hotel in a lovely little town. The staff were amazing, so helpful. The rooms were very clean and comfortable. I didn’t use the indoor pool or spa facilities so can’t comment on them. The outdoor pool is across the road and up a steep hill, so great if you have a car but not so much if you are on foot! Overall a very good stay."
Jonathan 2-night trip
Posted 3 days ago
Villa Casagrande Resort & SPA
Hotel Athena

Hotel Athena

10/10 Excellent
"We had a superior room, which was very comfortable. We had dinner in the restaurant several times, and the food and drink was excellent. One evening we just enjoyed the cocktail bar, and the staff were fun! Breakfast buffet has everything one could want, and was always fresh. Free parking! You will have an uphill walk to the town centre, but no matter where you go in Siena it’s either up or down. Highly recommended."
Christopher 7-night trip
Posted 4 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
"Just an amazing overall experience, super welcoming and hospitable staff. Vacationing in an estate that is 1100 years old makes it even more memorable. Thank you Spaltena"
Ashley 2-night trip
Posted 2 weeks ago
Castello di Spaltenna- Small Luxury Hotels of the World

Frequently asked questions

What are some accommodations with pools in San Sano?
Hotel Athena: Provides 2 restaurants, 2 outdoor pools, and a full-service spa. Grand Hotel Continental Siena – Starhotels Collezione: Offers a sauna, a rooftop pool, and a rooftop terrace. Borgo Scopeto Wine & Country Relais: Features an indoor pool, an outdoor pool, and 2 restaurants. La Certosa di Pontignano: Features 2 restaurants, a seasonal outdoor pool, and a full-service spa. Castello di Leonina Relais: Hotel located near Piazza del Campo. Offers a rooftop terrace, a seasonal outdoor pool, and a snack bar/deli.
What is there to see and do in San Sano?
The picturesque setting of Alta Val d'Elsa River Park and Terme Antica Querciolaia 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 with an outdoor swimming pool if you will be visiting San Sano in the hottest months of August, July, or June when the average temp is 72°F. Lodging with an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temp is 44°F.

Explore a world of travel with Expedia